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$535,636
2 Beds ⋅ 3 Baths ⋅ Sunbow Bay SubDv. ⋅ 34217 Zip Code
Rarely do units of this square footage, and amenities, come on the market. The home features 1320 Square feet of living above a finished first floor area with two large rooms and and a third full bath, The under roof garage has a separate large laundry/workshop area .The rear of the unit has a living room porch overlooking your own deeded boat/fishing dock. There is also a large patio area for your your outdoor living activities. Plenty of room for guests. Sunbow Bay is on the Intracoastal Waterway in a prime Anna Maria Island location with one of the largest shopping areas on the island across the street. The Free Island Trolly has a stop at the street in front of Sunbow Bay. The Manatee Public Beach, and restaurant is 1/2 mile away or a short trolly ride. This is one of the few areas on Anna Maria Island you, and guests, can arrive and park your car for the entire time you are here! Sunbow Bay also has two pools, tennis courts and an extremely long dock stretching out into the Intracoastal Waterway for your enjoyment. Island living at its best!

3701 East Bay Drive Unit 5, Holmes Beach
$1,550,000
4 Beds ⋅ 4 Baths ⋅ Edgemere Sub SubDv. ⋅ 34217 Zip Code
Steps from the Gulf of Mexico on a quiet street in Holmes Beach, this elevated duplex offers the perfect balance of coastal relaxation and rental income opportunity, and it’s being sold turnkey, fully furnished and ready to go! Each unit features 2 bedrooms and 2 bathrooms with spacious open living areas, comfortable coastal decor, and plenty of natural light. A shared pool sits in the private fully fenced backyard, ideal for cooling off after a beach day or enjoying laid-back evenings under the palms. With garage parking for both units, large carports, and generous storage, there’s ample space for owners and guests alike. Located in a desirable weekly rental zone, this property is primed for vacation rental success. Whether you're looking to invest or simply savor the island lifestyle, this one checks all the boxes.

117 Neptune Lane, Holmes Beach
$4,200,000
4 Beds ⋅ 5 Baths ⋅ Casanas Sub SubDv. ⋅ 34217 Zip Code
Sold Data Entry Only

401 39th Street, Holmes Beach
$690,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code
Perched on the second floor with front row views of the Anna Maria Sound & Intracoastal Waterway, this beautiful, turnkey 2BD/2BA condo blends coastal elegance with effortless comfort. Inside, soft neutral tones and high-end finishes create a serene backdrop to daily life, while an open layout draws your eye straight to the water through expansive windows. The renovated kitchen features gleaming quartz counters, stainless appliances, and custom cabinetry that flows seamlessly into the main living space. Both bedrooms offer the privacy of ensuite bathrooms and generous closet space, making this layout ideal for guests or full time living. A screened front porch invites morning coffee or an evening wind-down amid gentle Gulf breezes. Residents enjoy access to amenities including multiple pools and tennis courts, all set within lushly landscaped grounds. Additional interior highlights include luxury vinyl flooring throughout the main living areas, crown molding, stylish coastal light fixtures, upgraded window treatments, and tastefully remodeled bathrooms with modern tile work and contemporary vanities. Impact windows, new roof, new main electrical panels and so much more including all assessments are paid.Every inch of this unit has been thoughtfully designed to reflect comfort, function, and relaxed waterfront style and steps to shopping, dining, beaches with easy access on and off the island. Don't let this perfect slice of island life getaway and make it yours today!

600 Manatee Avenue Unit 210, Holmes Beach
$2,185,000
4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Positioned on a naturally elevated homesite for enhanced drainage and reduced flood exposure, this custom-built Anna Maria Island retreat delivers the perfect blend of luxury, flexibility, and proven investment potential. Offered turnkey furnished, the residence features 4 bedrooms, 3 full baths, and a layout designed for effortless full-time living or high-performing vacation use. The light-filled main living level showcases soaring cathedral ceilings, an open-concept great room, and retractable glass doors that create seamless indoor-outdoor living to the expansive deck. The chef’s kitchen is built to impress with double ovens, commercial-size refrigerator, custom cabinetry, soapstone countertops, large island seating, and a brand-new ZLINE gas cooktop, all enhanced by suspended track lighting. Recent improvements include fresh interior and exterior paint, fresh sod and landscaping, an upgraded irrigation system, and a new pool heater and pump — delivering true move-in-ready peace of mind. The private primary suite offers a balcony retreat, walk-in closet, soaking tub, and walk-in shower. Two additional upstairs guest rooms share a spacious bath, while the fourth bedroom on the lower level provides direct pool access and an additional full bath — ideal for guests or multi-generational living. Outdoor living steals the show with a heated pool and spa, waterfall feature, gas firepit, built-in seating, and lush tropical landscaping for maximum privacy and year-round enjoyment. Zoned R1 with 30-night minimum rentals and a strong established rental history, this property offers exceptional flexibility for personal use, seasonal escapes, or income production. Located moments from the Gulf beaches, dining, and shopping of Anna Maria Island, this elevated, furnished coastal home is the total package.

