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5200 Gulf Drive Unit 107, Holmes Beach
$709,000
2 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code
Salt air, swaying palms and the Gulf at your doorstep. This 2-bedroom, 2-bath condo at Martinique South in the heart of Holmes Beach captures the easy rhythm of island life. Start your morning on the enclosed porch with coffee in hand and glimpses of turquoise water through the palms. It's an easy place to unwind any time of day. Inside, the open layout flows from the kitchen to the dining and living areas, made for relaxed everyday living and easy entertaining. The kitchen has granite countertops, generous cabinetry and plenty of room to prep. An in-unit washer and dryer and a new A/C installed in 2026 add comfort and peace of mind. Then there's the storage, a rare find on the island. A private garage gives you your own secure space to park, plus room for kayaks, paddleboards, bikes and fishing gear. Three more storage units hold the beach chairs, umbrellas and seasonal extras, so your condo stays clean, clutter-free and ready to enjoy. Step outside to the community's Gulf-front pool, clubhouse and tennis court, or follow the direct beach access to the sugar-sand shoreline just steps away. Make it your full-time island home or a laid-back weekend escape. This is coastal living with room for it all, on Anna Maria Island.

5200 Gulf Drive Unit 107, Holmes Beach

5390 Gulf Drive, Holmes Beach
$1,480,000
3 Beds ⋅ 2 Baths ⋅ Gulfview Villas Condominium SubDv. ⋅ 34217 Zip Code
Live the island lifestyle just steps from the Gulf of Mexico! Ideally situated within easy walking distance of the beautiful white-sand beaches, this elevated three-story coastal residence places everything that makes island living special right at your fingertips. Spend your mornings at the beach, enjoy lunch at a favorite island restaurant, browse local shops, or hop aboard the island trolley for an afternoon of exploring. Located in a **Weekly Rental Zone**, this versatile property presents an appealing opportunity as a personal beach retreat, full-time residence, or income-producing vacation rental. Inside, light-filled living spaces and relaxed coastal finishes create a welcoming atmosphere. The open-concept main living level brings the kitchen and gathering spaces together, featuring stainless steel appliances, beadboard cabinetry, and understated coastal details. Upstairs, the generously sized primary suite is a peaceful retreat with soaring ceilings, space for a sitting area, and a private ensuite bath offering both a soaking tub and separate walk-in shower. A second bedroom and additional den or home office provide flexibility for overnight guests, remote work, or additional living space. Outdoor living is an integral part of the experience, with mature tropical landscaping, a private balcony, and two patios offering inviting settings for outdoor dining, entertaining, or simply relaxing after a day on the beach. The backyard provides another opportunity to enjoy the island's laid-back atmosphere. A spacious garage and abundant storage accommodate everything from bicycles and beach gear to recreational essentials. Practical updates add to the appeal, including a NEW air conditioning system and a ROOF installed in 2021. The elevated three-story design, generous parking, oversized garage, and low-maintenance landscaping further enhance the property's functionality. Whether you're seeking a beachside escape, a year-round island residence, or a vacation rental investment with weekly rental flexibility, this property delivers an enviable combination of location, lifestyle, and opportunity. The beach is calling!

5390 Gulf Drive, Holmes Beach

605 Concord Lane, Holmes Beach
$2,924,999
4 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Welcome to 605 Concord Lane, a beautifully remodeled waterfront retreat nestled within the exclusive and highly sought-after Key Royale community. This home is being sold furnished and underwent a gut remodel by Shoreline Builders of AMI and Interior Designs by Inspired By Design, LLC. Situated on a generous 0.24-acre lot, this turn key furnished elegant 4-bedroom, 3-bathroom residence boasts 95 feet of pristine canal frontage, complete with a private boat dock and a 9,000-pound lift. Boating enthusiasts and sailors will particularly appreciate the seamless, bridge-free deep-water access directly out to Tampa Bay and the Gulf of Mexico. Step inside to discover a bright, open-concept floor plan elevated by soaring vaulted ceilings and modern recessed lighting that flood the main living areas with natural light. Designed for effortless entertaining, the gourmet kitchen features premium brand-new Quartz countertops, sleek stainless steel appliances, abundant custom cabinetry, and expansive counter space. The thoughtful layout offers maximum privacy, highlighted by a spacious primary suite with two walk-in closets and a luxurious en-suite bath, alongside a secondary guest bedroom that enjoys its own private en-suite accommodations. Beyond its aesthetic appeal, the property offers complete turnkey peace of mind with a comprehensive suite of high-ticket upgrades completed in 2024, including a new roof, brand-new custom pool, new pool heater, new water heater, new central air conditioning systems, new hurricane windows, new seawall and dock. The island lifestyle continues just blocks away at the private Key Royale Club, where residents can opt into social or golf memberships to enjoy a pristine par-32 nine-hole course, clubhouse dining, and a vibrant calendar of community events. Combined with a flexible one-month minimum rental policy, this exceptional property represents a rare and versatile opportunity to own a premier full-time residence, an idyllic seasonal getaway, or a lucrative income-producing investment or solid option for your income producing 1031 exchange.

