premierpropfl.com Search Results

$1,095,000

~Discover your slice of paradise on Anna Maria. Lovingly named “The Beach House,” this charming 3-bedroom & 2-bathroom single level 1950s cottage is full of island charm. Offering the perfect blend of comfort, convenience, and character, the open layout creates a great space for entertaining family & friends or for enjoying quiet relaxation. Make it your own, thoughtfully updated with NEW neutral features; paint & trim, sleek tile flooring throughout, and beautifully bright baths & showers. The spacious primary bedroom has two large closets and a private en-suite bath. Step outside to the palm filled yard, perfect for unwinding. The back deck is great for morning coffee or afternoon cocktails, grilling, and dining. Rinse off after a day at the beach in the fully enclosed outdoor shower, *there is also plenty of property to add a future pool. This lovely home also has a durable metal roof and mature landscaping. LOCATION is everything...in the heart of Holmes Beach, just a block from a beloved beach access and only a short distance to great island shops & dining. Just pack your bags, “The Beach House” is offered turnkey furnished. Currently enjoyed for many years as a 2nd home, use as your primary residence, vacation getaway, and/or as a lucrative rental investment property. This coastal gem ensures you are never far from the sun, sand, and surf. THIS IS THE ONE, this wonderful BEACH HOUSE can now be yours!

3 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

~Discover your slice of paradise on Anna Maria. Lovingly named “The Beach House,” this charming 3-bedroom & 2-bathroom single level 1950s cottage is full of island charm. Offering the perfect blend of comfort, convenience, and character, the open layout creates a great space for entertaining family & friends or for enjoying quiet relaxation. Make it your own, thoughtfully updated with NEW neutral features; paint & trim, sleek tile flooring throughout, and beautifully bright baths & showers. The spacious primary bedroom has two large closets and a private en-suite bath. Step outside to the palm filled yard, perfect for unwinding. The back deck is great for morning coffee or afternoon cocktails, grilling, and dining. Rinse off after a day at the beach in the fully enclosed outdoor shower, *there is also plenty of property to add a future pool. This lovely home also has a durable metal roof and mature landscaping. LOCATION is everything...in the heart of Holmes Beach, just a block from a beloved beach access and only a short distance to great island shops & dining. Just pack your bags, “The Beach House” is offered turnkey furnished. Currently enjoyed for many years as a 2nd home, use as your primary residence, vacation getaway, and/or as a lucrative rental investment property. This coastal gem ensures you are never far from the sun, sand, and surf. THIS IS THE ONE, this wonderful BEACH HOUSE can now be yours!

206 75th Street, Holmes Beach

$599,000

Canal-Front Investment Opportunity! Contractors, investors, and renovators—don't miss this exceptional waterfront opportunity in Holmes Beach! This 2-bedroom, 2-bath canal-front half duplex is ready for its next chapter and offers tremendous upside in one of Anna Maria Island's most sought-after locations. Situated on a deep-water canal with direct access to open water and no bridges, this property is a boater's dream and is located just a few short blocks from the pristine Gulf beaches. Whether you're looking to renovate and resell, create a high-end vacation retreat, or build long-term equity, the location alone makes this property a standout investment. Following storm damage, the drywall has been removed approximately four feet from the floor, allowing the new owner to begin renovations without the expense of demolition. The property is ready to be rebuilt and customized to your vision. Both bedrooms have ensuite bathrooms with updated showers and walk in closets. The back bedroom has a nice canal view. Major improvements already completed include: Re-pipe entire unit (2020) Replacement windows and sliding doors (2020) Carrier 2-ton Coastal Series A/C system (2022) Shingle roof replaced (2012) Flat roof replaced (2024) Seawall cap replaced (2011) Waterfront properties with bridge-free boating access and this level of renovation potential are becoming increasingly difficult to find on Anna Maria Island. Bring your contractor, your imagination, and your plans to transform this diamond in the rough into an exceptional island property. Being sold As-Is. An outstanding opportunity for cash buyers, investors, builders, or anyone looking to create significant value in a prime Holmes Beach waterfront location.

2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code

Canal-Front Investment Opportunity! Contractors, investors, and renovators—don't miss this exceptional waterfront opportunity in Holmes Beach! This 2-bedroom, 2-bath canal-front half duplex is ready for its next chapter and offers tremendous upside in one of Anna Maria Island's most sought-after locations. Situated on a deep-water canal with direct access to open water and no bridges, this property is a boater's dream and is located just a few short blocks from the pristine Gulf beaches. Whether you're looking to renovate and resell, create a high-end vacation retreat, or build long-term equity, the location alone makes this property a standout investment. Following storm damage, the drywall has been removed approximately four feet from the floor, allowing the new owner to begin renovations without the expense of demolition. The property is ready to be rebuilt and customized to your vision. Both bedrooms have ensuite bathrooms with updated showers and walk in closets. The back bedroom has a nice canal view. Major improvements already completed include: Re-pipe entire unit (2020) Replacement windows and sliding doors (2020) Carrier 2-ton Coastal Series A/C system (2022) Shingle roof replaced (2012) Flat roof replaced (2024) Seawall cap replaced (2011) Waterfront properties with bridge-free boating access and this level of renovation potential are becoming increasingly difficult to find on Anna Maria Island. Bring your contractor, your imagination, and your plans to transform this diamond in the rough into an exceptional island property. Being sold As-Is. An outstanding opportunity for cash buyers, investors, builders, or anyone looking to create significant value in a prime Holmes Beach waterfront location.

420 63rd Street, Holmes Beach

$495,000

Welcome to your dream coastal getaway! This beautifully maintained second-floor condo comes completely turnkey and fully furnished, making it effortless to move right in and start living the relaxed Florida lifestyle. Perched on an elevated corner, the home enjoys extra privacy, fantastic natural light, and lovely glimpses of the bay right from your windows. The recently updated kitchen boasts a nice, crisp aesthetic with sleek white cabinetry, stainless steel appliances, stylish floating wood shelving, and abundant storage options throughout. Step outside onto your screened lanai to enjoy relaxing views overlooking the sparkling community pool. With all major exterior repairs recently completed and every detail ready for immediate enjoyment, this corner unit offers complete peace of mind and effortless coastal living. Located within a quiet, well-manicured community, this property is the perfect blend of luxury and location. Whether you are looking for a relaxing vacation home or a serene permanent residence, this beautiful condo is a spectacular choice!

2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code

Welcome to your dream coastal getaway! This beautifully maintained second-floor condo comes completely turnkey and fully furnished, making it effortless to move right in and start living the relaxed Florida lifestyle. Perched on an elevated corner, the home enjoys extra privacy, fantastic natural light, and lovely glimpses of the bay right from your windows. The recently updated kitchen boasts a nice, crisp aesthetic with sleek white cabinetry, stainless steel appliances, stylish floating wood shelving, and abundant storage options throughout. Step outside onto your screened lanai to enjoy relaxing views overlooking the sparkling community pool. With all major exterior repairs recently completed and every detail ready for immediate enjoyment, this corner unit offers complete peace of mind and effortless coastal living. Located within a quiet, well-manicured community, this property is the perfect blend of luxury and location. Whether you are looking for a relaxing vacation home or a serene permanent residence, this beautiful condo is a spectacular choice!

600 Manatee Avenue Unit 230, Holmes Beach

$1,799,000

Welcome to your island paradise, just steps from the sugary white sands of Manatee Beach, where gentle Gulf breezes and the laid-back Anna Maria Island lifestyle await. This beautifully maintained elevated concrete block home offers the perfect blend of coastal elegance, modern updates, and exceptional investment potential. The home is situated on an oversized corner lot, providing privacy and peaceful outdoor living. Featuring 3 bedrooms, 2 bathrooms, and a private elevator, this spacious home is designed for both comfortable everyday living and effortless vacation enjoyment. The open-concept floor plan is filled with natural light and centers around a large kitchen island, perfectly positioned beneath an oversized window overlooking the sparkling pool and rear deck—ideal for entertaining family and friends or enjoying an alfresco meal! The generous primary suite is a true retreat, offering a huge walk-in closet and a luxurious ensuite bath complete with a relaxing Jacuzzi soaking tub. Step outside to your private tropical oasis featuring a newly resurfaced (2022) heated saltwater pool and spa, surrounded by an elegant brick paver deck and professionally landscaped grounds. Enjoy morning coffee on the new front deck (2022) or unwind on the spacious rear deck while soaking in the peaceful island atmosphere and enjoying endless sunsets. The oversized lower level provides incredible flexibility with ample space for a home gym, game room, workshop, or additional storage. A large driveway and covered carports provide abundant parking for family and guests. Major updates include a durable metal roof installed in 2020 offering peace of mind for years to come. Inside features tray ceilings, crown molding, updated lighting and fresh paint in beachy neutral tones. Located in one of Anna Maria Island's most desirable areas, you'll love being able to stroll to Manatee Beach, restaurants, boutiques, and local entertainment. Hop aboard the free island trolley and explore everything the island has to offer—from historic Pine Avenue to Bridge Street and breathtaking Gulf sunsets. With weekly rentals permitted, this property offers outstanding flexibility as a full-time residence, vacation getaway, or income-producing investment, allowing rental income to help offset ownership expenses. Whether you're searching for your dream beach home or an exceptional island investment, this coastal retreat truly offers the best of Anna Maria Island living.

3 Beds ⋅ 2 Baths ⋅ Jones Sub SubDv. ⋅ 34217 Zip Code

Welcome to your island paradise, just steps from the sugary white sands of Manatee Beach, where gentle Gulf breezes and the laid-back Anna Maria Island lifestyle await. This beautifully maintained elevated concrete block home offers the perfect blend of coastal elegance, modern updates, and exceptional investment potential. The home is situated on an oversized corner lot, providing privacy and peaceful outdoor living. Featuring 3 bedrooms, 2 bathrooms, and a private elevator, this spacious home is designed for both comfortable everyday living and effortless vacation enjoyment. The open-concept floor plan is filled with natural light and centers around a large kitchen island, perfectly positioned beneath an oversized window overlooking the sparkling pool and rear deck—ideal for entertaining family and friends or enjoying an alfresco meal! The generous primary suite is a true retreat, offering a huge walk-in closet and a luxurious ensuite bath complete with a relaxing Jacuzzi soaking tub. Step outside to your private tropical oasis featuring a newly resurfaced (2022) heated saltwater pool and spa, surrounded by an elegant brick paver deck and professionally landscaped grounds. Enjoy morning coffee on the new front deck (2022) or unwind on the spacious rear deck while soaking in the peaceful island atmosphere and enjoying endless sunsets. The oversized lower level provides incredible flexibility with ample space for a home gym, game room, workshop, or additional storage. A large driveway and covered carports provide abundant parking for family and guests. Major updates include a durable metal roof installed in 2020 offering peace of mind for years to come. Inside features tray ceilings, crown molding, updated lighting and fresh paint in beachy neutral tones. Located in one of Anna Maria Island's most desirable areas, you'll love being able to stroll to Manatee Beach, restaurants, boutiques, and local entertainment. Hop aboard the free island trolley and explore everything the island has to offer—from historic Pine Avenue to Bridge Street and breathtaking Gulf sunsets. With weekly rentals permitted, this property offers outstanding flexibility as a full-time residence, vacation getaway, or income-producing investment, allowing rental income to help offset ownership expenses. Whether you're searching for your dream beach home or an exceptional island investment, this coastal retreat truly offers the best of Anna Maria Island living.