213 84th Street, Holmes Beach
$683,500
2 Beds ⋅ 1 Baths ⋅ Sunset Villas Condominium SubDv. ⋅ 34217 Zip Code
OVER $66,000. RENTAL INCOME IN 2025!! Steps to the beautiful sugar sand beach of Anna Maria Island, this 2 bedroom/1 bath fully updated block construction condo is a strong rental! The location is ideal -a quiet spot, just steps to the beach, shopping and grabbing a bite to eat! The adorable Key West style unit had very little storm effects! But the seller updated throughout including new McMillan Waterproof PVC and limestone plank flooring, newly poured pebble shower floor, full RedGard waterproofing system, and new blue board in the updated kitchen. The open kitchen also has new cabinets, new quartz counters & backsplash, new dishwasher, and new disposal! Enjoy the comfort of all new bedroom furnishings and the bright natural lighting that is accentuated by the freshly painted interior and high ceilings in your open living room! Keep cool from wherever you are, with the new high efficiency wifi enabled HVAC, and relish your heated cozy community pool with it's grilling area and water feature! This lovely little enclave is just 4 units, and a frisbee throw to the gorgeous Gulf beaches!

3007 Avenue E Unit A, Holmes Beach
$510,000
2 Beds ⋅ 2 Baths ⋅ Sandy Pointe Condo SubDv. ⋅ 34217 Zip Code
Step into effortless island living with this beautifully updated turnkey 2BD/2BA retreat in the heart of Sandy Pointe, a serene mangrove lined community. Tucked away just beyond a private wooden bridge, this elevated condo welcomes you with an open floor plan that seamlessly blends living and dining spaces. Recent updates add fresh style and comfort throughout, making it move in ready from day one. Interior laundry is added for comfort and convenience. Savor your morning coffee or evening breeze on the screened lanai overlooking the inviting heated pool and peaceful estuary. A 2 car tandem carport and extra storage make parking and stashing beach gear a breeze. The community’s weekly vacation rental policy adds income potential. Just a short stroll brings you to shopping, dining, and sandy beaches, and a nearby trolley stop makes exploring the island easy. This is island life at its best, vibrant, convenient, and fully refreshed for your enjoyment.

3601 E Bay Drive Unit 106, Holmes Beach
$825,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
ALL RESONABLE OFFERS CONSIDERED!!! Elevated two-bedroom, two-bath home situated on a large lot in a quiet area of Holmes Beach. This well-maintained property features new hurricane-rated windows and sliders, providing comfort and peace of mind. A wraparound screened porch allows you to enjoy sun or shade throughout the day, ideal for relaxing or entertaining. The updated kitchen features quartz countertops, solid wood cabinetry, and a pantry with pull-out shelving for excellent storage and functionality. A gas cooktop is a desirable upgrade rarely found on the island. The primary bedroom includes an ensuite bathroom with a marble-top vanity and an oversized tile shower. The second bedroom offers access to a Jack-and-Jill bathroom and a convenient laundry room closet. Both bedrooms feature spacious walk-in closets. The expansive downstairs area provides ample room for parking, storage, and beach gear, along with an additional enclosed space offering flexible use as a hobby room, workshop, or storage area. Across the street are private, deeded docks; this property includes an unimproved dock space (#22), conveyed by a separate deed. The home has been lovingly cared for, has never been used as a rental, and is being offered turn-key furnished. A large enclosed backyard provides excellent privacy and ample room for a pool. Elevated construction and a generous lot enhance functionality and outdoor potential. Conveniently located near the beach, shopping, and dining, this home is ideal for full-time living, a vacation retreat, or an investment opportunity. Enjoy the 3-D view and walk around this comfy home!

8302 Marina Drive, Holmes Beach
$3,285,000
Key Royale SubDv. ⋅ 34217 Zip Code
Unique opportunity to own one of the most prestigious waterfront lots on Anna Maria Island. The lot is 23,634sqft and features over 300 feet on open water with a 180 degree view of Watsons Bayou, Intracoastal Waterway and Anna Maria Sound. The lot is perfectly situated in a protected no wake zone with deep water access. It is also conveniently a 1 min drive straight to the beach. Limitless possibilities to build your island dream home.Regretfully, the home experienced serious storm damage and is being sold As-Is.