605 Concord Lane, Holmes Beach

503 65th Street, Holmes Beach
$1,395,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Welcome to Your Anna Maria Slice of Waterfront Paradise! Discover laid-back living in this 3-bedroom, 3-bathroom, ground-level canal-front home where old Florida charm meets updated style. Ideally located in the heart of Holmes Beach, this home offers traditional island living and effortless access to the water, saltwater pool and spa, and lovely outdoor spaces. Inside, the open-concept living area features natural Mexican tile flooring and flows into a beautifully updated kitchen complete with stainless steel appliances, quartz countertops, and a Spanish-tile backsplash. Additionally, the windows were replaced in 2013 and new closed cell insulation was added to all exterior walls in 2024. Three generously sized bedrooms provide plenty of space for family and guests, including a comfortable primary suite with a beautifully remodeled private en-suite bath. Step outside and make the most of Florida living. Take a dip in the heated saltwater pool and spa or relax in the pergola while enjoying the tranquility of natural landscaping. From your private 30-foot dock, launch a kayak, paddleboard, or boat to fish or just explore the surrounding waterways with no low bridges to navigate. The dock is fully equipped with water and electricity, a convenient fish-cleaning station, and a 10,000-pound sling boat lift, making it an ideal setup for anglers and boating enthusiasts. After a day on the water or at the beach, rinse off in the enclosed outdoor shower. The location is hard to beat and just TWO blocks from the Gulf’s pristine beaches, sunsets, and sparkling waters. Walking distance from many shops and restaurants; one block from a free trolley stop. The carport and spacious driveway can accommodate at least six vehicles, a rare bonus for island living. Priced to sell and ready for your personal touch, this canal-front gem offers the perfect opportunity to create your own piece of paradise in Holmes Beach. Come experience the lifestyle, the location, and the waterfront setting for yourself — this one won’t last long!

503 65th Street, Holmes Beach

303 58th Street, Holmes Beach
$2,249,000
4 Beds ⋅ 3 Baths ⋅ Tidewater Preserve SubDv. ⋅ 34217 Zip Code
AMAZING LOCATION • COMPLETELY UPDATED • BRAND NEW POOL • BRAND NEW METAL ROOF 9/2026• TURN-KEY FURNISHED Casa Bella is a spacious and beautifully updated 4-bedroom, 3-bath home offering more than 2,500 sq ft in the heart of Holmes Beach. Located just steps from shopping and dining and only a 5-MINUTE WALK TO BEACH, this property is situated in one of Anna Maria Island’s most desirable WEEKLY RENTAL ZONES, making it an excellent investment opportunity or a ready-to-enjoy personal beach retreat. This home has undergone extensive recent updates, including new wood flooring throughout, a brand-new spool (pool with spa jets), and a brand-new roof. Casa Bella is offered turn-key furnished, featuring a thoughtfully curated collection of artwork and unique furnishings. The coastal-style interior includes a large great room, fully stocked updated kitchen with custom cabinetry, stainless steel appliances, stone countertops, and a spacious dining area. The home comfortably accommodates up to 10 guests, with three bedrooms featuring king beds and a fourth bedroom designed with two twin-over-twin bunk sets—ideal for families or renters. Additional features include A LOWER LEVEL RECREATION ROOM with a ping-pong table, three updated bathrooms with spa-style finishes, 2 owner closets and three screened porch areas, perfect for enjoying morning coffee or evening breezes. Situated on a LARGE CORNER LOT with lush tropical landscaping, the outdoor area offers a private FENCED backyard oasis with ample space for dining, entertaining, and relaxing by the pool. Turn the key and start enjoying the ideal Holmes Beach lifestyle—whether as a personal coastal retreat or a strong VACATION RENTAL PERFORMER, Casa Bella offers flexibility, comfort, and an exceptional location.

