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4101 4th Avenue, Holmes Beach
$2,300,000
5 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Expansive Gulf and Intracoastal views on Anna Maria Island "Beach View Retreat". Custom-built 5 bedroom 4 bath home is not just a residence: it's a lifestyle. With quick access to the pristine beaches, vibrant local dining, live music, recreational activities, this property offers the perfect blend of relaxation and adventure. Experience an open and airy layout designed for relaxation and entertainment. The great room features large windows, two sets of French doors that let the natural sunlight, highlighting the elegant finishes and coastal decor throughout enjoy sitting on the front porch watching the palm trees sway. Adjacent to the great room is a gourmet kitchen, complete with stainless appliances, ample cabinetry, and a spacious island that invites casual dining and social gatherings. Step outside to your private outdoor oasis, where you can unwind by the sparkling pool surrounded by a waterfall and lush tropical landscaping. Lounge out in the sun from the rooftop deck and watch a sunset over the Gulf or enjoy panoramic views of the Intercoastal Waterway. The luxurious master suite provides a tranquil retreat, featuring expansive windows, French doors that lead out to the porch, enjoy the ensuite bathroom with a soaking tub and walk in shower, a spacious walk-in closet. Additional bedrooms are thoughtfully designed to accommodate guest or family members, each with a porch and 3 with ensuite bathrooms. Enjoy the 3+ car garage with 2 storage areas for all your beach and pool accessories. For guest that need an elevator it has access to all floors. Bring your boat or jet ski this home has ample parking for your guest and toys. Fantastic location with walking distance to Shops, Publix grocery store, drug stores and many local restaurants. No need to drive with a Island trolley that runs every 30 minutes accessing most popular hot spots on the island and it is FREE! This home comes turnkey furnished!

4101 4th Avenue, Holmes Beach
213 84th Street, 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
512 77th Street, Holmes Beach
$2,127,500
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
~~~~~~~PRICE DROP~~~~~~~NOW is the time to buy this house. Make Anna Maria Island your own with a rare opportunity to own a truly iconic private island residence in Holmes Beach. Designed by celebrated architect Emily-Anne Smith, this distinctive home is recognized for its signature pink exterior, architectural integrity, and enduring coastal character. Set along a deep-water canal with direct access through Bimini Bay to Tampa Bay, the property offers seamless access to Florida waters for boating, sailing, and fishing. The setting feels intentionally residential and private, ideal for those seeking a refined second home or a full-time island residence designed for personal enjoyment rather than rental use. Offering nearly 2,800 square feet of interior living space and an additional 1,000 square feet under roof, the home provides generous proportions and thoughtful separation of spaces. A spacious screened porch overlooks protected mangroves, creating a naturally private backdrop and a peaceful connection to the island environment. Inside, soaring cathedral ceilings, custom millwork, and a classic Craftsman-style fireplace highlight the quality and intention behind the original design. The chef’s kitchen is outfitted with a 6-burner WOLF range, SUB-ZERO refrigerator, BOSCH dishwasher, granite countertops, and a vegetable sink, offering a well-appointed foundation for both everyday living and entertaining. The upper level features a versatile loft that includes a bedroom with ensuite bath, a recreation or lounge area, and a charming hidden treehouse retreat, adding character and flexibility to the home’s layout. The floor plan, construction quality, and architectural details provide an exceptional opportunity for a new owner to thoughtfully tailor the space to their own taste while preserving its timeless coastal appeal. With its architectural pedigree, deep-water boating access, and quiet residential setting, this home invites a new owner to build upon its legacy and create a personalized island retreat that will endure for years to come. Schedule your private showing and experience the setting, serenity, and potential that make this a truly special Florida retreat.

512 77th Street, Holmes Beach
308 55th Street, Holmes Beach
$1,800,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
For MLS purposes only

308 55th Street, Holmes Beach
512 67th Street, Holmes Beach
$1,750,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
This oversized lot features an expansive seawall, a brand-new dock, and a 16,000-pound boat lift, offering endless possibilities to build your custom dream home or renovate the existing residence to fit your lifestyle. Enjoy the outdoor Florida lifestyle with a large built-in pool and spa, complete with a new heater. Situated on one of the widest canals in Holmes Beach, this property provides easy boating access through Bimini Bay and directly out to the open waters of the Bay. A rare waterfront gem that truly must be seen to be appreciated!