543 Key Royale Drive, Holmes Beach
$2,535,000
3 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Tropical Waterfront Oasis in Holmes Beach! Welcome to 518 74th Street, a stunningly remodeled coastal retreat that captures the essence of island living. This open-concept residence offers 3 spacious bedrooms, 3.5 luxurious baths, and is being sold designer furnished for a move-in ready experience. Step inside to find a chef’s kitchen with high-end finishes, custom cabinetry, and generous counter space perfect for entertaining. Each bedroom features its own walk-in closet and private bath, blending comfort with elegance. Outside, paradise awaits with 80 feet of deep sailboat-water frontage, a new seawall, and direct boating access to the Gulf. The backyard is a private tropical sanctuary, complete with a resort-style pool and spa surrounded by lush mature landscaping and fruit trees. Just a short stroll to the beach, this home offers the perfect blend of luxury, relaxation, and convenience. Whether you’re seeking a full-time residence or a vacation escape, this tropical waterfront gem is ready to welcome you.

518 74th Street, Holmes Beach
$640,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code
Experience the quintessential Florida lifestyle in this beautifully updated residence located in the highly sought-after community of Westbay Cove in Holmes Beach on Anna Maria Island. As you step inside, you are greeted by an expansive, light-filled open floor plan featuring stylish wide-plank flooring and a color palette that mirrors the surrounding coast. The chef-inspired kitchen is a true standout, with quartz countertops, premium stainless steel appliances, and a subway tile backsplash. Whether you are hosting friends in the spacious living area or enjoying a quiet morning coffee while looking out on Anna Maria Sound, the seamless indoor-outdoor flow ensures you are always connected to the tropical breeze and lush landscape. The comfort continues into the primary suite that features a spa like ensuite bathroom and renovated walk-in shower. Beyond the front door, the Westbay Cove community offers an unparalleled amenity package that makes every day feel like a vacation. Take a dip in one of the two heated resort-style swimming pools, challenge a neighbor to a match on the tennis and pickleball courts, or explore the local waters via the community’s kayak launch. The location is truly unbeatable for those who love the sun and sand. Situated just a short stroll from the sugar sand beaches on Anna Maria Island, this home puts the best of Holmes Beach at your fingertips. You are steps away from the island’s finest shopping and dining, and the free Island Trolley stop is right nearby to whisk you away to the north end's Pine Avenue or the south end's Bridge Street. With a flexible rental policy making it a savvy investment and a prime location for nature lovers near the Neal Preserve, this Westbay Cove gem is more than just a home, it’s your gateway to paradise.

600 Manatee Avenue Unit 106, Holmes Beach
$665,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
Welcome to your slice of paradise in Westbay Point & Moorings! This rare FIRST FLOOR direct bayfront condo offers spectacular water views of Anna Maria Sound from most rooms, creating the perfect backdrop for coastal living. This community is located on the highest elevation on Anna Maria Island and has no known flooding history. New roof in March of 2025. This spacious residence features two large bedrooms including a primary suite with a private bath and a generous walk-in closet. The open-concept kitchen flows seamlessly into the great room and the large bonus room, perfect for entertaining, relaxing, or working from home. A closet pantry adds convenient storage for your culinary essentials. Recent upgrades bring peace of mind and modern comfort new electrical panel, new hot water heater, and new stainless steel dishwasher, microwave, stove, and ceiling fan. Air conditioner was replaced in 2018. What truly sets this home apart is the air-conditioned laundry room inside (not common in all units) and the spacious bonus room with endless possibilities. Electronic hurricane shutters on the bay side and hurricane protection on the west side. Enjoy two private outdoor spaces: the fenced front courtyard, ideal for dining al fresco or nurturing your favorite plants and flowers, and the back patio, where you can unwind while watching boats glide by and the Skyway Bridge light up the night sky. You’ll appreciate the location as it’s close to the tennis/pickleball courts and pool but not so close that you can hear the activity. Westbay Point & Moorings is a sought-after waterfront community offering heated pools, tennis courts, and boat slips. Just around the corner, you’ll find the Holmes Beach public boat ramp as well as pickleball, basketball, fitness, dog, and skate parks, plus the local library. Shopping, dining, and the sugar-sand beaches of Anna Maria Island are all less than a 10-minute drive away. This home is offered UNFURNISHED. It's now ready for you to bring your personal touch and start living the coastal lifestyle you’ve been dreaming of. Come see why this bayfront gem stands out from the rest. Enjoy peace of mind, convenience, and captivating views await at Westbay Point & Moorings.