303 58th Street, Holmes Beach

28 Seaside Court, Holmes Beach
$660,000
2 Beds ⋅ 2 Baths ⋅ Sea Side Gardens SubDv. ⋅ 34217 Zip Code
WATERFRONT VALUE ON ANNA MARIA ISLAND! This beautifully updated 2-bedroom, 2-bath villa offers waterfront living, weekly rental potential, and a long list of significant 2023–2025 improvements. Whether you're looking for an income-producing investment, second home, or island getaway, this turnkey furnished property offers an opportunity to own on Anna Maria Island without the price point of many larger waterfront homes. Watch dolphins and manatee all day. The kitchen was completely remodeled in 2025 with all-new cabinetry, granite countertops, and new stainless-steel appliances including a range, dishwasher, refrigerator, and microwave. The laundry and utility areas were also updated in 2025 with a new water heater, washer, dryer, and doors. Both bathrooms have been updated, including a new walk-in shower, toilet, and vanity in the guest bath, plus a new vanity and toilet in the primary bath. The home also features Back hurricane-impact windows and doors, providing an important upgrade for coastal living. Major infrastructure improvements include updated electrical and plumbing in 2025. The electrical system was brought up to current standards with a completely updated breaker box, while plumbing was relocated out from the ground level. A new plumbing liner was installed throughout the kitchen, laundry, hallway, and both bathrooms. Outside, enjoy your waterfront setting with a new seawall installed in 2023 and space for a boat, kayaks, paddleboards, or other water toys. A private parking area provides room for two cars, while a storage shed offers additional space for beach gear, bikes, and outdoor equipment. The property is being sold furnished and turnkey,( exclude personal items, one wall hanging and Kayaks) with future rental bookings already in place. Located in a weekly rental zone, it offers flexibility for an investor seeking rental income or a second-home owner who wants to enjoy the property while offsetting ownership costs through rentals. Holmes Beach also offers an exceptional array of nearby public recreational amenities, including a dog park, pickleball courts, tennis courts, boat launch area, ball fields, basketball area, outdoor fitness equipment, and children's play areas, all available for public use at no additional cost. A rare combination of waterfront living, extensive recent updates, weekly rental potential, private parking, storage, and recreational amenities makes this an appealing opportunity for buyers looking for an attainable way to own on Anna Maria Island.

28 Seaside Court, Holmes Beach

214 S Harbor Drive, Holmes Beach
$1,595,000
Sportsmans Harbor SubDv. ⋅ 34217 Zip Code
On Anna Maria Island, the combination almost never appears at once: a canal-front lot, a short walk to the Gulf, and short-term rentals allowed. This one does. 6,710 sq ft waterfront homesite is already dressed for island living. A seawall, dock, and boat lift are in place, so the water is ready the day construction begins. New home plans are available, giving you a head start on a full-time residence, a private retreat, or an income-producing rental in the heart of Holmes Beach. Guests come to this stretch of the island for sugar-sand beaches, easy boating, and an unhurried coastal rhythm. From here, all three are within reach: a stroll to the beach, a boat that can be in the water as soon as the house is finished, and a location that works as beautifully for owners as it does for renters. Lots like this rarely surface. Get ready to build your dream home and start enjoying all that Anna Maria Island has to offer.

214 S Harbor Drive, Holmes Beach

3014 Avenue  E, Holmes Beach
$3,400,000
4 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Just steps from beach access, this exceptional Holmes Beach residence captures close up, unobstructed Gulf views that become part of everyday life. Open the doors and hear the waves rolling in, spend afternoons with your toes in the sand, and watch the sun disappear over the Gulf from your own west facing balcony. Built in 2015, this elevated residence feels fresh, sophisticated and effortlessly coastal. Professionally designed and offered furnished, the interiors are filled with natural light and thoughtfully finished with high ceilings, plantation shutters and newer flooring. Expansive windows throughout frame breathtaking views while bringing the beauty of the island indoors. Fresh interior and exterior paint adds to the beautifully maintained, move-in-ready feel. The kitchen sits at the heart of the home, anchored by an exceptionally large island designed for gathering. Thoughtfully integrated appliances, including a concealed refrigerator, wet bar with beverage fridge, and statement range hood, preserve the clean aesthetic, while abundant cabinetry and storage make the space as functional as it is beautiful. The open living areas flow naturally toward the outdoors, allowing the Gulf, sunlight and island breezes to remain part of the experience. Outdoor living is just as extraordinary. East and west-facing balconies let you follow the sun throughout the day, while the expansive wraparound west-facing balcony offers a front row seat to spectacular Gulf sunsets. Below, a fully fenced backyard creates a private tropical oasis centered around the pool and spa, offering a secluded place to swim, entertain or unwind after a day at the beach. Two private ensuite bedrooms and a private elevator add another layer of comfort and ease, while the home's thoughtful design makes it equally suited to quiet escapes and gathering with family and friends. Perhaps the greatest luxury is how little you need your car. Walk to the beach, wander to local restaurants and shops, or explore the island by bike or golf cart. In a place that has managed to preserve its character while so much of Florida has grown around it, this home offers something increasingly rare: elevated island living without losing the charm that makes Anna Maria Island so special.

3014 Avenue E, Holmes Beach

5325 Marina Drive Unit 133, Holmes Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Waterline Villas & Marina SubDv. ⋅ 34217 Zip Code
Imagine having your own place on Anna Maria Island where flip-flops are the dress code, sunsets are part of the daily routine, and the beach is always calling. Waterline Villas & Marina offers a truly unique opportunity to own a fully furnished island getaway while enjoying rental income when you're away. Built in 2017, these modern 2-bedroom, 2-bath residences are completely turn-key, with stocked kitchens, in-unit laundry, and a relaxed coastal style that fits perfectly with the Anna Maria Island lifestyle. Owners can enjoy their residence for up to 120 days each year, while professional on-site management handles nightly rentals, maintenance, and guest services when you're not there. When it's time to unwind, enjoy the bayside pool, fitness center, a game room, on-site restaurant, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and trolley access make it easy to leave the car behind and explore the island. Spend your mornings with coffee by the water, afternoons at the beach, and evenings watching the sun go down. Waterline makes enjoying Anna Maria Island easy. Own the getaway. Enjoy the island. Let the property work for you when you're away!!!