140 50th Street, Holmes Beach

$2,495,000

Welcome to Tidal Daze, a beautifully designed coastal sanctuary poised just a short stroll from the sugar-sand shores of Holmes Beach—where turquoise water, gentle Gulf breezes, and legendary sunsets become part of your everyday rhythm. A proven vacation rental with an established income history, this exceptional 4BD/3.5BA residence offers a rare balance of refined style, easy comfort, and lasting investment value. Sunlight pours through walls of windows and a central skylight, washing the open gathering spaces in a bright, airy glow that carries throughout the home. The graceful floor plan unfolds into both a welcoming family room and a separate living room—generous room to entertain, unwind, and settle in after a barefoot day by the water. The kitchen flows seamlessly into the main living areas, while an expansive wrap-around porch invites slow morning coffee, alfresco dining, and golden evening sunsets framed by lush tropical landscaping. Beyond the doors, a private backyard is composed for effortless island living: a sparkling pool, a covered entertaining area, and low-maintenance grounds that give you back your time for the Florida lifestyle. Ample driveway parking welcomes family and guests with ease, while a durable metal roof lends enduring value and coastal character. Best of all, the beach is close enough to leave the car behind—slip on your sandals, wander to the shoreline in minutes, and let sunrise walks and toes-in-the-sand afternoons unfold whenever the mood strikes. Whether you envision a primary residence, a serene second home, or a proven income-producing retreat, Tidal Daze presents an extraordinary opportunity in one of Anna Maria Island's most coveted enclaves—moments from the beach, celebrated dining, boutique shopping, and all the magic of island life.

4 Beds ⋅ 4 Baths ⋅ West Wind Shores SubDv. ⋅ 34217 Zip Code

Welcome to Tidal Daze, a beautifully designed coastal sanctuary poised just a short stroll from the sugar-sand shores of Holmes Beach—where turquoise water, gentle Gulf breezes, and legendary sunsets become part of your everyday rhythm. A proven vacation rental with an established income history, this exceptional 4BD/3.5BA residence offers a rare balance of refined style, easy comfort, and lasting investment value. Sunlight pours through walls of windows and a central skylight, washing the open gathering spaces in a bright, airy glow that carries throughout the home. The graceful floor plan unfolds into both a welcoming family room and a separate living room—generous room to entertain, unwind, and settle in after a barefoot day by the water. The kitchen flows seamlessly into the main living areas, while an expansive wrap-around porch invites slow morning coffee, alfresco dining, and golden evening sunsets framed by lush tropical landscaping. Beyond the doors, a private backyard is composed for effortless island living: a sparkling pool, a covered entertaining area, and low-maintenance grounds that give you back your time for the Florida lifestyle. Ample driveway parking welcomes family and guests with ease, while a durable metal roof lends enduring value and coastal character. Best of all, the beach is close enough to leave the car behind—slip on your sandals, wander to the shoreline in minutes, and let sunrise walks and toes-in-the-sand afternoons unfold whenever the mood strikes. Whether you envision a primary residence, a serene second home, or a proven income-producing retreat, Tidal Daze presents an extraordinary opportunity in one of Anna Maria Island's most coveted enclaves—moments from the beach, celebrated dining, boutique shopping, and all the magic of island life.

203 72nd Street, Holmes Beach

$4,000,000

Welcome to one of Anna Maria Island's most extraordinary waterfront estates, where timeless coastal elegance meets world-class boating and resort-style living. Perfectly positioned on a nearly ¼-acre corner lot with breathtaking open water frontage, this custom-built residence offers an exceptional combination of privacy, luxury, and direct access to Tampa Bay. Designed for both full-time living and luxury vacation rental potential, the home features 4 spacious en suite bedrooms, each with its own private bath. Expansive open-concept living space feature soaring ceilings, designer finishes and walls of glass capturing panoramic water views. The open kitchen has a separate butler's pantry, Thermador Appliance package and seamlessly connects indoor and outdoor living areas. Step outside to your private tropical retreat featuring a heated saltwater pool and spa, covered outdoor living spaces, and a fully equipped outdoor kitchen designed for effortless entertaining. Lush landscaping creates a tranquil island setting, while the waterfront becomes the centerpiece of the property. For boating enthusiasts, the property offers a private dock with a 20,000-pound boat lift and direct boating access to Tampa Bay and the Gulf of Mexico with no fixed bridges, making it ideal for everything from offshore fishing to sunset cruises. Take your golf cart to the white sand beaches, dining and shopping. Have peace of mind with 4 newer HVACs. This exceptional residence offers the rare opportunity to own a premier waterfront property that serves equally well as an exclusive private retreat or a high-performing luxury vacation rental.

4 Beds ⋅ 5 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

Welcome to one of Anna Maria Island's most extraordinary waterfront estates, where timeless coastal elegance meets world-class boating and resort-style living. Perfectly positioned on a nearly ¼-acre corner lot with breathtaking open water frontage, this custom-built residence offers an exceptional combination of privacy, luxury, and direct access to Tampa Bay. Designed for both full-time living and luxury vacation rental potential, the home features 4 spacious en suite bedrooms, each with its own private bath. Expansive open-concept living space feature soaring ceilings, designer finishes and walls of glass capturing panoramic water views. The open kitchen has a separate butler's pantry, Thermador Appliance package and seamlessly connects indoor and outdoor living areas. Step outside to your private tropical retreat featuring a heated saltwater pool and spa, covered outdoor living spaces, and a fully equipped outdoor kitchen designed for effortless entertaining. Lush landscaping creates a tranquil island setting, while the waterfront becomes the centerpiece of the property. For boating enthusiasts, the property offers a private dock with a 20,000-pound boat lift and direct boating access to Tampa Bay and the Gulf of Mexico with no fixed bridges, making it ideal for everything from offshore fishing to sunset cruises. Take your golf cart to the white sand beaches, dining and shopping. Have peace of mind with 4 newer HVACs. This exceptional residence offers the rare opportunity to own a premier waterfront property that serves equally well as an exclusive private retreat or a high-performing luxury vacation rental.

220 N Harbor Drive, Holmes Beach

$699,000

No Storm damage or flooding from hurricanes! Beautifully updated and fully furnished, this second-floor waterfront condo in Westbay Point & Moorings is one of the few units in the community to include both a DEEDED BOAT SLIP and a PRIVATE CARPORT. Enjoy your morning coffee or evening sunsets from the west-facing enclosed lanai overlooking the canal and your boat slip. The spacious floor plan offers two large bedrooms, each with its own private bath, along with generous closet space throughout. A separate utility closet on the screened front lanai includes the stackable washer and dryer and provides extra storage. Whether you enjoy fishing from the dock, taking your golf cart around the island, or heading out by boat for a day on the Intracoastal Waterway and Tampa Bay, this condo makes it easy to enjoy the Florida lifestyle. The updated interior features granite countertops, wood-look ceramic tile flooring, modern appliances, and quality finishes throughout. Remote-controlled electric hurricane shutters on the rear lanai and accordion shutters on the front provide added protection and peace of mind. Westbay Point & Moorings is a well-maintained waterfront community with an on-site manager, low condo fees, and a quiet location in the heart of Holmes Beach. You're within walking distance of the beach, local parks, restaurants, and shopping. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this condo offers excellent flexibility. Rentals are permitted with a 30-day minimum, giving you the option to generate rental income when you're not enjoying it yourself!

2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code

No Storm damage or flooding from hurricanes! Beautifully updated and fully furnished, this second-floor waterfront condo in Westbay Point & Moorings is one of the few units in the community to include both a DEEDED BOAT SLIP and a PRIVATE CARPORT. Enjoy your morning coffee or evening sunsets from the west-facing enclosed lanai overlooking the canal and your boat slip. The spacious floor plan offers two large bedrooms, each with its own private bath, along with generous closet space throughout. A separate utility closet on the screened front lanai includes the stackable washer and dryer and provides extra storage. Whether you enjoy fishing from the dock, taking your golf cart around the island, or heading out by boat for a day on the Intracoastal Waterway and Tampa Bay, this condo makes it easy to enjoy the Florida lifestyle. The updated interior features granite countertops, wood-look ceramic tile flooring, modern appliances, and quality finishes throughout. Remote-controlled electric hurricane shutters on the rear lanai and accordion shutters on the front provide added protection and peace of mind. Westbay Point & Moorings is a well-maintained waterfront community with an on-site manager, low condo fees, and a quiet location in the heart of Holmes Beach. You're within walking distance of the beach, local parks, restaurants, and shopping. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this condo offers excellent flexibility. Rentals are permitted with a 30-day minimum, giving you the option to generate rental income when you're not enjoying it yourself!

6500 Flotilla Drive Unit 235, Holmes Beach

$1,995,000

Welcome to paradise! This charming duplex features two private pools and two distinct revenue streams, elevating a turnkey coastal retreat to offer ultimate beachside living alongside immense investment potential. From the moment you arrive, everyone gets captivated by the property's exceptional curb appeal, highlighting lush tropical landscaping, a durable metal roof, and modern rooflines that create a striking architectural presence. Inside, every space was thoughtfully designed with stunning ocean-inspired décor underneath vaulted ceilings in the main living area, generating a bright, airy atmosphere which perfectly captures relaxed island lifestyles. Stylish furnishings, designer lighting, chic accents, and inviting common areas make this residence completely ready, allowing anyone to simply move in today. What truly sets this estate apart are those refreshing backyard oases, presenting ideal setups for entertaining, unwinding, or maximizing guest appeal. Ideally situated just minutes from the shore, also enjoy convenient access to local dining, boutique shopping, and every attraction making this a sought-after property with a large amount return guests. Adding even more value, the structure is sold fully furnished with beautifully coordinated pieces, plus rental bookings already secured to provide immediate income from day one. Whether searching for a profitable vacation home, a secondary home, or your own peaceful oasis, this magnificent opportunity delivers the perfect combination of style, location, and financial reward. Do not miss a chance to own an incredible package where contemporary architecture, luxury amenities, and proven profitability come together.

4 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Welcome to paradise! This charming duplex features two private pools and two distinct revenue streams, elevating a turnkey coastal retreat to offer ultimate beachside living alongside immense investment potential. From the moment you arrive, everyone gets captivated by the property's exceptional curb appeal, highlighting lush tropical landscaping, a durable metal roof, and modern rooflines that create a striking architectural presence. Inside, every space was thoughtfully designed with stunning ocean-inspired décor underneath vaulted ceilings in the main living area, generating a bright, airy atmosphere which perfectly captures relaxed island lifestyles. Stylish furnishings, designer lighting, chic accents, and inviting common areas make this residence completely ready, allowing anyone to simply move in today. What truly sets this estate apart are those refreshing backyard oases, presenting ideal setups for entertaining, unwinding, or maximizing guest appeal. Ideally situated just minutes from the shore, also enjoy convenient access to local dining, boutique shopping, and every attraction making this a sought-after property with a large amount return guests. Adding even more value, the structure is sold fully furnished with beautifully coordinated pieces, plus rental bookings already secured to provide immediate income from day one. Whether searching for a profitable vacation home, a secondary home, or your own peaceful oasis, this magnificent opportunity delivers the perfect combination of style, location, and financial reward. Do not miss a chance to own an incredible package where contemporary architecture, luxury amenities, and proven profitability come together.