6500 Flotilla Drive Unit 102, Holmes Beach
$1,800,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
For MLS purposes only

308 55th Street, Holmes Beach
$47,000
Boat Slips SubDv. ⋅ 34217 Zip Code
Don’t miss this extremely rare opportunity to own a privately deeded boat slip in Holmes Beach on Anna Maria Island. No marina rules. No HOA. Located at 8303 Marina Dr – Slip 13, this slip offers direct saltwater canal access leading into the Intracoastal Waterway, with just minutes from the dock to open Tampa Bay. From there, enjoy convenient routes to the Gulf of Mexico, Egmont Key, Longboat Pass, and some of Florida’s boating waters. The slip measures 10’ x 30’ and is suitable for center consoles, bay boats, flats boats, kayaks, jetskis, and similar vessels. Whether heading out for fishing, cruising the waters of Tampa Bay, or exploring nearby islands, this location allows for quick water access. Deed will be conveyed via Quit Claim Deed without warrant as these boat slips are considered sub-merged land and not attached to a residence. Transfer will be handled directly between the buyer and seller. Privately owned slips in this area are rarely offered. Unlike marina or association-controlled slips with waiting lists, this offering provides true individual ownership with no recurring charges and no reliance on third-party availability. Well suited for island residents, seasonal boaters, anglers, or anyone wanting dependable water access on Anna Maria Island. No parking space is included or available with this slip, however there is public parking available just two blocks away. A seldom-offered chance to own part of the island boating lifestyle with exceptional access and a prime location. Opportunities like this do not come up often on Anna Maria Island.

8303 Marina Drive Unit BOAT SLIP #13, Holmes Beach
$2,080,000
3 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Welcome to your private coastal retreat, where luxury, functionality, and waterfront living come together seamlessly. This beautifully remodeled 3 BD, 3 BA residence is being sold furnished, showcasing high-end finishes throughout and exceptional indoor-outdoor living. The highly sought after ground level living is even more attractive with the security of a JMI Flood Prevention system that was professionally installed in 2025. Each door opening and garage are protected. Step inside to the open-concept living/dining and kitchen area. Your attention is immediately drawn to the stunning 4" live edge slab island that is perfect for entertaining. Just as beautiful is the wood cabinetry, sleek quartz counters, gas range, designated wet bar with wine fridge and ice maker. As you step from inside to outside, the living space flows effortlessly into multiple outdoor living areas. Enjoy sunset views from your large private dock, perfect for fishing or just relaxing while watching dolphins and manatees pass by. Boating/kayak enthusiasts will appreciate the 10,000-lb boat lift and private kayak/SUP launch. Enlarged dock also includes electricity and fresh water access. The outdoor space is a true island oasis featuring a saltwater pool and spa, lush/mature tropical landscaping, that is also illuminated with professionally installed lighting in both front and back. A large cabana with a fully built-in outdoor kitchen, ideal for entertaining, completes the outdoor living space. Recent upgrades include a brand new A/C system and tankless hot water heater. A 250 gallon buried propane tank services the pool heater, outdoor grill, hot water heater and 5 burner stove. Other upgrades include a new metal roof and all new impact rated windows and slider doors. All original cast iron plumbing has been replaced along with new electrical underground wiring and panel. Perfect as a primary residence, vacation retreat, or investment property, this home delivers the ultimate in luxury canal-front living on Anna Maria Island.

504 68th Street, Holmes Beach
$2,200,000
3 Beds ⋅ 2 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Welcome to 625 Dundee Lane, a beautifully remodeled waterfront retreat offering the perfect blend of modern luxury and coastal living. This stunning 3-bedroom, 2-bathroom home has been completely updated with brand-new finishes throughout, offering a fresh and thoughtfully updated living experience in a prime canal-front setting. Situated on a scenic canal with 90 feet of water views from the backyard, this property is a boater’s dream. The private dock and boat lift provide quick and easy access to open water, making sunset cruises and weekend adventures effortless. Inside, you’ll find a thoughtfully redesigned interior featuring light-filled living spaces, all-new upgrades, and storm windows for added comfort and peace of mind. Every detail has been refreshed to create a clean, modern aesthetic while maintaining a warm, coastal feel. Step outside to your private waterfront oasis complete with a pool and spa, perfectly positioned to capture long water views and breathtaking sunsets. Whether you’re relaxing in the spa, entertaining poolside, or enjoying a quiet evening by the canal, this backyard is designed for true Florida living. Ideally located close to beautiful beaches, shopping, and top-rated restaurants, this home offers the perfect balance of tranquility and convenience. Don’t miss this opportunity to own a fully remodeled canal-front pool home with exceptional water access and unforgettable views.

625 Dundee Lane, Holmes Beach
$1,995,000
3 Beds ⋅ 3 Baths ⋅ Sunrise Park SubDv. ⋅ 34217 Zip Code
An exceptional waterfront offering on Anna Maria Island, this high-end, single-family, one-story residence features 3 bedrooms and 3 baths, thoughtfully designed for refined coastal living. Set in one of the island’s rare locations where you can keep a boat in your backyard while being just steps from the beach, this home truly offers the best of both worlds. Elegant interiors showcase seamless indoor-outdoor flow, opening to stunning water views and an expansive outdoor living area. Enjoy direct boating access with a private boat lift, along with a resort-style pool and spa ideal for both entertaining and private relaxation. Located in one of Anna Maria Island’s most coveted settings, this property delivers a rare combination of sophistication, comfort, and effortless luxury.