5325 Marina Drive Unit 133, Holmes Beach

5325 Marina Drive Unit 131, Holmes Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Waterline Villas & Marina SubDv. ⋅ 34217 Zip Code
Welcome to Waterline Villas & Marina, a boutique waterfront property offering a unique way to own on Anna Maria Island without the expense and responsibility of maintaining a full-time vacation home. Enjoy your residence for part of the year and generate rental income when you're away. Built in 2017, these beautifully appointed 2-bedroom, 2-bath residences are fully furnished and turn-key, featuring stocked kitchens, in-unit laundry, and a relaxed Old Florida atmosphere. Owners can use their residence for up to 120 days each year, while professional on-site management takes care of nightly rentals, maintenance, and guest services when you're not in residence. Waterline offers a wonderful selection of amenities, including a bayside pool, fitness center, on-site restaurant, a game room, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and convenient trolley access make enjoying the island easy. Spend your days at the beach, on the water, exploring the island, or simply relaxing by the bay. Whether you're looking for a personal vacation retreat, an income-producing property, or a combination of both, Waterline Villas & Marina offers a rare opportunity to enjoy the Anna Maria Island lifestyle with the convenience of professional management. It is a must see!!

5325 Marina Drive Unit 131, Holmes Beach

106 81st Street, Holmes Beach
$5,250,000
4 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
One of the most distinctive residences on Anna Maria Island, this exceptional coastal home is a true celebration of thoughtful design, effortless entertaining, and spectacular Gulf views. Just steps from the shoreline and the island’s world-renowned beaches, this four-bedroom retreat was designed as a private haven for family and guests, with every detail carefully considered. An established and successful vacation rental, the property grosses over $350,000 annually, offering an exceptional opportunity for both personal enjoyment and investment. Three expansive travertine terraces create extraordinary outdoor living spaces, each offering its own unique setting. The second-level covered terrace features a fully equipped summer kitchen with grill, sink, and ice machine, overlooking the large heated pool and spa. The third-level terrace is open to the sky and furnished with a fire pit, creating the perfect place to gather while taking in unobstructed views of the Gulf of Mexico. Above it all, the rooftop terrace offers breathtaking panoramic views stretching from the Gulf to the Skyway Bridge. Every level is easily accessible by elevator or stairs. Designed for both luxury and efficiency, the home features more than 9,000 watts of solar power, offering exceptional performance with low-maintenance coastal living. The ground level includes two garages—one oversized two-car garage and a separate garage ideal for a golf cart, beach equipment, water toys, or owner storage. The second level showcases an inviting living and great room, dining area, and gourmet kitchen, with French doors opening directly to the covered terrace and summer kitchen. The kitchen is appointed with state-of-the-art appliances and a wine cooler, perfectly suited for both intimate gatherings and larger-scale entertaining. The thoughtfully designed bedroom layout offers four private en-suite retreats. Two are located on the second level alongside an office/media room, while the third level features the home’s expansive primary suite and an additional guest suite. From its exceptional outdoor living spaces and sweeping Gulf views to its sophisticated interiors, impressive energy features, and proven rental history, this extraordinary Anna Maria Island residence offers a rare opportunity to experience island living at its finest.

106 81st Street, Holmes Beach

524 68th Street, Holmes Beach
$1,400,000
2 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Bring your vision to this exceptional waterfront property in sought-after Holmes Beach on Anna Maria Island. The existing home sustained damage during Hurricane Helene and has not been remodeled, offering the opportunity for a complete elevated renovation or a new custom build, subject to applicable city and county requirements. The sale includes partial plans for a new construction home and a complete set of plans for an elevated remodel, giving the next owner a valuable head start. Use either plan, modify them to fit your vision, or create your own custom design. The property also features a two-year-old seawall and dock, 15,000-pound boat lift, and floating dock—significant waterfront improvements already in place. An outstanding opportunity for a builder, investor, or buyer seeking to create a premier waterfront retreat in Holmes Beach

524 68th Street, Holmes Beach

210 84th Street, Holmes Beach
$1,000,000
2 Beds ⋅ 2 Baths ⋅ Beachton Park SubDv. ⋅ 34217 Zip Code
Virtually Staged. BUY THIS HOUSE and start living the Anna Maria Island lifestyle! Welcome to 210 84th Street in Holmes Beach, Florida, a 2-bedroom, 2-bathroom single-family home with a private in-ground pool and NO HOA, located on beautiful Anna Maria Island. Set on an approximately 9,000-square-foot lot, this single-story home offers approximately 1,200 square feet of living space, an open floor plan, wet bar, laundry room, generous storage, hurricane shutters and a two-car carport. Outside, your private pool and fenced outdoor space create your own Florida retreat. Location is where this property really shines. Enjoy convenient access to the Gulf beaches of Anna Maria Island, along with Holmes Beach restaurants, shopping, boating, fishing and the relaxed island atmosphere that makes this area so desirable. Whether you’re searching for a primary residence, second home or Florida island getaway, this property offers something increasingly hard to find: a single-family pool home in Holmes Beach with no HOA and room to make it your own. 210 84th Street deserves to be seen in person. Schedule your private showing and come experience the possibilities of island living.