6203 Holmes Boulevard, Holmes Beach

$2,200,000

Hidden gem on North Point Drive in one of the most exclusive communities on Anna Maria Island. This beautifully remodeled 3 Bed, 3.5 Bath two story home is nestled on a quiet cul-de-sac, offering privacy and tranquility just steps away from the stunning waterfront. The bright and airy layout features vaulted ceiling in the living room and loft area, creating an inviting atmosphere for relaxation and entertainment. The gourmet kitchen, the heart of the home, boasts custom tile and solid wood cabinetry, marble backsplash, a six-burner gas range and an expansive island, perfect for culinary enthusiasts. Each bedroom is an ensuite with walk-in closets, offering privacy and comfort. The primary suite, located on the main level, features a luxurious walk-in shower, built -in medicine cabinets, laundry bin cabinetry, and a double sink vanity. There is a dedicated A/C system for each floor. Step outside to enjoy a large patio that leads to your private dock with a new 12,000 pound boat lift, making it easy to access the beautiful waters of Tampa Bay. Additional outdoor amenities include a kayak lift, fish cleaning station, outdoor shower and kayak storage rack. The property is surrounded by lush, tropical landscaping, enhancing its curb appeal and creating a serene environment. Additionally, a secure gated area for your pets ensures a safe space to play. Community amenities include access to a pool and tennis/racquetball courts, perfect for an active lifestyle. With an elevation of more than 8 feet above base flood elevation, your home is safe and secure, potentially qualifying for favorable flood insurance rates. There is room for a pool see pool plan in attachments Don't miss this rare opportunity to own a piece of paradise on Anna Maria Island! Schedule your private showing today.

3 Beds ⋅ 4 Baths ⋅ North Point Harbour SubDv. ⋅ 34217 Zip Code

Hidden gem on North Point Drive in one of the most exclusive communities on Anna Maria Island. This beautifully remodeled 3 Bed, 3.5 Bath two story home is nestled on a quiet cul-de-sac, offering privacy and tranquility just steps away from the stunning waterfront. The bright and airy layout features vaulted ceiling in the living room and loft area, creating an inviting atmosphere for relaxation and entertainment. The gourmet kitchen, the heart of the home, boasts custom tile and solid wood cabinetry, marble backsplash, a six-burner gas range and an expansive island, perfect for culinary enthusiasts. Each bedroom is an ensuite with walk-in closets, offering privacy and comfort. The primary suite, located on the main level, features a luxurious walk-in shower, built -in medicine cabinets, laundry bin cabinetry, and a double sink vanity. There is a dedicated A/C system for each floor. Step outside to enjoy a large patio that leads to your private dock with a new 12,000 pound boat lift, making it easy to access the beautiful waters of Tampa Bay. Additional outdoor amenities include a kayak lift, fish cleaning station, outdoor shower and kayak storage rack. The property is surrounded by lush, tropical landscaping, enhancing its curb appeal and creating a serene environment. Additionally, a secure gated area for your pets ensures a safe space to play. Community amenities include access to a pool and tennis/racquetball courts, perfect for an active lifestyle. With an elevation of more than 8 feet above base flood elevation, your home is safe and secure, potentially qualifying for favorable flood insurance rates. There is room for a pool see pool plan in attachments Don't miss this rare opportunity to own a piece of paradise on Anna Maria Island! Schedule your private showing today.

620 North Point Drive, Holmes Beach

$775,000

Investor Alert! Prime Anna Maria Island Opportunity in a Weekly Rental Zone! Welcome to 202 Peacock Lane, Unit. A beautifully updated elevated 3-bedroom, 2-bath coastal retreat offering the flexibility to enjoy as a private vacation home, seasonal residence, or income-producing investment. Recent improvements include a newer roof, newer A/C, newer water heater, select hurricane-impact windows, and beautiful bamboo flooring, Updated kitchen and baths creating a move-in-ready property with modern coastal appeal. The home can be purchased furnished or unfurnished, allowing buyers to move right in or begin generating rental income immediately. The spacious, open floor plan is designed for relaxed island living and entertaining. As an elevated home, it offers additional storage and parking underneath while providing peace of mind for coastal living. The backyard also offers room for a future pool (buyers to verify), providing the opportunity to create an even more desirable vacation property and increase rental appeal. Situated in a highly desirable weekly rental zone, this property is an outstanding opportunity for investors seeking strong short-term rental potential or buyers looking for their own private island getaway. Best of all, you're just a short walk to the sugar-sand beaches of Anna Maria Island, along with popular restaurants, boutique shopping, parks, the marina, and many of the area's favorite attractions. Leave the car behind and enjoy the convenience of walking or biking to everything island living has to offer. Whether you're searching for a high-performing vacation rental, seasonal residence, second home, or full-time beach retreat, 202 Peacock Lane, Unit A offers the perfect combination of location, lifestyle, and investment potential in one of Anna Maria Island's most sought-after beach communities. Bonus Opportunity: Looking for additional flexibility or a larger investment? The adjoining property, 202 Peacock Lane, Unit B, is also available for purchase (MLS #A4696880). Purchase one or both to create an outstanding investment portfolio, accommodate extended family, or maximize your vacation rental income potential on beautiful Anna Maria Island. This addition is very appealing to investors because it highlights the rare opportunity to purchase both sides of the duplex while also attracting buyers looking for a family compound or expanded rental income.

3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Investor Alert! Prime Anna Maria Island Opportunity in a Weekly Rental Zone! Welcome to 202 Peacock Lane, Unit. A beautifully updated elevated 3-bedroom, 2-bath coastal retreat offering the flexibility to enjoy as a private vacation home, seasonal residence, or income-producing investment. Recent improvements include a newer roof, newer A/C, newer water heater, select hurricane-impact windows, and beautiful bamboo flooring, Updated kitchen and baths creating a move-in-ready property with modern coastal appeal. The home can be purchased furnished or unfurnished, allowing buyers to move right in or begin generating rental income immediately. The spacious, open floor plan is designed for relaxed island living and entertaining. As an elevated home, it offers additional storage and parking underneath while providing peace of mind for coastal living. The backyard also offers room for a future pool (buyers to verify), providing the opportunity to create an even more desirable vacation property and increase rental appeal. Situated in a highly desirable weekly rental zone, this property is an outstanding opportunity for investors seeking strong short-term rental potential or buyers looking for their own private island getaway. Best of all, you're just a short walk to the sugar-sand beaches of Anna Maria Island, along with popular restaurants, boutique shopping, parks, the marina, and many of the area's favorite attractions. Leave the car behind and enjoy the convenience of walking or biking to everything island living has to offer. Whether you're searching for a high-performing vacation rental, seasonal residence, second home, or full-time beach retreat, 202 Peacock Lane, Unit A offers the perfect combination of location, lifestyle, and investment potential in one of Anna Maria Island's most sought-after beach communities. Bonus Opportunity: Looking for additional flexibility or a larger investment? The adjoining property, 202 Peacock Lane, Unit B, is also available for purchase (MLS #A4696880). Purchase one or both to create an outstanding investment portfolio, accommodate extended family, or maximize your vacation rental income potential on beautiful Anna Maria Island. This addition is very appealing to investors because it highlights the rare opportunity to purchase both sides of the duplex while also attracting buyers looking for a family compound or expanded rental income.

202 Peacock Lane Unit A, Holmes Beach

$389,000

*Vintage income producing elevated corner unit on Anna Maria Island. Vacation rentals approved* Discover the perfect blend of beach lifestyle and investment potential ideally located just a short stroll from the sugar-sand beaches of Anna Maria Island. Whether you're searching for a personal island escape, an income-producing vacation rental, or the flexibility to enjoy both, this property checks all the boxes with 7-day minimum rentals permitted. One of the standout features is the rare private covered garage, offering plenty of space for your vehicles, golf carts, bikes, beach gear, and additional storage, an amenity that's increasingly hard to find on the island. The association fee includes water, sewer, trash, exterior insurance, exterior maintenance, and reserves, making ownership simple and predictable with electricity as the only separate utility. Leave the car behind and enjoy one of the Island's most walkable locations, with the beach, restaurants, shopping, grocery store, and local bars just moments away. Clean, well maintained, and ready to enjoy from day one, this is an outstanding opportunity to own a piece of Anna Maria Island at an attractive price point with the income flexibility today's buyers are looking for.

1 Beds ⋅ 1 Baths ⋅ Palms Condominium The SubDv. ⋅ 34217 Zip Code

*Vintage income producing elevated corner unit on Anna Maria Island. Vacation rentals approved* Discover the perfect blend of beach lifestyle and investment potential ideally located just a short stroll from the sugar-sand beaches of Anna Maria Island. Whether you're searching for a personal island escape, an income-producing vacation rental, or the flexibility to enjoy both, this property checks all the boxes with 7-day minimum rentals permitted. One of the standout features is the rare private covered garage, offering plenty of space for your vehicles, golf carts, bikes, beach gear, and additional storage, an amenity that's increasingly hard to find on the island. The association fee includes water, sewer, trash, exterior insurance, exterior maintenance, and reserves, making ownership simple and predictable with electricity as the only separate utility. Leave the car behind and enjoy one of the Island's most walkable locations, with the beach, restaurants, shopping, grocery store, and local bars just moments away. Clean, well maintained, and ready to enjoy from day one, this is an outstanding opportunity to own a piece of Anna Maria Island at an attractive price point with the income flexibility today's buyers are looking for.

315 58th Street Unit D, Holmes Beach

$2,750,000

Welcome to 514 Key Royale Drive, where luxury waterfront living meets the relaxed island lifestyle. Nestled in the exclusive and highly sought-after Key Royale community, this beautifully appointed 3-bedroom, 3-bathroom home sits on a generous .24-acre waterfront lot and offers 100 feet of deep-water canal frontage, featuring a private boat dock and lift, with direct boating access to Tampa Bay and the Gulf of Mexico. Step outside to enjoy the heated pool and spa overlooking the water, creating the perfect setting for relaxing or entertaining. Recent updates include two new air conditioning systems, a new electric pool heater, and a new water heater, all installed in 2024 and 2025. The bright, open floor plan is enhanced by soaring vaulted ceilings and recessed lighting throughout the main living area, creating an inviting space filled with natural light. Designed with both comfort and style in mind, the beautifully updated gourmet kitchen features new stainless steel appliances, rich granite countertops, abundant cabinetry, and generous workspace—perfect for preparing meals or gathering with family and friends. The spacious primary suite is a private retreat with two walk-in closets and a luxurious en-suite bath. One of the guest bedrooms also features its own en-suite bathroom, providing exceptional comfort and privacy for family or visitors. Just a few blocks away, the Key Royale Club offers optional golf or social memberships, allowing you to enjoy its private par-32 nine-hole golf course, clubhouse, dining, and year-round social events. Whether you're an avid golfer or simply looking to embrace the island lifestyle, this amenity adds to the appeal of this exceptional location. Key Royale allows one-month minimum rentals, making this home an outstanding opportunity as a full-time residence, seasonal getaway, or income-producing investment.