504 Bayview Drive, Holmes Beach
$500,000
2 Beds ⋅ 2 Baths ⋅ Sandy Pointe Condo SubDv. ⋅ 34217 Zip Code
Island Living at THE COVE in Sandy Pointe! One of the best island locations for quick access on and off Anna Maria Island. This METICULOUS property truly offers it all: WEEKLY RENTALS, 2-CAR COVERED PARKING, and just 3 BLOCKS to the sugar-sand beaches of AMI. PETS ALLOWED* and TURN-KEY FURNISHED for immediate enjoyment or rental income. All buildings have brand new roofs (2022 & 2023) and BRAND-NEW Hardie board siding on all buildings, with all former T-11 siding fully replaced following Hurricane Milton (2025). This light and airy condo features vaulted ceilings (2nd level), hurricane IMPACT windows and sliding doors, hard wood flooring, NO popcorn ceilings, and a large owner’s storage closet—perfect for beach gear. The updated kitchen showcases quartz countertops, and the unit includes an in-unit washer and dryer. The screened-in lanai overlooks the heated community pool and a tranquil natural mangrove preserve, creating the perfect backdrop for morning coffee or evening cocktails. Enjoy effortless island living with an easy walk or bike ride to Publix, liquor store, shops, and restaurants, and free trolley stops right out front. Monthly condo fees are just $876 and include: Cable TV & Internet, Common Area Taxes, Community Pool maintenance, Escrow Reserves Fund, Fidelity Bond, Insurance on the building, Maintenance Exterior, Maintenance Grounds, Manager, Private Road, Sewer, Trash, Water As soon as you cross the bridge and turn left on East Bay Drive, you’ve arrived at this sparkling, well-maintained island retreat. Come make this your Anna Maria Island getaway!

3601 E Bay Drive Unit 206, Holmes Beach
$3,850,000
4 Beds ⋅ 5 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Waterfront Luxury Awaits YOU! Experience the ultimate Anna Maria Island lifestyle in this stunning custom-built, canal-front residence, perfectly positioned on a quiet street in Key Royale of Holmes Beach. Built with impeccable craftsmanship and thoughtful design, this exceptional 4-bedroom, 5-bathroom home delivers coastal elegance and resort-style living just steps from the sugar-white sands of the Gulf of Mexico. Step inside to soaring ceilings, an abundance of natural light, and high-end finishes throughout. The open-concept great room flows seamlessly to the outdoor living spaces which includes an outdoor kitchen with a green egg and dining. Convenient full pool bath and 2 laundry rooms to note! A true standout feature is the temperature-controlled 500+ bottle wine cellar – an exquisite touch for the discerning collector. The gourmet kitchen is a chef’s dream, featuring premium appliances like Wolf induction cooktop, custom cabinetry, and a large center island that overlooks the canal, dual dishwashers, and a walk-in pantry. Each of the four spacious bedrooms offers privacy and comfort, with luxurious en-suite bathrooms and generous closet space. Outside, paradise unfolds: a heated pool and spa invite year-round relaxation, while the expansive covered lanai and low-maintenance artificial turf create a lush, private oasis. Boaters will love the private dock with 16,000 lb boat lift and direct access to Tampa Bay and the Gulf – no bridges, quick out to open water. Additional highlights include are wet bar with mini fridge for effortless entertaining, Whole-home generator for complete peace of mind, Two-car garage with epoxy flooring, Elevated construction and impact-resistant windows/doors, extra storage room, and a huge outdoor shower. This is more than a home – it’s a lifestyle. Properties with this combination of luxury finishes, waterfront access, and thoughtful design rarely come available. Schedule your private showing today!

628 Dundee Lane, Holmes Beach
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Paradise Found while being just a 3-minute stroll to the soft sands and turquoise waters of the Gulf beaches!!! This 3-bedroom, 2.5-bathroom coastal retreat is the ultimate island getaway. Step inside to an open, light-filled living space perfect for relaxing after a day at the beach. Relax on the front balcony with morning coffee and a gulf breeze. The spacious primary suite features a luxurious en-suite bath, while two additional guest bedrooms provide plenty of room for family and friends. A convenient half-bath upstairs right off of the perfect kid hang out room and could also serve as an office. Outside is where the magic happens! Enjoy a Private heated pool surrounded by a generous sun deck, outdoor kitchen with grill, sink, and bar seating – ideal for sunset cookouts and entertaining! Tropical landscaping creates your own secluded oasis. Located on a quiet street, you are still very close to all the Holmes Beach restaurants, shops and more! Trolley stop is nearby for convenience too! More features to point out is the large 2 car garage, elevator to all levels and a laundry room off the man floor. Whether you’re looking for your forever beach home, a lucrative weekly vacation rental, or the perfect island getaway, this property checks every box.