210 84th Street, Holmes Beach

405 28th Street, Holmes Beach
$2,845,000
5 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
This exquisitely renovated waterfront home on Anna Maria Island features nearly 80 feet of prime water frontage, providing breathtaking views from both the front and back of the property. A private boat dock and lift make this residence a paradise for boating enthusiasts. Recent extensive renovations include state-of-the-art electrical and air conditioning systems, impact-rated windows, new exterior siding, and a new roof, ensuring the home is both safe and energy-efficient. Step inside to discover a modern kitchen outfitted with high-end appliances, ample storage, and chic finishes, making it a chef's dream. The spacious open-concept living and dining areas are perfect for both relaxation and entertaining, with large windows that fill the space with natural light and allow for stunning water views. Four of the five bedrooms provide serene water views, while the bathrooms are elegantly designed with premium fixtures and finishes, offering a spa-like retreat. Outdoor living is a delight with the home's expansive decks, perfect for al fresco dining, entertaining guests, or simply soaking in the spectacular water views. The tropical landscaping enhances the natural beauty of the property, creating a serene and private oasis. Located just a short stroll from the pristine beaches of Anna Maria Island and the vibrant atmosphere of Bridge Street, this home offers the perfect blend of luxury and convenience. Schedule your showing today!

405 28th Street, Holmes Beach

600 Manatee Avenue Unit 226, Holmes Beach
$369,000
1 Beds ⋅ 1 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code
Turnkey Furnished 1-Bedroom Condo Just a Short Walk to the Beach on Anna Maria Island Enjoy the laid-back Anna Maria Island lifestyle from this elevated, turnkey furnished 1-bedroom, 1-bath condo in the desirable Westbay Cove community. Ideally located just a short walk from the public beach and within easy walking distance of local shops, restaurants, and island favorites. The free Anna Maria Island Trolley is also nearby, providing convenient transportation from the north end of the island all the way to Coquina Beach. This spacious second-floor condo features an open floor plan, abundant natural light, and a private balcony overlooking the pool and lush tropical landscaping. Built-in bunk beds provide additional sleeping space, making the condo especially convenient for visiting family, guests, or grandchildren. Offered fully furnished and move-in ready, the condo includes flat-screen TVs in both the living room and bedroom. Westbay Cove offers a fantastic collection of amenities, including two heated swimming pools, tennis and pickleball courts, outdoor gathering areas, a kayak and paddleboard launch, and beautifully maintained tropical grounds. Large dogs are welcome, adding even more flexibility for owners and guests. *Note: Property Information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyers' agent.

600 Manatee Avenue Unit 226, Holmes Beach

239 S Harbor Drive, Holmes Beach
$3,200,000
4 Beds ⋅ 6 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code
Welcome to Sea Glass Harbor, an exceptional expression of luxury coastal living in the heart of Anna Maria Island! Built in 2021, this exquisite multi-level residence offers 4 bedrooms, 5.5 baths, a private pool and spa, plus a versatile den/flex space—beautifully designed for refined island living, effortless entertaining, and unforgettable escapes. The main living level showcases an impressive open-concept kitchen, dining, and living area filled with natural light and an inviting coastal ambiance. The upscale kitchen is beautifully appointed with solid wood cabinetry, elegant quartz countertops, stainless steel appliances, and a generous center island that creates the perfect setting for entertaining family and guests. This level also offers two generously sized bedrooms, 2.5 beautifully designed baths with distinctive finishes, and a conveniently located laundry area. The upper level is home to a luxurious primary suite with a private ensuite bath, along with an additional spacious bedroom featuring its own ensuite. The bonus den/flex space provides even more options for your family to spread out and enjoy all of the areas of this stunning beach home. Designed to embrace the quintessential island lifestyle, the outdoor spaces are equally impressive. Relax beside the private pool and spa, entertain beneath multiple decks, or unwind in the lush tropical backyard. At the crown of the home, the rooftop deck delivers sweeping bay views—the perfect backdrop for sunset cocktails or quiet evenings under the stars. The unique split two-car garages provide exceptional parking and storage. Offered turnkey furnished with beautiful coastal décor, this remarkable residence is a successful vacation rental and presents a rare opportunity to own a luxurious island retreat with proven investment appeal. Ideally located in central Holmes Beach, you’re just minutes from the beach, exceptional local dining, shopping, and island entertainment. Boaters will appreciate convenient access to the community boat ramp, providing an effortless gateway to the surrounding waterways. Elegant coastal design, exceptional outdoor living, proven rental appeal, and an enviable island location—this is Anna Maria Island luxury at its finest!