3 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

Welcome to 514 Key Royale Drive, where luxury waterfront living meets the relaxed island lifestyle. Nestled in the exclusive and highly sought-after Key Royale community, this beautifully appointed 3-bedroom, 3-bathroom home sits on a generous .24-acre waterfront lot and offers 100 feet of deep-water canal frontage, featuring a private boat dock and lift, with direct boating access to Tampa Bay and the Gulf of Mexico. Step outside to enjoy the heated pool and spa overlooking the water, creating the perfect setting for relaxing or entertaining. Recent updates include two new air conditioning systems, a new electric pool heater, and a new water heater, all installed in 2024 and 2025. The bright, open floor plan is enhanced by soaring vaulted ceilings and recessed lighting throughout the main living area, creating an inviting space filled with natural light. Designed with both comfort and style in mind, the beautifully updated gourmet kitchen features new stainless steel appliances, rich granite countertops, abundant cabinetry, and generous workspace—perfect for preparing meals or gathering with family and friends. The spacious primary suite is a private retreat with two walk-in closets and a luxurious en-suite bath. One of the guest bedrooms also features its own en-suite bathroom, providing exceptional comfort and privacy for family or visitors. Just a few blocks away, the Key Royale Club offers optional golf or social memberships, allowing you to enjoy its private par-32 nine-hole golf course, clubhouse, dining, and year-round social events. Whether you're an avid golfer or simply looking to embrace the island lifestyle, this amenity adds to the appeal of this exceptional location. Key Royale allows one-month minimum rentals, making this home an outstanding opportunity as a full-time residence, seasonal getaway, or income-producing investment.

514 Key Royale Drive, Holmes Beach

$1,199,000

Wake up to Gulf breezes, stroll across the street to the sugar-white sands and turquoise waters of Anna Maria Island, and end each day watching spectacular sunsets from your private wraparound deck with partial Gulf views. This beautifully updated and fully furnished three-bedroom, two-bath home with two car garage offers the ultimate island lifestyle while allowing weekly rentals, creating an exceptional opportunity for both personal enjoyment and investment income. With an elevated home and hurricane windows and sliding glass doors, you'll feel relaxed and worry-free. One of the community's most desirable residences, this property features the largest lot in the neighborhood, offering nearly twice the yard space of neighboring units along with an expansive outdoor living area, covered patio, garage, laundry, and abundant storage. Inside, the light-filled open floor plan is designed for effortless coastal living, featuring a beautifully updated kitchen that flows seamlessly into the living and dining areas, while the spacious primary suite offers a stunning renovated walk-in shower. Upstairs, a charming loft connects two guest bedrooms and a full bath, providing comfortable accommodations for family and guests. Recent improvements include a new roof, fresh exterior paint, updated wraparound deck, new washer and dryer, new lighting fixtures, and stylish new furnishings, allowing the next owner to begin enjoying or renting the property immediately. Just steps from the heated community pool, beach access, restaurants, shopping, and everything Holmes Beach and Anna Maria Island have to offer, this turnkey residence presents a rare opportunity to own one of the community's premier properties. With weekly rentals permitted and excellent income potential, this is Florida beach living at its finest.

3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Wake up to Gulf breezes, stroll across the street to the sugar-white sands and turquoise waters of Anna Maria Island, and end each day watching spectacular sunsets from your private wraparound deck with partial Gulf views. This beautifully updated and fully furnished three-bedroom, two-bath home with two car garage offers the ultimate island lifestyle while allowing weekly rentals, creating an exceptional opportunity for both personal enjoyment and investment income. With an elevated home and hurricane windows and sliding glass doors, you'll feel relaxed and worry-free. One of the community's most desirable residences, this property features the largest lot in the neighborhood, offering nearly twice the yard space of neighboring units along with an expansive outdoor living area, covered patio, garage, laundry, and abundant storage. Inside, the light-filled open floor plan is designed for effortless coastal living, featuring a beautifully updated kitchen that flows seamlessly into the living and dining areas, while the spacious primary suite offers a stunning renovated walk-in shower. Upstairs, a charming loft connects two guest bedrooms and a full bath, providing comfortable accommodations for family and guests. Recent improvements include a new roof, fresh exterior paint, updated wraparound deck, new washer and dryer, new lighting fixtures, and stylish new furnishings, allowing the next owner to begin enjoying or renting the property immediately. Just steps from the heated community pool, beach access, restaurants, shopping, and everything Holmes Beach and Anna Maria Island have to offer, this turnkey residence presents a rare opportunity to own one of the community's premier properties. With weekly rentals permitted and excellent income potential, this is Florida beach living at its finest.

6327 Gulf Drive, Holmes Beach

$5,995,000

Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills the very essence of island living—breathtaking water views, exceptional privacy, and thoughtfully designed spaces that move effortlessly between serene relaxation and spirited entertaining. A palm-lined driveway sets the tone, where timeless architecture and lush tropical landscaping leave an unforgettable first impression. This residence carries rare local significance as the very first custom home built by Ross Built Construction, masterfully designed by renowned architect Gene Aubry. It stands as a lasting testament to their craftsmanship and creativity—and their contribution to luxury coastal living on Anna Maria Island. Their influence resonates throughout: a thoughtful floor plan, an exceptional command of natural light, and a seamless connection between indoor and outdoor living. Inside, travertine tile and hand-scraped maple flooring flow through a light-filled interior crowned by soaring vaulted ceilings in the living and kitchen areas. The chef's kitchen is as functional as it is beautiful, appointed with stone countertops, copper sinks, a gas range with pot filler, premium appliances, and a generous center island that anchors the home's main gathering spaces. Five spacious ensuite bedrooms, a dedicated den/office, and an upstairs bonus room offer effortless flexibility for family and guests. The primary suite is a private sanctuary unto itself, featuring a remodeled spa-inspired bath with custom built-in shelving and elegant finishes throughout. Designed to embrace the waterfront lifestyle, expansive glass doors open to an impressive 1,400-square-foot veranda overlooking the sparkling saltwater pool and tranquil waterways beyond. Boaters will appreciate the private dock and 10,000-lb boat lift for effortless access to open water, while an oversized three-car garage, elevator, impact-rated windows and doors, Sonos sound system, mosquito misting system, rainwater cistern, and exterior irrigation system deliver convenience and lasting peace of mind. Perfectly positioned in the heart of Holmes Beach, the property is just moments from the sugar-sand beaches of the Gulf, beloved local restaurants, boutiques, and island shops—a rare pairing of private waterfront sanctuary and walkable island convenience. Whether savoring spectacular sunsets from the veranda, entertaining poolside, strolling to nearby dining, or setting out for a day on the water, this remarkable residence offers something exceedingly rare: not only an extraordinary waterfront home, but a meaningful piece of island history, where inspired architecture, enduring craftsmanship, and an unrivaled setting come together in perfect harmony.

5 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills the very essence of island living—breathtaking water views, exceptional privacy, and thoughtfully designed spaces that move effortlessly between serene relaxation and spirited entertaining. A palm-lined driveway sets the tone, where timeless architecture and lush tropical landscaping leave an unforgettable first impression. This residence carries rare local significance as the very first custom home built by Ross Built Construction, masterfully designed by renowned architect Gene Aubry. It stands as a lasting testament to their craftsmanship and creativity—and their contribution to luxury coastal living on Anna Maria Island. Their influence resonates throughout: a thoughtful floor plan, an exceptional command of natural light, and a seamless connection between indoor and outdoor living. Inside, travertine tile and hand-scraped maple flooring flow through a light-filled interior crowned by soaring vaulted ceilings in the living and kitchen areas. The chef's kitchen is as functional as it is beautiful, appointed with stone countertops, copper sinks, a gas range with pot filler, premium appliances, and a generous center island that anchors the home's main gathering spaces. Five spacious ensuite bedrooms, a dedicated den/office, and an upstairs bonus room offer effortless flexibility for family and guests. The primary suite is a private sanctuary unto itself, featuring a remodeled spa-inspired bath with custom built-in shelving and elegant finishes throughout. Designed to embrace the waterfront lifestyle, expansive glass doors open to an impressive 1,400-square-foot veranda overlooking the sparkling saltwater pool and tranquil waterways beyond. Boaters will appreciate the private dock and 10,000-lb boat lift for effortless access to open water, while an oversized three-car garage, elevator, impact-rated windows and doors, Sonos sound system, mosquito misting system, rainwater cistern, and exterior irrigation system deliver convenience and lasting peace of mind. Perfectly positioned in the heart of Holmes Beach, the property is just moments from the sugar-sand beaches of the Gulf, beloved local restaurants, boutiques, and island shops—a rare pairing of private waterfront sanctuary and walkable island convenience. Whether savoring spectacular sunsets from the veranda, entertaining poolside, strolling to nearby dining, or setting out for a day on the water, this remarkable residence offers something exceedingly rare: not only an extraordinary waterfront home, but a meaningful piece of island history, where inspired architecture, enduring craftsmanship, and an unrivaled setting come together in perfect harmony.

526 56th Street, Holmes Beach

$1,250,000

Interior photos coming soon! Location, location, location! Enjoy this elevated 2-bedroom 2 bath home located in central Holmes Beach on Anna Maria Island. You are three houses away from beach access and all of a 5 minute walk to watch sunsets and relax on the Gulf Beaches. This home has been renovated, and is turnkey furnished in a beachy décor to continue as a productive vacation rental or bring your things and move right in! The open floor plan includes a kitchen that opens to living room and dining area as well as the outside deck. The large 10x19 open front porch is perfect for entertaining with friends or family. The yard is low maintenance, and the back yard is completely fenced in with a brand-new heated swimming pool and turf. Downstairs is an open area that you can make into your own mancave or entertainment area. Ideas are unlimited. The location makes this home a perfect investment property.

2 Beds ⋅ 2 Baths ⋅ West Wind Shores SubDv. ⋅ 34217 Zip Code

Interior photos coming soon! Location, location, location! Enjoy this elevated 2-bedroom 2 bath home located in central Holmes Beach on Anna Maria Island. You are three houses away from beach access and all of a 5 minute walk to watch sunsets and relax on the Gulf Beaches. This home has been renovated, and is turnkey furnished in a beachy décor to continue as a productive vacation rental or bring your things and move right in! The open floor plan includes a kitchen that opens to living room and dining area as well as the outside deck. The large 10x19 open front porch is perfect for entertaining with friends or family. The yard is low maintenance, and the back yard is completely fenced in with a brand-new heated swimming pool and turf. Downstairs is an open area that you can make into your own mancave or entertainment area. Ideas are unlimited. The location makes this home a perfect investment property.