307 64th Street, Holmes Beach
$1,350,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Welcome to this elevated 3-bedroom, 2-bath coastal retreat, ideally located just minutes from the beautiful sands of Anna Maria Island. Designed for effortless island living, this inviting home features cathedral ceilings and an open-concept layout that fills the space with natural light and an airy, relaxed feel. Thoughtfully curated interiors blend comfort and coastal style, while spacious porches with inviting seating areas provide the perfect setting to unwind and enjoy the island breeze. An elevator adds everyday convenience, enhancing accessibility and ease of living. Downstairs, the home truly shines as an outdoor oasis. Enjoy a resort-style pool and spa, complemented by a covered entertaining area ideal for lounging, dining, or gathering with family and friends—perfect after a day at the beach. Situated in the heart of Holmes Beach, you’re moments from local favorites, charming shops, and the laid-back island lifestyle Anna Maria Island is known for. Whether you’re seeking a full-time residence, vacation getaway, or income-producing investment, this coastal home offers exceptional versatility and timeless appeal.

316 64th St, Holmes Beach
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 34217 Zip Code
Elevated and inviting, this 3-bedroom, 2-bath home on Anna Maria Island perfectly blends coastal character with family-friendly functionality. Bright and breezy, the open layout and cathedral ceilings create an airy feel, while thoughtful touches and cheerful décor make every space feel like home. An elevator adds convenience, and multiple porches with cozy seating provide ideal spots to enjoy the gentle island breezes. Designed for both relaxation and entertaining, the private backyard features a sparkling pool and spa, plus a covered area perfect for outdoor meals, game nights, or unwinding after a day at the beach. Inside and out, this home offers comfortable living spaces that make every gathering memorable. Located in the heart of Holmes Beach, you’ll enjoy easy access to local shops, restaurants, and, of course, the beach. With its friendly, laid-back vibe, Holmes Beach is ideal for full-time living, weekend escapes, or family vacations. Don’t miss this rare opportunity to embrace the island lifestyle in a charming, elevated home that truly has it all.

318 64th Street, Holmes Beach
$570,000
2 Beds ⋅ 2 Baths ⋅ Sea Side Gardens SubDv. ⋅ 34217 Zip Code
Welcome to your island oasis! Seaside Gardens is a beautiful community nestled along the canals of the Anna Maria Island Intracoastal Waterway - where short-term rentals are allowed and every day feels like vacation. This fully renovated 2-bed, 2-bath villa features an open floor plan and gorgeous coastal finishes, ready for you to move right in and start living the AMI lifestyle. Step inside to discover all new stainless steel appliances, quartz countertops, an open-concept kitchen/dining/living area, and an interior laundry room with washer and dryer. A light-filled Florida room offers additional space for dining, lounging, or simply relaxing after a day at the beach. The landscaped and fenced backyard provides privacy and plenty of room to entertain. This home has been thoughtfully upgraded for comfort and peace of mind, including: *Hurricane-impact windows, *Waterproof PVC wallboard and trim on the lower four feet of interior walls, *Flood gates installed on exterior doors, and a *New shingle roof completed December 2025. Storage is abundant with a carport storage room, backyard storage shed, and additional storage locker. The community delivers exceptional amenities: a boat ramp just down the street, tennis/pickleball courts, a basketball court, dog park, and the iconic sugar-sand beaches of Anna Maria Island only a short walk away. Golf carts are allowed, pets are welcome (for both owners and renters—a great rental advantage!), and a free island trolley stop sits right at the neighborhood entrance. Offered fully furnished with only a few personal exclusions, this villa is your ticket to the island life. Are you ready to claim your dream retreat on Anna Maria Island?

417 63rd Street, Holmes Beach
$955,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
THIS ISLAND RETREAT ALSO IS A BOATERS DREAM, SEPARATE DEEDED BOAT SLIP . Do not miss out on this lovely coastal single family island home also has a separate deeded boat slip and water access right across the street from you. No bridges to go under either, just perfect for the avid boater. There is also plenty of room for a pool on this sizable lush tropical lot . Nicely located towards the north end with just a short stroll to the beach to watch some of Floridas breathtaking sunsets or take a walk or bike ride and explore the two cities of Holmes Beach and Anna Maria from dining, to restaurants, and shopping. This seller has truly not left any stone unturned, in 2008/2009 this home underwent a major remodel down to the exterior walls with Gagne Construction, a long time island builder designer contractor and now this 2nd remodel, has truly put her own stylish touches on this home. The current remodel is featuring a brand new kitchen, new stone counters, new bathrooms, new AC, new appliances , new hot water tank, new interior doors and fixtures all finished with stylish gold handles and accents throughout. This home also has a one car attached garage and a large front screened in porch to sip your morning coffee on or feel the lovely island evening breezes. Roof was done in 2017. The home has been completely brought to life with all new fresh interior and exterior paint as well . Do not miss out on this truly adorable island retreat for you and your family. Your island retreat awaits