239 S Harbor Drive, Holmes Beach

3705 E Bay Drive Unit 115, Holmes Beach
$450,000
2 Beds ⋅ 2 Baths ⋅ Sunbow Bay SubDv. ⋅ 34217 Zip Code
AWESOME PRICE REDUCTION!! On the Bay and just 3 blocks to beautiful beaches and Gulf of America on world renowned Anna Maria Island!!! Spacious, turnkey furnished and ready for you to spend the weekend or winter, or rent out. Dog friendly community! Remodeled kitchen and baths, with Full size Washer and dryer in the kitchen! Elevated Building has a new elevator, 2 community pools. Long fishing pier with boating access. Tennis and pickle ball courts. Roof is only 2 years old. Kayaking and paddle boarding are steps away. Store your Kayak or paddle board under the building and launch from the dock and Kayak through mangrove tunnels and Anna Maria Sound. Eat in kitchen or your office space. Under building parking and storage area for beach equipment. Easy access to the mainland. Close to Publix, great cafes and stores. Bike to Robinson Preserve. Beautifully landscaped!

3705 E Bay Drive Unit 115, Holmes Beach

205 82nd Street, Holmes Beach
$999,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Cozy Cabana East is a turnkey island living with income already in place. This remodeled 2-bedroom, 2-bath home sits on a quiet Holmes Beach street just a short stroll to the Gulf, fully furnished and operating as a successful vacation rental. Step inside to light, comfort, and care. The open-concept living area welcomes you with warm tones, soft textures, and comfortable seating. Designed with coastal finishes, a fully equipped kitchen, and easy flow from living to dining make it ready to sit back and relax. Both bedrooms are kings with ensuite baths — one with a shower/tub combo, the other a walk-in shower — plus a queen sleeper in the living area so it comfortably sleeps six. The backyard is the showpiece: a private heated pool framed by tropical landscaping, lounge seating, outdoor dining, a gas grill, and an enclosed outdoor shower for sandy feet. Ground-level access, no interior stairs, washer/dryer and a one car garage. Short stroll to the Gulf, close to the free trolley, restaurants, and the everyday convenience that makes this home living at ease. Zoned for weekly rentals, Move-in ready. Schedule your showing today!

205 82nd Street, Holmes Beach

302 73rd Street, Holmes Beach
$1,179,000
Bay Palms SubDv. ⋅ 34217 Zip Code
Rare opportunity to build barefoot luxury in the heart of Holmes Beach. This coveted corner lot sits just a short stroll from the sugar-sand shoreline and turquoise Gulf water of Anna Maria Island — and concept elevations and plans are already available, giving you a head start on the home you've been picturing. Located in a weekly rental zone, the possibilities here are as exciting as they are flexible: a custom coastal residence, a private island retreat, or a high-performing vacation rental investment. The corner setting is the quiet advantage — added light, added air, and the freedom to design around Florida's celebrated indoor-outdoor lifestyle, with room for a resort-style pool, sun-washed terraces, and shaded living under the palms. Mornings on the beach. Afternoons on the water. Evenings watching the Gulf turn to gold. This is the island address you've been imagining — and the canvas to make it unmistakably yours.

302 73rd Street, Holmes Beach

202 Peacock  Unit B Lane Unit B, Holmes Beach
$880,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
BUY ONE OR BOTH SIDES OF THIS DUPLEX PROPERTY. STEPS TO THE BEACH AND LOCATED IN A WEEKLY RENTAL ZONE! Check out mls # A4698503 - Exceptional Island Investment Opportunity Just One Block to the Beach! Welcome to 202 Peacock Lane, Unit B, 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 one block 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, showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. 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 1 car over 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.

202 Peacock Unit B Lane Unit B, Holmes Beach

406 Bay Palms Drive, Holmes Beach
$1,270,000
2 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Your Anna Maria Island beach house is waiting, and this one checks all the boxes! Beautifully updated, turnkey furnished and located in a desirable weekly rental zone, this 2-bedroom, 2-bath home offers an exceptional combination of personal enjoyment and vacation rental potential. THIRD BEDROOM OPTIONAL too. Bright, inviting and designed for easy island living, the home features an open floor plan, colorful coastal interiors and thoughtful custom finishes. A beautifully designed sea turtle tile feature in the kitchen and nautilus-inspired tile in the primary bath add distinctive personality. The real attraction is outside, where a spacious private pool and spa create the perfect setting for enjoying Florida's year-round sunshine. A covered porch provides generous space for outdoor dining, entertaining or simply relaxing after a day at the beach. Location matters, especially when purchasing an island vacation property. Centrally located in Holmes Beach, this home puts the best of Anna Maria Island within easy reach. Hop on the free island trolley and explore everything from the Anna Maria City Pier to Coquina Beach, with shopping, dining and beautiful Gulf beaches along the way. Whether your goal is to generate vacation rental income, secure your own island getaway or enjoy the best of both, this property deserves your attention. With its desirable rental zoning, inviting outdoor amenities and move-in-ready condition, the opportunity to start enjoying island ownership is already in place. Don't just dream about owning a beach house on Anna Maria Island. Make your move. Call today to schedule your private showing!