207 71st Street Unit E, Holmes Beach

$888,000

Exceptional Island Investment Opportunity Just One Block to the Beach! Welcome to 202 Peacock Lane, Unit A, a beautifully remodeled half-duplex perfectly positioned for vacation rental investors, second-home buyers, and those seeking the ultimate Anna Maria Island lifestyle. This spacious three-bedroom, two-bath residence with an impressive three-car garage configuration offers the ideal combination of prime island location, investment potential, and coastal living. Located just a few steps from the sugar-sand beaches of Anna Maria Island, this property is an outstanding opportunity for those seeking a vacation home, short-term rental investment, income-producing property, or full-time beach residence. Completely renovated from top to bottom, this turnkey property features a new roof, new HVAC system, new water heater, new flooring, new walls, and a stunning designer kitchen WITH DEKTON countertops (porcelain), showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. New patio, pavers and driveway, and sidewalk The home also boasts two beautifully updated bathrooms featuring custom vanities and stylish finishes. Nearly everything in this property is new or newer, offering peace of mind and low-maintenance ownership. The spacious layout comfortably accommodates families and groups, making it highly desirable as a high-demand vacation rental property. The expansive garage area includes a two-car tandem garage plus a separate 3 car ove sized garage, lockout garage, providing exceptional space for vehicles, golf carts, beach gear, bicycles, owner's storage, and more. Plus, driveway parking for possible 4 more cars. The versatile space beneath the home (2 car tandem garage space) offers endless possibilities, including a game room, entertainment area, additional living space, or covered parking. Outside, the private fenced backyard offers room to create your own tropical oasis with potential space for a pool (buyer to verify). Location is everything, and this property delivers! Leave the car and golf cart behind you're just steps away from world famous Gulf beaches, waterfront dining, boutique shopping, local attractions, and island entertainment. Everything needed for the perfect island vacation experience is within walking distance, making this property exceptionally attractive to both guests and owners. Sold furnished with a few exclusions. Rental or move in ready! Whether you're expanding your real estate portfolio, searching for a beach investment property, looking for a turnkey vacation rental, or dreaming of owning your own piece of paradise on Anna Maria Island, this exceptional property checks every box. Rarely do island properties this close to the beach offer extensive updates, exceptional walkability, flexible living space, and outstanding rental potential. See list of exclusions - Sold mostly furnished. Bonus Opportunity: Looking for additional flexibility or a larger investment? The adjoining property, 202 Peacock Lane, Unit B, is also available for purchase (MLS #A4696880). Purchase one or both to create an outstanding investment portfolio, accommodate extended family, or maximize your vacation rental income potential on beautiful Anna Maria Island.

3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Exceptional Island Investment Opportunity Just One Block to the Beach! Welcome to 202 Peacock Lane, Unit A, a beautifully remodeled half-duplex perfectly positioned for vacation rental investors, second-home buyers, and those seeking the ultimate Anna Maria Island lifestyle. This spacious three-bedroom, two-bath residence with an impressive three-car garage configuration offers the ideal combination of prime island location, investment potential, and coastal living. Located just a few steps from the sugar-sand beaches of Anna Maria Island, this property is an outstanding opportunity for those seeking a vacation home, short-term rental investment, income-producing property, or full-time beach residence. Completely renovated from top to bottom, this turnkey property features a new roof, new HVAC system, new water heater, new flooring, new walls, and a stunning designer kitchen WITH DEKTON countertops (porcelain), showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. New patio, pavers and driveway, and sidewalk The home also boasts two beautifully updated bathrooms featuring custom vanities and stylish finishes. Nearly everything in this property is new or newer, offering peace of mind and low-maintenance ownership. The spacious layout comfortably accommodates families and groups, making it highly desirable as a high-demand vacation rental property. The expansive garage area includes a two-car tandem garage plus a separate 3 car ove sized garage, lockout garage, providing exceptional space for vehicles, golf carts, beach gear, bicycles, owner's storage, and more. Plus, driveway parking for possible 4 more cars. The versatile space beneath the home (2 car tandem garage space) offers endless possibilities, including a game room, entertainment area, additional living space, or covered parking. Outside, the private fenced backyard offers room to create your own tropical oasis with potential space for a pool (buyer to verify). Location is everything, and this property delivers! Leave the car and golf cart behind you're just steps away from world famous Gulf beaches, waterfront dining, boutique shopping, local attractions, and island entertainment. Everything needed for the perfect island vacation experience is within walking distance, making this property exceptionally attractive to both guests and owners. Sold furnished with a few exclusions. Rental or move in ready! Whether you're expanding your real estate portfolio, searching for a beach investment property, looking for a turnkey vacation rental, or dreaming of owning your own piece of paradise on Anna Maria Island, this exceptional property checks every box. Rarely do island properties this close to the beach offer extensive updates, exceptional walkability, flexible living space, and outstanding rental potential. See list of exclusions - Sold mostly furnished. Bonus Opportunity: Looking for additional flexibility or a larger investment? The adjoining property, 202 Peacock Lane, Unit B, is also available for purchase (MLS #A4696880). Purchase one or both to create an outstanding investment portfolio, accommodate extended family, or maximize your vacation rental income potential on beautiful Anna Maria Island.

202 Peacock Lane Unit B, Holmes Beach

$695,000

Welcome to your dream coastal getaway! As captured in the stunning aerial view, this charming two-bedroom, two-bathroom half duplex boasts a prime location less than two blocks from the white sands of Anna Maria and local shops. The property is purposefully elevated for peace of mind, providing the added benefit of ample ground-level storage and covered parking underneath. Zoned for weekly rentals, this home offers incredible flexibility as a versatile island retreat or a highly desirable vacation destination. Inside, the bright and airy kitchen is beautifully appointed with crisp white cabinetry, gleaming countertops, a breakfast bar with vibrant seating, and modern stainless steel appliances, including a premium gas range for effortless cooking. The coastal aesthetic continues into the restful bedrooms, highlighting a spacious setup complete with low-maintenance tile flooring and large windows that invite plenty of natural light. Whether you are looking for a personal slice of paradise or a flexible property in an unbeatable location, this beachside gem is ready to welcome you home.

2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Welcome to your dream coastal getaway! As captured in the stunning aerial view, this charming two-bedroom, two-bathroom half duplex boasts a prime location less than two blocks from the white sands of Anna Maria and local shops. The property is purposefully elevated for peace of mind, providing the added benefit of ample ground-level storage and covered parking underneath. Zoned for weekly rentals, this home offers incredible flexibility as a versatile island retreat or a highly desirable vacation destination. Inside, the bright and airy kitchen is beautifully appointed with crisp white cabinetry, gleaming countertops, a breakfast bar with vibrant seating, and modern stainless steel appliances, including a premium gas range for effortless cooking. The coastal aesthetic continues into the restful bedrooms, highlighting a spacious setup complete with low-maintenance tile flooring and large windows that invite plenty of natural light. Whether you are looking for a personal slice of paradise or a flexible property in an unbeatable location, this beachside gem is ready to welcome you home.

3303 6th Avenue Unit B, Holmes Beach

$1,995,000

Exceptional Corner Lot — Steps to the Beach in Holmes Beach Rare opportunity to build your dream island retreat on this combined double lot, totaling approximately 10,000 sqft on a desirable corner parcel in the heart of Holmes Beach. Just steps from the sugar-white sands and sparkling Gulf waters — and zoned for weekly rentals — this property offers endless possibilities to create a custom coastal residence with ample room for a private pool, outdoor entertaining space, and lush tropical landscaping. Set in a central island location near local restaurants, boutique shopping, and island attractions, it blends the charm of relaxed beach living with outstanding investment potential. Whether envisioned as a luxury primary residence, a vacation getaway, or an income-producing rental, this is a unique chance to secure a spacious piece of paradise in one of Anna Maria Island's most coveted locations.

Holmes Beach SubDv. ⋅ 34217 Zip Code

Exceptional Corner Lot — Steps to the Beach in Holmes Beach Rare opportunity to build your dream island retreat on this combined double lot, totaling approximately 10,000 sqft on a desirable corner parcel in the heart of Holmes Beach. Just steps from the sugar-white sands and sparkling Gulf waters — and zoned for weekly rentals — this property offers endless possibilities to create a custom coastal residence with ample room for a private pool, outdoor entertaining space, and lush tropical landscaping. Set in a central island location near local restaurants, boutique shopping, and island attractions, it blends the charm of relaxed beach living with outstanding investment potential. Whether envisioned as a luxury primary residence, a vacation getaway, or an income-producing rental, this is a unique chance to secure a spacious piece of paradise in one of Anna Maria Island's most coveted locations.

121 48th Street, Holmes Beach

$675,000

1+ BEDROOM BEACHFRONT CONDO WITH NO FLOOD DAMAGE, offered fully furnished and move-in ready in one of Anna Maria Island's most welcoming communities. Rarely does an affordable beachfront opportunity like this become available. Enjoy the perfect blend of island comfort, convenience, and community, with condo fees covering nearly everything except electricity, making ownership simple and stress-free. Start your mornings with sunrise walks along the Gulf, spend afternoons poolside, and end your evenings watching spectacular sunsets from the beachfront community patio while visiting with neighbors and friends. Inside, you'll find a spacious living area with neutral coastal décor, creating a relaxed atmosphere for gathering with family and friends after a day at the beach. The versatile bonus room provides the flexibility to create an additional sleeping area, comfortably accommodating up to four adults. Enjoy peaceful courtyard views overlooking the lush tropical landscaping from your private patio, the perfect spot for morning coffee or evening relaxation. The kitchen features wood cabinetry and granite countertops, and the dining area includes an expandable table for entertaining guests. Ample storage is available with four interior closets plus a large exterior storage closet for all your beach gear. Additional features include 8-foot ceilings, in-unit laundry, covered parking, and guest parking. Here, the beach isn't just nearby—it's part of everyday life. Step outside and within moments your toes are in the sand. Spend your days enjoying two large heated community pools, beautifully maintained grounds, and tropical landscaping that creates a true resort-style setting. The community clubhouse hosts social gatherings and offers additional laundry facilities for owners. Properties in this highly sought-after beachfront community rarely become available. More than just a condo, this is an opportunity to embrace the relaxed island lifestyle and own a special piece of paradise that is becoming increasingly difficult to find. *Only Murphy bed photos are virtually staged showing the versatile use for the bonus room/sun room as a second sleeping area for guests.