237 85th Street, Holmes Beach
$700,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point & Moorings SubDv. ⋅ 34217 Zip Code
Nestled within the highly sought after West Bay Point & Moorings community, this beautifully updated 2BD/2BA second floor condo offers a comfortable and refined coastal lifestyle in one of the island’s most desirable settings. Thoughtfully laid out with spacious bedrooms, each with its own ensuite bath, the unit has been tastefully refreshed to reflect a clean, modern aesthetic while maintaining its relaxed charm. From the moment you enter, you're drawn to the breathtaking water views that stretch across the Intracoastal Waterway & Tampa Bay, providing a serene, ever-changing backdrop that can be enjoyed from the main living spaces. Natural light pours in through large windows, enhancing the sense of openness and connection to the tranquil surroundings. Additional features include a refreshed floor plan with an open kitchen design, wine/coffee bar, interior laundry, storage, impact windows, new roof being stalled approximately June ’25 and furnishings convey as well. Whether you're seeking a serene full time residence or a flexible 2nd home/ investment opportunity, the association’s allowance for monthly rentals makes this a versatile choice. Enjoy access to a heated pool, tennis courts, and available boat dockage along with a carport too all while soaking in the beauty of waterfront living at its finest. Experience the ease of island living in a community where every detail is designed for comfort, beauty, and peace of mind.

6400 Flotilla Drive Unit 87, Holmes Beach
$1,525,000
3 Beds ⋅ 2 Baths ⋅ Cobb Sub SubDv. ⋅ 34217 Zip Code
Perfectly placed on a quiet street, this 3BD/2BA elevated island home blends coastal charm with practical comfort, making it equally suited for personal enjoyment or continued success as a vacation rental. The open concept layout invites relaxed living, with a bright kitchen featuring granite counters, stainless steel appliances, and a large breakfast bar that flows effortlessly into the living and dining areas. French doors open onto a covered balcony overlooking swaying palms. The primary suite offers a peaceful escape with its own private balcony and an ensuite bath complete with a double vanity and spacious walk-in shower. Two additional bedrooms are thoughtfully positioned to provide privacy and comfort for guests. On the ground level, you'll find a bonus space off the garage, offering added flexibility to suit your needs. The tropical backyard delivers that island lifestyle with a sparkling heated pool and shaded outdoor seating area. Sold turnkey, this home is ready to enjoy from day one. Tucked within a weekly rental zone and just moments from local shops, restaurants, and only steps to the beach, it checks all the boxes for coastal living with income generating potential.

5710 Carissa Street, Holmes Beach
$562,000
2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code
PRICE DROP! Motivated seller!Welcome to 407 63rd Street, Holmes Beach — a beautifully renovated island getaway just a short walk to the sugar-sand beaches, shops, and local dining of Anna Maria Island! This successful income-producing Airbnb combines coastal charm with modern upgrades, featuring elegant tile floors, high-end quartz countertops, and stainless steel appliances throughout. The bright and inviting sunroom offers extra space to unwind, while the private backyard with a cozy fire pit is perfect for enjoying peaceful evenings under the palms. Every detail has been thoughtfully updated to provide comfort, style, and durability — making it ideal as a full-time residence, vacation home, or turnkey rental investment. Best of all, upcoming Airbnb bookings can be transferred to the new owner for a seamless, income-ready transition into island living.

407 63rd Street, Holmes Beach
$8,100,000
5 Beds ⋅ 8 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Experience the pinnacle of coastal luxury with this newly constructed bayfront residence on Anna Maria Island. Offered fully furnished with high-end furniture, this home features top-tier Wolf and Sub-Zero appliances and a state-of-the-art Control4 home automation and audio-video system. Thoughtfully designed to capture sweeping panoramic views of Anna Maria Sound, this exceptional home offers five spacious bedrooms—each with its own en-suite bathroom, plus an additional full outside bath and two additional half baths for added convenience. Perfectly positioned for boating enthusiasts, the property provides seamless access to the Gulf of America and Tampa Bay, with calm, protected waters ideal for sailing. The outdoor living space is a true retreat, featuring a resort-style pool and spa, a fully equipped outdoor kitchen with two Wolf grills, a full workout room, and impeccably designed areas for relaxation and entertaining. Inside, you’ll find elegant stone countertops, custom cabinetry, and the convenience of a private elevator. A spacious three-car garage adds practicality, while the second floor offers a tranquil primary suite complete with a luxurious en-suite bath, private covered balcony with breathtaking views, and a home office. The third level includes a secondary living area, perfect for guests or multi-generational living. Ideally located just moments from world-class dining, upscale shopping, and some of the most beautiful beaches in the world, this home offers the ultimate in refined coastal living!