406 Bay Palms Drive, Holmes Beach

215 82nd Street, Holmes Beach
$3,900,000
4 Beds ⋅ 7 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Under Construction. Brought to you by Noah Thomas Builders - Best in Luxury Coastal. 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

106 74th Street Unit 100, Holmes Beach
$5,250,000
4 Beds ⋅ 4 Baths ⋅ Bella Vista SubDv. ⋅ 34217 Zip Code
A rare Gulf Front Statement Residence in Holmes Beach on Anna Maria Island. Presenting an exceptional gulf front residence where scale, privacy, craftsmanship, and the beauty of Anna Maria Island come together in a truly distinctive offering. Set along the Gulf of Mexico this extraordinary elevated 3,200-square-foot residence offers a rare combination of generous proportions, refined finishes, privacy, and direct access to one of Florida's most celebrated beaches. With only two residences in the building, the setting feels remarkably private more like an exclusive beachfront estate than a traditional condominium. Designed and built by renowned Whitehead Construction in 2006, the residence reflects a level of quality and thoughtful construction rarely encountered in today's market. A private elevator provides direct access to the home adjacent to the kitchen for easy unloading of groceries. The residence offers four large bedrooms, with one currently appointed as a professional home office with room for a sofa bed. The extraordinary primary suite is a retreat in its own right, featuring a separate sitting area, two oversized walk-in closets, dual vanities, a separate soaking tub, and a spacious walk-in shower. At the center of the home, the gourmet kitchen takes full advantage of its gulf setting, overlooking the water and opening naturally toward the living areas. There's an abundance of granite counter space, elegant wood cabinetry, a walk-in pantry, two wine and beverage refrigerators. This area makes a great coffee bar area as well. Open the sliding glass doors for unobstructed views or relax on the screened porch and enjoy the sea breezes. It is equally suited to quiet mornings overlooking the gulf or elegant entertaining with family and friends as the sunsets. The outdoor amenities create an exceptional island lifestyle. The large heated pool and spa provides a private shaded place to relax and entertain, complemented by a shared bonus room adjacent to the pool. The outdoor shower allows everyone to clean up or cool off before coming inside. The green space provides the perfect place for a game of cornhole. A tandem garage provides substantial private parking and storage, while the residence enjoys direct access to a stretch of beach and beachfront firepit, creating an extraordinary setting for sunset gatherings and evenings under the stars. This is a property defined by space, privacy, provenance, and setting. The combination of a two residence building, private elevator, substantial interior scale, gulf front living, resort style amenities, and construction by Whitehead makes this a particularly rare offering on Anna Maria Island. For the discerning buyer seeking a distinctive Florida beachfront residence with the scale and presence of a private estate, this is an exceptional opportunity to own a truly memorable piece of Anna Maria Island.

106 74th Street Unit 100, Holmes Beach

6250 Holmes Boulevard Unit 24, Holmes Beach
$800,000
2 Beds ⋅ 3 Baths ⋅ North Beach Village SubDv. ⋅ 34217 Zip Code
Welcome to Sunsets & Daydreams! Beautiful, light & bright coastal retreat just 2 blocks from the beach! North Beach Village 2 bed 2.5 bath elevated condo with rare find lower level garage & storage area. NEW ROOF 2025! This clean & inviting property is sold turnkey & features all new furnishings, spacious bedrooms, 2023 sliding glass door & screened in lanai, 2021 new PGT impact windows, & newer luxury coastal vinyl plank flooring. North Beach Village is a quiet community with mature landscaping & grounds are meticulously maintained. This community also has one of the lowest condo fees on AMI at $885/mo! Condo fee includes master flood policy, internet, cable, pest control, landscaping & heated community pool. This short term rental can be sold with future bookings for 2027. Close to shopping, dining & just a short walk to the free Anna Maria Island trolley stop! Close to world class medical & within 30 min to IMG sports academy. One hr or less to 3 major airports: Tampa International, Clearwater/St Pete or Sarasota/Bradenton!

6250 Holmes Boulevard Unit 24, Holmes Beach

401 63rd Street, Holmes Beach
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Sea Side Gardens SubDv. ⋅ 34217 Zip Code
Welcome to this beautifully remodeled and furnished coastal retreat in the heart of Holmes Beach. Set on a generous 0.24-acre corner lot, this spacious single-level home offers four bedrooms, two and a half baths and 2,223 square feet of inviting living space. The bright, open interior is designed for effortless gathering and entertaining. The updated kitchen features an oversized island with seating, stone countertops, abundant cabinetry and new stainless-steel appliances. The kitchen flows naturally into the dining and living areas, while stylish tile flooring, plantation shutters and recessed lighting enhance the home’s fresh coastal character. The large primary suite includes a spacious walk-in closet and an impressive en-suite bath with a freestanding soaking tub and separate walk-in shower. Three additional bedrooms provide comfortable accommodations for family and guests, and a convenient laundry closet includes a new washer and dryer. Outside, enjoy colorful tropical landscaping and a sizable yard with space to relax and entertain. The property provides parking for up to four vehicles and is ideally located approximately 0.2 miles from the Holmes Beach pickleball and tennis courts and 0.4 miles from public beach access. Anna Maria Island’s shopping, dining and recreational amenities are all within easy reach. Currently configured as a completely remodeled single-family residence, the property also has the potential to be reestablished as a duplex or triplex, subject to applicable municipal approvals and verification. Offered furnished and supported by a one-week minimum rental period, this island home offers excellent vacation-rental income potential along with the flexibility to serve as a full-time residence or personal coastal getaway.