1 Beds ⋅ 1 Baths ⋅ 5400 Condos SubDv. ⋅ 34217 Zip Code

1+ BEDROOM BEACHFRONT CONDO WITH NO FLOOD DAMAGE, offered fully furnished and move-in ready in one of Anna Maria Island's most welcoming communities. Rarely does an affordable beachfront opportunity like this become available. Enjoy the perfect blend of island comfort, convenience, and community, with condo fees covering nearly everything except electricity, making ownership simple and stress-free. Start your mornings with sunrise walks along the Gulf, spend afternoons poolside, and end your evenings watching spectacular sunsets from the beachfront community patio while visiting with neighbors and friends. Inside, you'll find a spacious living area with neutral coastal décor, creating a relaxed atmosphere for gathering with family and friends after a day at the beach. The versatile bonus room provides the flexibility to create an additional sleeping area, comfortably accommodating up to four adults. Enjoy peaceful courtyard views overlooking the lush tropical landscaping from your private patio, the perfect spot for morning coffee or evening relaxation. The kitchen features wood cabinetry and granite countertops, and the dining area includes an expandable table for entertaining guests. Ample storage is available with four interior closets plus a large exterior storage closet for all your beach gear. Additional features include 8-foot ceilings, in-unit laundry, covered parking, and guest parking. Here, the beach isn't just nearby—it's part of everyday life. Step outside and within moments your toes are in the sand. Spend your days enjoying two large heated community pools, beautifully maintained grounds, and tropical landscaping that creates a true resort-style setting. The community clubhouse hosts social gatherings and offers additional laundry facilities for owners. Properties in this highly sought-after beachfront community rarely become available. More than just a condo, this is an opportunity to embrace the relaxed island lifestyle and own a special piece of paradise that is becoming increasingly difficult to find. *Only Murphy bed photos are virtually staged showing the versatile use for the bonus room/sun room as a second sleeping area for guests.

5400 Gulf Drive Unit 18, Holmes Beach

$5,495,000

Imagine waking to the gentle lap of the Intracoastal Waterway just beyond your windows, where 240 feet of prime waterfront unfolds into sweeping panoramic vistas that stretch across the bay. This architecturally stunning custom residence has uncompromising attention to detail, commands one of Holmes Beach’s most coveted bayfront settings — a true waterfront sanctuary on Anna Maria Island’s serene shores. Spanning 4,007 square feet under air with 4 bedrooms and 4.5 bathrooms, this home is a masterclass in coastal luxury living. Sun-drenched interiors flow effortlessly to expansive outdoor realms, where a beach-entry pool beckons for effortless days of swimming and lounging beneath Florida’s endless blue skies. Two private docks and two boat lifts put you seconds from open water — perfect for spontaneous sunset cruises, fishing excursions, or simply watching dolphins play against the horizon. Step inside and discover thoughtfully designed living spaces that embrace the views from nearly every room. A dedicated mother-in-law suite offers privacy and comfort for extended family or guests, while the generous 3-car garage ensures ample room for vehicles, toys, and beach gear. Just a short, leisurely walk to the Gulf of Mexico’s sugar-sand beaches, this location delivers the ultimate island lifestyle: effortless access to world-class shelling, dining, and the laid-back charm that defines Anna Maria Island. Whether entertaining on the waterfront terraces, retreating to the poolside oasis, or simply savoring quiet mornings with coffee overlooking the water, this home captures the essence of elevated coastal living. Rare, refined, and ready for its next chapter — this is island living at its absolute finest.

4 Beds ⋅ 5 Baths ⋅ Sunrise Park SubDv. ⋅ 34217 Zip Code

Imagine waking to the gentle lap of the Intracoastal Waterway just beyond your windows, where 240 feet of prime waterfront unfolds into sweeping panoramic vistas that stretch across the bay. This architecturally stunning custom residence has uncompromising attention to detail, commands one of Holmes Beach’s most coveted bayfront settings — a true waterfront sanctuary on Anna Maria Island’s serene shores. Spanning 4,007 square feet under air with 4 bedrooms and 4.5 bathrooms, this home is a masterclass in coastal luxury living. Sun-drenched interiors flow effortlessly to expansive outdoor realms, where a beach-entry pool beckons for effortless days of swimming and lounging beneath Florida’s endless blue skies. Two private docks and two boat lifts put you seconds from open water — perfect for spontaneous sunset cruises, fishing excursions, or simply watching dolphins play against the horizon. Step inside and discover thoughtfully designed living spaces that embrace the views from nearly every room. A dedicated mother-in-law suite offers privacy and comfort for extended family or guests, while the generous 3-car garage ensures ample room for vehicles, toys, and beach gear. Just a short, leisurely walk to the Gulf of Mexico’s sugar-sand beaches, this location delivers the ultimate island lifestyle: effortless access to world-class shelling, dining, and the laid-back charm that defines Anna Maria Island. Whether entertaining on the waterfront terraces, retreating to the poolside oasis, or simply savoring quiet mornings with coffee overlooking the water, this home captures the essence of elevated coastal living. Rare, refined, and ready for its next chapter — this is island living at its absolute finest.

522 Bayview Drive, Holmes Beach

$3,800,000

Introducing one of Anna Maria Island’s most captivating bayfront residences, perfectly positioned along the pristine waters of Bimini Bay with sweeping panoramic views stretching across the open water and beyond. Encompassing more than 4,300 square feet of beautifully designed living space, this stunning estate embodies the essence of luxury island living. From the moment you arrive, the home’s elevated coastal architecture, lush tropical landscaping, and commanding presence create an unforgettable first impression. At the heart of the residence, a recent renovation transformed the main living areas into a sophisticated gathering space designed for relaxed family living and effortless entertaining. The chef’s kitchen serves as the centerpiece of the home, showcasing custom cabinetry, premium appliances, designer finishes, an eye-catching backsplash, and an oversized island where family and friends naturally gather. Thoughtfully designed for both beauty and functionality, the kitchen flows seamlessly into expansive living and dining spaces where walls of glass frame breathtaking bay views and fill the home with natural light. The open-concept design creates a seamless connection between indoor and outdoor living, allowing the beauty of the bay to become part of everyday life. Every space was designed to embrace the home’s spectacular setting. Five spacious bedrooms and five beautifully appointed bathrooms provide luxurious accommodations for family and guests. The waterfront primary suite features a private balcony and breathtaking sunrise views across the bay. Additional guest suites and custom bunk accommodations offer comfort, privacy, and refined coastal style throughout. Step outside and discover a private bayfront retreat unlike anything else on the island. The resort-style pool and spa overlook sparkling open water, creating a dramatic backdrop for relaxation and entertaining. Multiple terraces and balconies provide front-row seats to sunrises, passing boats, and the ever-changing colors of the bay. A private putting green adds another layer of enjoyment, while mature tropical landscaping enhances privacy throughout. For boating enthusiasts, the location is simply unrivaled. With no bridges and direct access to Tampa Bay and the Gulf of Mexico, the property offers effortless navigation for everything from offshore fishing adventures to sunset cruises and days exploring nearby sandbars and waterfront destinations. The private dock and 16,000-pound lift place endless adventures just steps from your back door. Yet perhaps the home’s greatest luxury is its setting. Positioned on one of Anna Maria Island’s most coveted stretches of shoreline, this residence offers the rare combination of expansive open-water vistas, direct boating access, modern coastal elegance, and the relaxed sophistication that defines island life. Beyond the property itself lies the timeless charm of Anna Maria Island. Leave the car behind and embrace a lifestyle where bicycles, golf carts, and sunset strolls are part of daily life. Explore sugar-sand beaches, browse the boutiques and galleries of Pine Avenue, and enjoy waterfront dining moments from home. Blending Old Florida charm with coastal sophistication, Anna Maria remains one of Florida’s most sought-after island destinations. This is more than a home. It is a private waterfront resort, an entertainer’s dream, and a rare opportunity to experience the very best of Anna Maria Island living.

5 Beds ⋅ 5 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Introducing one of Anna Maria Island’s most captivating bayfront residences, perfectly positioned along the pristine waters of Bimini Bay with sweeping panoramic views stretching across the open water and beyond. Encompassing more than 4,300 square feet of beautifully designed living space, this stunning estate embodies the essence of luxury island living. From the moment you arrive, the home’s elevated coastal architecture, lush tropical landscaping, and commanding presence create an unforgettable first impression. At the heart of the residence, a recent renovation transformed the main living areas into a sophisticated gathering space designed for relaxed family living and effortless entertaining. The chef’s kitchen serves as the centerpiece of the home, showcasing custom cabinetry, premium appliances, designer finishes, an eye-catching backsplash, and an oversized island where family and friends naturally gather. Thoughtfully designed for both beauty and functionality, the kitchen flows seamlessly into expansive living and dining spaces where walls of glass frame breathtaking bay views and fill the home with natural light. The open-concept design creates a seamless connection between indoor and outdoor living, allowing the beauty of the bay to become part of everyday life. Every space was designed to embrace the home’s spectacular setting. Five spacious bedrooms and five beautifully appointed bathrooms provide luxurious accommodations for family and guests. The waterfront primary suite features a private balcony and breathtaking sunrise views across the bay. Additional guest suites and custom bunk accommodations offer comfort, privacy, and refined coastal style throughout. Step outside and discover a private bayfront retreat unlike anything else on the island. The resort-style pool and spa overlook sparkling open water, creating a dramatic backdrop for relaxation and entertaining. Multiple terraces and balconies provide front-row seats to sunrises, passing boats, and the ever-changing colors of the bay. A private putting green adds another layer of enjoyment, while mature tropical landscaping enhances privacy throughout. For boating enthusiasts, the location is simply unrivaled. With no bridges and direct access to Tampa Bay and the Gulf of Mexico, the property offers effortless navigation for everything from offshore fishing adventures to sunset cruises and days exploring nearby sandbars and waterfront destinations. The private dock and 16,000-pound lift place endless adventures just steps from your back door. Yet perhaps the home’s greatest luxury is its setting. Positioned on one of Anna Maria Island’s most coveted stretches of shoreline, this residence offers the rare combination of expansive open-water vistas, direct boating access, modern coastal elegance, and the relaxed sophistication that defines island life. Beyond the property itself lies the timeless charm of Anna Maria Island. Leave the car behind and embrace a lifestyle where bicycles, golf carts, and sunset strolls are part of daily life. Explore sugar-sand beaches, browse the boutiques and galleries of Pine Avenue, and enjoy waterfront dining moments from home. Blending Old Florida charm with coastal sophistication, Anna Maria remains one of Florida’s most sought-after island destinations. This is more than a home. It is a private waterfront resort, an entertainer’s dream, and a rare opportunity to experience the very best of Anna Maria Island living.

532 70th Street, Holmes Beach

$699,000

Short Sale. Live a life you don't need a vacation from in this beautifully updated, turnkey-furnished beach villa just STEPS from the sugar-sand beaches of the Gulf. Located on the desirable west side of Holmes Beach, this charming 2-bedroom, 1.5-bath townhouse offers approximately 1,050 sq ft of coastal living with no major roads to cross on your way to the beach. Recently renovated, this home features a stunning new kitchen completed in 2025 with custom cabinetry, granite countertops, and state-of-the-art stainless-steel appliances. Fresh interior paint, new tile flooring throughout, and hardwood stairs create a clean, modern feel with no carpeting to maintain. Additional updates include a NEW ROOF IN 2024 & an A/C SYSTEM INSTALLED IN 2020. Enjoy your morning coffee in the inviting front seating area or unwind in the private fenced courtyard, perfect for grilling, entertaining, or relaxing after a day at the beach. With no condo fees, excellent rental potential, and a prime location just moments from shopping, dining, and everything that makes Holmes Beach exceptional, this property presents an exceptional opportunity as a vacation getaway, investment property, or year-round residence. *** SELLER offering $10,000 credit towards closing costs on an agreed upon contract.