619 Key Royale Drive, Holmes Beach
$2,625,000
3 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Effortlessly blending relaxed coastal living with refined design, this beautifully remodeled 3BD/3BA retreat invites you to slow down and stay awhile. Inside, the heart of the home is a show stopping kitchen that exceeds expectations with wood cabinetry, sleek quartz counters, a gas range, double ovens, wet bar with wine fridges, and a massive center island that makes entertaining both elegant and easy. Rich wood beams warm the open concept living and dining areas, where natural light spills in through oversized sliders that frame the view to your private outdoor oasis. Two of the bedrooms feature ensuite bathrooms, offering comfort and privacy for guests or family. The seamless indoor outdoor flow leads to a backyard paradise designed for total enjoyment, with a sparkling heated pool and spa, lush tropical landscaping, and ample space for lounging in the sun or shade. A private dock with electric and water access extends your lifestyle to the water, whether you’re an avid boater or simply enjoy the waterfront setting. Under the covered outdoor living space, complete with grill, refrigerator, and a wood burning fireplace with updated gas components (December 2025), the space transforms into the perfect spot for gathering year round. Thoughtful upgrades throughout include the full replacement of all original cast iron plumbing, removal of all in floor water lines and installation of new water lines in the attic, all new electrical wiring, fixtures, and panel, plus an on demand hot water heater with a recirculating pump delivering instant hot water to every sink and shower. A buried 125 gallon propane tank supports the gas features throughout. Topped with a durable metal roof and fortified with impact rated windows and doors, this canal front gem is as solid as it is stylish. Just a short stroll or bike ride to the sugar white sands of Anna Maria Island and moments from beloved shops, restaurants, and local attractions, this is island living perfected, don’t let this rare coastal escape slip away.

523 69th Street, Holmes Beach
$2,735,000
4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
From sunrise to sunset, stunning Gulf views throughout the house. One of the most outstanding features of this property is the expansive rooftop deck—an irreplaceable amenity due to current height restrictions. From this vantage point, take in breathtaking Gulf sunsets, views of the Sunshine Skyway Bridge, and sweeping 360-degree panoramas of the island and surrounding waters. The elevated position of the street further enhances views and peace of mind. The home was thoughtfully designed by award winning architect Emily Anne Smith. The floor plan with four bedrooms, including two luxurious primary suites. Every bedroom features a private en-suite bathroom, complemented by two additional half bathrooms for a total of six bathrooms. A separate washer and dryer add convenience. The layout is designed to maximize natural light and capture views from sunrise to sunset. Both living levels feature wrap around decks with large seating and lounging areas. The second living level hosts a spacious primary suite with heated bathroom floors, a jacuzzi-style soaking tub, large shower, and dual vanities. This level also includes two additional en-suite bedrooms, plus a comfortable living area with a half kitchen featuring a sink, refrigerator, microwave, toaster oven, ample cabinetry, and a 48-bottle wine cooler—perfect for guests and family seeking privacy and independence. The third living level showcases an open-concept design with soaring ceilings, where the main kitchen, dining, and living areas all face the Gulf. Enjoy spectacular sunset and skyline views from nearly every angle. This level also features a second primary suite with a king bed and spa-like en-suite bathroom, a separate half bathroom, office workspace, and direct access to the rooftop deck. Outdoor living is equally impressive, highlighted by a resort-style pool with rock waterfall, jet stream fountain, jacuzzi jets, auto-fill system and mature tropical landscaping. A six-foot privacy fence surrounds the property. Entertain with ease at the covered tiki bar equipped with sink, refrigerator, TV, stereo, plus multiple shaded and sun-soaked seating areas. Additional features include a large garage accommodating 2–3 vehicles with 9-foot ceilings, extensive storage, workbenches, elevator, impact-rated PGT windows and doors, metal roof, low-maintenance stucco and Hardie plank exterior, heated slate kitchen floors, plus slate in entrance and storage room, bamboo flooring throughout the rest of the house, Hunter Douglas blinds, and the home is offered fully furnished and move-in ready. The home also features a monitored security system, smart thermostats and an Artificial Intelligence (AI) Camera System with DVR. Never rented, yet zoned for weekly rentals. No hurricane water intrusion in 2024. A truly rare offering on Anna Maria Island on one of the highest elevation and quietest streets with a deeded beach access.

106 79th Street, Holmes Beach