401 63rd Street, Holmes Beach

403 63rd Street, Holmes Beach
$695,000
2 Beds ⋅ 2 Baths ⋅ Sea Side Gardens SubDv. ⋅ 34217 Zip Code
A RARELY FOUND BLEND OF COASTAL LUXURY, THOUGHTFUL RECONSTRUCTION & ISLAND LIVING! Welcome to 403 63rd Street, a beautifully reimagined villa in desirable Seaside Gardens, where the best of Anna Maria Island is right outside your door. Close to the world-renowned Gulf beaches, famous for their sugar-white sand, turquoise waters and spectacular sunsets, this turnkey coastal retreat places you near the island's beloved restaurants, cafés, shops, marinas and endless outdoor adventures. Whether you're seeking a private island escape, a second home or a vacation-rental opportunity, this exceptional property delivers the quintessential Holmes Beach lifestyle. What truly sets this home apart is the depth of the renovation. This is far more than a cosmetic remodel—the home has been thoughtfully rebuilt with an emphasis on quality, modern infrastructure, accessibility and long-term ownership. Major improvements include a complete rewire of the entire home with a brand-new electrical panel(2025); electrical outlets thoughtfully raised approximately four feet above floor level (2025); brand-new PEX plumbing throughout (2025), with plumbing routed through the attic for improved accessibility and easier future maintenance (2025); brand-new sewer lines throughout (2025); a brand-new HVAC system with new ductwork (2025); an elevated condenser approximately five feet above ground (2025); and a brand-new 40-gallon water heater (2025). The result is a home where the beauty you see is matched by the quality and care behind the walls. Inside, the renovation continues with a beautifully updated coastal aesthetic, creating a comfortable and inviting retreat that is professionally furnished, move-in ready and designed for effortless island living. From relaxing after a day on the beach to entertaining friends and family, every space has been thoughtfully considered. Seaside Gardens offers a highly desirable location for enjoying all that Anna Maria Island has to offer. Spend your mornings on the beach, explore local shops and restaurants, enjoy boating and water activities, or watch another unforgettable Gulf sunset before returning home to your own private island retreat. A HOME THAT HAS BEEN REBUILT WITH INTENTION. A LOCATION THAT FEELS LIKE PARADISE. AND AN OPPORTUNITY TO OWN A TURNKEY COASTAL VILLA WITH THE MAJOR SYSTEMS ALREADY MODERNIZED. For buyers who appreciate the difference between a home that has simply been updated and one that has been comprehensively renovated from the inside out, 403 63rd Street is a rare opportunity to experience the very best of Anna Maria Island living.

403 63rd Street, Holmes Beach

520 69th Street, Holmes Beach
$1,595,000
2 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Where the water meets the good life — welcome to elevated island living in the heart of Holmes Beach. Offered completely furnished and truly turnkey, this beautifully reimagined 2BD/2BA retreat blends timeless coastal character with modern comfort, ready for you to simply arrive, unpack, and begin. Renovated top to bottom, the light-filled, open-concept interior is finished with recessed lighting, designer coastal touches, and effortless flow. At its center is a stunning remodeled kitchen — custom cabinetry, expansive quartz countertops, stainless steel appliances, and an oversized island with seating that opens seamlessly to the dining and living spaces, made for slow mornings and lively evenings alike. The serene primary suite offers a spa-inspired en-suite bath, while a generous guest bedroom and beautifully renovated guest bath welcome family and friends in comfort. Beyond the walls awaits your private tropical sanctuary: lush, mature landscaping with low maintenance turf framing a heated saltwater pool, an expansive patio for sun-soaked afternoons, and a refreshing outdoor shower. For the boater, this is the dream — deep-water canal frontage, a private dock with a 10,000-lb lift, fish-cleaning station, and no bridge obstructions for swift, open-water access to Tampa Bay and the Gulf. Moments from powder-soft Gulf beaches and the shops and restaurants of Anna Maria Island by car, bike, or golf cart, this is an exceptional residence offering a wonderful opportunity to live the waterfront lifestyle every day — whether as a full-time home or an unforgettable coastal getaway.

520 69th Street, Holmes Beach

420 63rd Street Unit 420A, Holmes Beach
$599,000
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 of high-end 205mph rated impact 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 Unit 420A, Holmes Beach

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