2 Beds ⋅ 2 Baths ⋅ 34217 Zip Code

Short Sale. Live a life you don't need a vacation from in this beautifully updated, turnkey-furnished beach villa just STEPS from the sugar-sand beaches of the Gulf. Located on the desirable west side of Holmes Beach, this charming 2-bedroom, 1.5-bath townhouse offers approximately 1,050 sq ft of coastal living with no major roads to cross on your way to the beach. Recently renovated, this home features a stunning new kitchen completed in 2025 with custom cabinetry, granite countertops, and state-of-the-art stainless-steel appliances. Fresh interior paint, new tile flooring throughout, and hardwood stairs create a clean, modern feel with no carpeting to maintain. Additional updates include a NEW ROOF IN 2024 & an A/C SYSTEM INSTALLED IN 2020. Enjoy your morning coffee in the inviting front seating area or unwind in the private fenced courtyard, perfect for grilling, entertaining, or relaxing after a day at the beach. With no condo fees, excellent rental potential, and a prime location just moments from shopping, dining, and everything that makes Holmes Beach exceptional, this property presents an exceptional opportunity as a vacation getaway, investment property, or year-round residence. *** SELLER offering $10,000 credit towards closing costs on an agreed upon contract.

120 52nd Street, Holmes Beach

$4,250,000

Located in the heart of Holmes Beach on Anna Maria Island, this reimagined waterfront home offers deep-water boating access, direct Gulf views, elevator access, and a beach location that is hard to beat, just steps from the front door to the sand. Set on one of the closest canal-front streets to the beach, the property provides protected dockage, quick access to Tampa Bay, downtown St. Petersburg, and the Gulf of Mexico, along with the everyday ease of true island living. Originally rebuilt from the block in 2022 in collaboration with Richard Haas, the home was thoughtfully redesigned with clean architectural lines, quality coastal construction, and low-maintenance ownership in mind. The result is a modern Anna Maria Island waterfront residence built for comfort, efficiency, and long-term durability without sacrificing style, function, or quality. Inside, the living spaces were designed to maximize natural light and keep water views connected to daily life. The main living area, kitchen, and secondary primary suite all capture direct Gulf views, while large glass openings connect the interior spaces to the outdoor terraces. A custom floating red oak staircase serves as a striking architectural focal point and adds warmth to the clean modern design. The kitchen was designed for both entertaining and everyday use, featuring Cosentino Quartz counters, custom full-height cabinetry, JennAir Professional appliances, and a walk-in pantry. More than fifteen slabs of quartz were incorporated throughout the kitchen and bedroom suites, creating a consistent level of finish throughout the home. Smart-home features, remote-controlled shades, custom lighting, elevator access, and thoughtfully curated finishes contribute to a comfortable and efficient living environment. The primary suite offers a private retreat with a custom-built walk-in closet and a spa-inspired bath featuring Toto fixtures, dual vanities, and multi-function shower features. Additional upgrades include dual high-efficiency HVAC systems, buried gas storage, generator readiness, tankless water heaters, and water-softening systems. A newly installed dock and Golden boat lift accommodate larger vessels, while recent dredging improves canal access for serious boaters. A pool has been permitted, allowing the next owner to create a custom outdoor living space without navigating the island's permitting process from the beginning. Combining modern coastal architecture, deep-water boating access, Gulf views, updated construction, and one of the most walkable beach locations on Anna Maria Island, this Holmes Beach waterfront residence represents a rare opportunity within Florida's luxury coastal market. Easy access to North bridge/Manatee Ave via two different routes. Note: Pool is AI generated and is not present on the property, however permit is approved and pool is included in the price.

5 Beds ⋅ 4 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

Located in the heart of Holmes Beach on Anna Maria Island, this reimagined waterfront home offers deep-water boating access, direct Gulf views, elevator access, and a beach location that is hard to beat, just steps from the front door to the sand. Set on one of the closest canal-front streets to the beach, the property provides protected dockage, quick access to Tampa Bay, downtown St. Petersburg, and the Gulf of Mexico, along with the everyday ease of true island living. Originally rebuilt from the block in 2022 in collaboration with Richard Haas, the home was thoughtfully redesigned with clean architectural lines, quality coastal construction, and low-maintenance ownership in mind. The result is a modern Anna Maria Island waterfront residence built for comfort, efficiency, and long-term durability without sacrificing style, function, or quality. Inside, the living spaces were designed to maximize natural light and keep water views connected to daily life. The main living area, kitchen, and secondary primary suite all capture direct Gulf views, while large glass openings connect the interior spaces to the outdoor terraces. A custom floating red oak staircase serves as a striking architectural focal point and adds warmth to the clean modern design. The kitchen was designed for both entertaining and everyday use, featuring Cosentino Quartz counters, custom full-height cabinetry, JennAir Professional appliances, and a walk-in pantry. More than fifteen slabs of quartz were incorporated throughout the kitchen and bedroom suites, creating a consistent level of finish throughout the home. Smart-home features, remote-controlled shades, custom lighting, elevator access, and thoughtfully curated finishes contribute to a comfortable and efficient living environment. The primary suite offers a private retreat with a custom-built walk-in closet and a spa-inspired bath featuring Toto fixtures, dual vanities, and multi-function shower features. Additional upgrades include dual high-efficiency HVAC systems, buried gas storage, generator readiness, tankless water heaters, and water-softening systems. A newly installed dock and Golden boat lift accommodate larger vessels, while recent dredging improves canal access for serious boaters. A pool has been permitted, allowing the next owner to create a custom outdoor living space without navigating the island's permitting process from the beginning. Combining modern coastal architecture, deep-water boating access, Gulf views, updated construction, and one of the most walkable beach locations on Anna Maria Island, this Holmes Beach waterfront residence represents a rare opportunity within Florida's luxury coastal market. Easy access to North bridge/Manatee Ave via two different routes. Note: Pool is AI generated and is not present on the property, however permit is approved and pool is included in the price.

201 N Harbor Drive, Holmes Beach

$1,099,000

Your PERFECT BEACH HOUSE Awaits on Anna Maria Island! Just 2 blocks to the gorgeous Gulf and 1 block to the Bay, this beautifully updated & elevated 2-bedroom, 2-bath ++ coastal retreat delivers the ultimate in relaxed island living. Thoughtfully renovated, this cozy gem features wood flooring throughout, an airy open-concept layout, and a super spacious chef's kitchen complete with stainless appliances and sleek quartz countertops. The primary suite is complete with a large walk-in closet and private ensuite bathroom. Across the hall the 2nd bedroom has an extended walk-in closet for additional storage. Step outside to a newer expansive front deck and experience the rare opportunity to take in both sunrise and AMI's famous sunset skies. Your outdoor private tropical oasis features a sparkling, travertine-lined heated pool, a generous entertaining space, and cozy screened lanai perfect for afternoon relaxation. Enjoy peaceful surroundings as the property is ideally positioned adjacent to a nature preserve. A big ++ is the bonus non-conforming flex space on the first level. It features private entrances from the screened patio and includes two large rooms, one with a wet bar, and a full bath. Ideal for guests, extended stays, or a separate creative retreat. This truly lovely beach home comes furnished so just pack your bags, it is completely move-in ready! Use as a full-time residence, second home and/or take advantage of the rental income opportunity, located in a 30-day rental zone. Additional highlights include a spacious 2-car garage with ample storage, and a gated entry for added privacy. The newer metal roof, elevated air conditioner & mini splits along with impact windows and doors give additional peace of mind. Perfectly located mid-island with easy access to shops, dining, and the best of Anna Maria Island, this is your chance to own a true SLICE OF PARADISE. Island living doesn’t get better than this!

2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

Your PERFECT BEACH HOUSE Awaits on Anna Maria Island! Just 2 blocks to the gorgeous Gulf and 1 block to the Bay, this beautifully updated & elevated 2-bedroom, 2-bath ++ coastal retreat delivers the ultimate in relaxed island living. Thoughtfully renovated, this cozy gem features wood flooring throughout, an airy open-concept layout, and a super spacious chef's kitchen complete with stainless appliances and sleek quartz countertops. The primary suite is complete with a large walk-in closet and private ensuite bathroom. Across the hall the 2nd bedroom has an extended walk-in closet for additional storage. Step outside to a newer expansive front deck and experience the rare opportunity to take in both sunrise and AMI's famous sunset skies. Your outdoor private tropical oasis features a sparkling, travertine-lined heated pool, a generous entertaining space, and cozy screened lanai perfect for afternoon relaxation. Enjoy peaceful surroundings as the property is ideally positioned adjacent to a nature preserve. A big ++ is the bonus non-conforming flex space on the first level. It features private entrances from the screened patio and includes two large rooms, one with a wet bar, and a full bath. Ideal for guests, extended stays, or a separate creative retreat. This truly lovely beach home comes furnished so just pack your bags, it is completely move-in ready! Use as a full-time residence, second home and/or take advantage of the rental income opportunity, located in a 30-day rental zone. Additional highlights include a spacious 2-car garage with ample storage, and a gated entry for added privacy. The newer metal roof, elevated air conditioner & mini splits along with impact windows and doors give additional peace of mind. Perfectly located mid-island with easy access to shops, dining, and the best of Anna Maria Island, this is your chance to own a true SLICE OF PARADISE. Island living doesn’t get better than this!

2811 Avenue C, Holmes Beach

$3,900,000

Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this exceptional new coastal residence offers a rare opportunity to own luxury new construction in the heart of Holmes Beach, just moments from the sugar-white sands and turquoise waters of Anna Maria Island. Thoughtfully designed to embrace the island lifestyle, this custom home will feature expansive open-concept living spaces, soaring ceilings, designer finishes, and seamless indoor-outdoor living throughout. Multiple guest suites with private ensuite baths provide comfort and privacy for family and visitors, while the primary suite serves as a luxurious retreat complete with a spa-inspired bathroom, oversized walk-in closet, and private access to outdoor living spaces. Designed for both convenience and luxury, the residence will include a private elevator providing easy access to all levels of the home. Covered lanais, a resort-style pool and spa, and a dedicated pool bath create the ideal setting for effortless indoor-outdoor living and entertaining. Generous gathering spaces allow family and guests to enjoy the Florida lifestyle year-round, while the rooftop observation deck provides a spectacular venue for sunset views, coastal breezes, and panoramic island vistas. At the heart of the home, the chef's kitchen is planned to feature custom cabinetry, premium countertops, upscale appliances, a large center island, and effortless flow into the living and dining areas, creating an ideal environment for entertaining and everyday living. Whether utilized as a primary residence, seasonal retreat, or investment property, this home offers exceptional versatility in one of Florida's most desirable beach communities. Holmes Beach continues to attract visitors and homeowners alike with its pristine beaches, boating opportunities, waterfront dining, boutique shopping, and relaxed coastal charm. Ideally located near Gulf beaches, marinas, restaurants, and local attractions, this property provides convenient access to everything Anna Maria Island has to offer. Built to current FEMA-compliant flood elevation requirements and the latest coastal construction standards, the residence is designed to deliver enhanced storm resiliency, modern efficiency, and peace of mind while maintaining the luxury finishes and craftsmanship expected from a Noah Thomas Builders home. Secure this opportunity early and experience the elevated coastal lifestyle, exceptional attention to detail, and quality construction. Finishes, materials, specifications, pricing, and availability are subject to change during the construction process and prior to completion.

4 Beds ⋅ 7 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this exceptional new coastal residence offers a rare opportunity to own luxury new construction in the heart of Holmes Beach, just moments from the sugar-white sands and turquoise waters of Anna Maria Island. Thoughtfully designed to embrace the island lifestyle, this custom home will feature expansive open-concept living spaces, soaring ceilings, designer finishes, and seamless indoor-outdoor living throughout. Multiple guest suites with private ensuite baths provide comfort and privacy for family and visitors, while the primary suite serves as a luxurious retreat complete with a spa-inspired bathroom, oversized walk-in closet, and private access to outdoor living spaces. Designed for both convenience and luxury, the residence will include a private elevator providing easy access to all levels of the home. Covered lanais, a resort-style pool and spa, and a dedicated pool bath create the ideal setting for effortless indoor-outdoor living and entertaining. Generous gathering spaces allow family and guests to enjoy the Florida lifestyle year-round, while the rooftop observation deck provides a spectacular venue for sunset views, coastal breezes, and panoramic island vistas. At the heart of the home, the chef's kitchen is planned to feature custom cabinetry, premium countertops, upscale appliances, a large center island, and effortless flow into the living and dining areas, creating an ideal environment for entertaining and everyday living. Whether utilized as a primary residence, seasonal retreat, or investment property, this home offers exceptional versatility in one of Florida's most desirable beach communities. Holmes Beach continues to attract visitors and homeowners alike with its pristine beaches, boating opportunities, waterfront dining, boutique shopping, and relaxed coastal charm. Ideally located near Gulf beaches, marinas, restaurants, and local attractions, this property provides convenient access to everything Anna Maria Island has to offer. Built to current FEMA-compliant flood elevation requirements and the latest coastal construction standards, the residence is designed to deliver enhanced storm resiliency, modern efficiency, and peace of mind while maintaining the luxury finishes and craftsmanship expected from a Noah Thomas Builders home. Secure this opportunity early and experience the elevated coastal lifestyle, exceptional attention to detail, and quality construction. Finishes, materials, specifications, pricing, and availability are subject to change during the construction process and prior to completion.

215 82nd Street, Holmes Beach

$3,899,000

This fully remodeled 3-bedroom, 3.5-bath waterfront home is a rare find—offering breathtaking views, modern upgrades throughout, and direct access to Tampa Bay and the Gulf of Mexico in the highly sought after neighborhood of Key Royale on Anna Maria Island. Situated on a tranquil south-facing cove along the Intracoastal Waterway, this property provides both stunning scenery and natural protection. Upon entering the home, you will find an open, airy floor plan featuring all-new wood flooring, new interior and exterior doors, new windows with shutters, and exceptional craftsmanship at every turn. The chef’s kitchen is a true showstopper, showcasing top-of-the-line Thermador appliances, custom cabinetry, and a spacious layout designed for effortless hosting and everyday living. The primary suite is a retreat of its own with large walk -in closet and a beautifully updated ensuite bath. The second bedroom functions like a second primary, offering a generous bedroom space and its own private ensuite bathroom—ideal for guests or multi-generational living. Outdoors, the home transforms into a private waterfront paradise. Enjoy a saltwater pool and spa, an outdoor kitchen with a gas BBQ, green egg, griddle, and your own putting green—all overlooking sparkling water views where dolphins are frequent visitors. Boaters will appreciate the 16,000-lb boat lift, deep water access, and plenty of side-yard space for additional toys, including a 50-amp RV hookup and room for a boat or trailer. Additional peace of mind comes with recent updates: the lanai was screened in March 2026, and a full home inspection was completed in January 2026 by SWF Home Inspections. With luxury updates, protected water, and unparalleled views, this is Florida waterfront living at its finest!

3 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

This fully remodeled 3-bedroom, 3.5-bath waterfront home is a rare find—offering breathtaking views, modern upgrades throughout, and direct access to Tampa Bay and the Gulf of Mexico in the highly sought after neighborhood of Key Royale on Anna Maria Island. Situated on a tranquil south-facing cove along the Intracoastal Waterway, this property provides both stunning scenery and natural protection. Upon entering the home, you will find an open, airy floor plan featuring all-new wood flooring, new interior and exterior doors, new windows with shutters, and exceptional craftsmanship at every turn. The chef’s kitchen is a true showstopper, showcasing top-of-the-line Thermador appliances, custom cabinetry, and a spacious layout designed for effortless hosting and everyday living. The primary suite is a retreat of its own with large walk -in closet and a beautifully updated ensuite bath. The second bedroom functions like a second primary, offering a generous bedroom space and its own private ensuite bathroom—ideal for guests or multi-generational living. Outdoors, the home transforms into a private waterfront paradise. Enjoy a saltwater pool and spa, an outdoor kitchen with a gas BBQ, green egg, griddle, and your own putting green—all overlooking sparkling water views where dolphins are frequent visitors. Boaters will appreciate the 16,000-lb boat lift, deep water access, and plenty of side-yard space for additional toys, including a 50-amp RV hookup and room for a boat or trailer. Additional peace of mind comes with recent updates: the lanai was screened in March 2026, and a full home inspection was completed in January 2026 by SWF Home Inspections. With luxury updates, protected water, and unparalleled views, this is Florida waterfront living at its finest!

605 Key Royale Drive, Holmes Beach

$3,045,000

Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold fully furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.

4 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold fully furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.

522 68th Street, Holmes Beach

$1,200,000

This home is a renovated 3-bedroom, 2-bathroom ½ duplex with a private backyard and pool. The primary suite has an en-suite bathroom. There is a covered upper deck and a lower covered outdoor living and dining area. It is in a weekly rental zone and has good rental history and 5-star reviews. It has a heated and chilled pool. This lovely property is convenient to the beach and in a very quiet Holmes Beach residential neighborhood. It has one shared wall with the unit next door that was double insulated during renovation to reduce noise. It's just a short walk to the many shops and restaurants of downtown Holmes Beach, as well as the Island’s only dog park. There is a garage that includes a ping pong table, a beach cart, beach toys and lots of beach equipment and a propane grill and outdoor propane fire pit ready to enjoy. You can even enjoy drinks at the swim-up tiki table in the pool. This property is turn key furnished and completely ready to enjoy!

3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

This home is a renovated 3-bedroom, 2-bathroom ½ duplex with a private backyard and pool. The primary suite has an en-suite bathroom. There is a covered upper deck and a lower covered outdoor living and dining area. It is in a weekly rental zone and has good rental history and 5-star reviews. It has a heated and chilled pool. This lovely property is convenient to the beach and in a very quiet Holmes Beach residential neighborhood. It has one shared wall with the unit next door that was double insulated during renovation to reduce noise. It's just a short walk to the many shops and restaurants of downtown Holmes Beach, as well as the Island’s only dog park. There is a garage that includes a ping pong table, a beach cart, beach toys and lots of beach equipment and a propane grill and outdoor propane fire pit ready to enjoy. You can even enjoy drinks at the swim-up tiki table in the pool. This property is turn key furnished and completely ready to enjoy!

303 62nd Street Unit A, Holmes Beach

$1,100,000

The ultimate island investment or low-maintenance personal paradise has arrived! This fully remodeled 3-bedroom, 2-bathroom villa offers the rare freedom of zero HOA fees combined with high-income weekly rental potential. Originally built with solid mid-century bones, the property carries an effective year built of 2009 and has just undergone a spectacular, top-to-bottom luxury transformation. Step inside to a bright, airy great room boasting vaulted ceilings and elegant crown molding throughout. The stunning chef’s kitchen features a massive island with counter seating, brand-new cabinetry, quartz countertops, and all-new Stainless Steel appliances. Total peace of mind is yours with BRAND-NEW impact-rated windows, exterior doors, and sliding glass doors, complemented by fresh interior/exterior paint and new ceramic tile flooring. The outdoor space is a private tropical oasis, showcasing fresh landscaping with a full irrigation system/landscape lighting and a fully fenced yard. The sparkling heated pool is ready for year-round enjoyment with a brand-new pool heater and pool pump. Offered completely turnkey furnished, this island gem is move in and rental-ready from day one!

3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

The ultimate island investment or low-maintenance personal paradise has arrived! This fully remodeled 3-bedroom, 2-bathroom villa offers the rare freedom of zero HOA fees combined with high-income weekly rental potential. Originally built with solid mid-century bones, the property carries an effective year built of 2009 and has just undergone a spectacular, top-to-bottom luxury transformation. Step inside to a bright, airy great room boasting vaulted ceilings and elegant crown molding throughout. The stunning chef’s kitchen features a massive island with counter seating, brand-new cabinetry, quartz countertops, and all-new Stainless Steel appliances. Total peace of mind is yours with BRAND-NEW impact-rated windows, exterior doors, and sliding glass doors, complemented by fresh interior/exterior paint and new ceramic tile flooring. The outdoor space is a private tropical oasis, showcasing fresh landscaping with a full irrigation system/landscape lighting and a fully fenced yard. The sparkling heated pool is ready for year-round enjoyment with a brand-new pool heater and pool pump. Offered completely turnkey furnished, this island gem is move in and rental-ready from day one!

324 64th Street, Holmes Beach

$994,000

This home is a renovated 2-bedroom, 2-bathroom with a private den. The home has an open concept with the kitchen, dining area and living room. The primary suite has an en-suite bathroom. It has a private backyard and a heated and chilled pool. There is an upper deck and a lower covered outdoor living and dining area. It is in a weekly rental zone and has good history and 5-star reviews. This lovely property is convenient to the beach and in a very quiet Holmes Beach residential neighborhood. It has one shared wall with the unit next door that was double insulated during renovation to reduce noise. It's just a short walk to the many shops and restaurants of downtown Holmes Beach, as well as the Island’s only dog park. There is a storage room that includes a ping pong table, a beach cart, beach toys and lots of beach equipment and a propane grill and outdoor propane fire pit ready to enjoy.

2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

This home is a renovated 2-bedroom, 2-bathroom with a private den. The home has an open concept with the kitchen, dining area and living room. The primary suite has an en-suite bathroom. It has a private backyard and a heated and chilled pool. There is an upper deck and a lower covered outdoor living and dining area. It is in a weekly rental zone and has good history and 5-star reviews. This lovely property is convenient to the beach and in a very quiet Holmes Beach residential neighborhood. It has one shared wall with the unit next door that was double insulated during renovation to reduce noise. It's just a short walk to the many shops and restaurants of downtown Holmes Beach, as well as the Island’s only dog park. There is a storage room that includes a ping pong table, a beach cart, beach toys and lots of beach equipment and a propane grill and outdoor propane fire pit ready to enjoy.

308 60th Street Unit A, Holmes Beach