512 67th Street, Holmes Beach
234 85th Street, Holmes Beach
$1,685,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Tucked away on a quiet, picturesque street in the heart of Holmes Beach, this ELEVATED WATERFRONT retreat offers a rare private coastal sanctuary. Perfectly positioned on a sprawling 225-foot waterfront SAILBOAT-DEPTH CANAL with NO FIXED BRIDGES and DIRECT ACCESS to Bimini Bay, the Intracoastal Waterway, and the shimmering GULF OF MEXICO. Wrapped in lush, tropical landscaping and framed by a natural mangrove shoreline, a 40+ ft TimberTech COMPOSITE DOCK stretches gracefully into the water; ready to welcome your large boat or sailboat. What sets this home apart is not just its breathtaking setting, but the peace of mind it offers. ELEVATED and STORM-TESTED, this home proudly boasts ZERO HURRICANE DAMAGE - a true rarity on the island. Built with an impressive LIST OF UPGRADES for ultimate resilience: breakaway garage walls REINFORCED with CONCRETE SUPPORTS, a 2023 standing seam ALUMINUM ROOF with underlayment that is MIAMI-DADE STANDARDS, HURRICANE-IMPACT windows and doors with UV protection, and hidden vent soffits and fascia. Step inside and feel the relaxed elegance of this coastal gem. SUNLIGHT floods through every room, dancing off the stunning plank-style porcelain tile floors and creating a warm, inviting atmosphere. The OPEN CONCEPT great room flows seamlessly into a beautifully updated kitchen where your inner chef can run wild. Outfitted with rich maple cabinetry, sparkling Quartz countertops, and top-tier stainless steel appliances. The oversized walk-in pantry is perfect for keeping all your culinary essentials tucked away. The home's bathrooms echo the same attention to detail, featuring gorgeous tilework, granite countertops, upgraded Toto commodes, and brand-new copper piping and plumbing (2025). Every corner has been meticulously cared but it’s the outdoor living that truly sets this property apart. Your private backyard oasis was designed for both relaxation and unforgettable entertaining. Expansive WRAP-AROUND DECKING, crafted from premium materials and beautifully maintained, offers plenty of space to gather with family and friends. The FENCED IN DECKING also is perfect for pets to roam safely, while the CUSTOM KAYAK LAUNCH invites spontaneous paddles through the tranquil canal waters. Dreaming of a pool? APPROVED PLANS are ready and waiting to transform this outdoor space into your personal tropical paradise. Down at the dock, life slows down. Watch dolphins play, drop a line, or simply sip a cool drink as the sun melts into the Gulf horizon. The wide canal offers ample space for larger vessels - a true rarity on the island. Additional features include a spacious 3-CAR GARAGE with TWO LARGE STORAGE areas perfect for paddleboards, fishing gear, or even a golf cart. Conveniently, a 50-amp outlet has been installed for a RV, boat lift or even a hot tub. Ample guest parking is a major plus when it comes to this property and could even accommodate a RV, boat with trailer or whatever your heart desires! Plus a proactive termite protection system. Best of all? This serene retreat is just a short stroll to the sugar-sand beaches of Anna Maria Island, charming local shops, and island-favorite restaurants - all easily accessible via the free island trolley. Whether you’re searching for a full-time coastal residence, a seasonal getaway, or a savvy investment (zoned R-1 with 30-day minimum rentals), this home checks every box. Come experience the magic of Holmes Beach waterfront living where every day feels like a vacation.

234 85th Street, Holmes Beach
504 59th Street, Holmes Beach
$1,650,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Live the island lifestyle in this custom-built, ELEVATED canal home located in a quiet, no-HOA neighborhood just minutes from the heart of Holmes Beach. Built in 2006, this well-constructed residence offers peace of mind, privacy, and easy access to everything Anna Maria Island is known for—beaches, local dining, boutique shopping, and waterfront parks. The home features an open, multi-level layout designed for comfortable island living, with three spacious bedrooms, multiple balconies and porches, and CANAL and OPEN-WATER views from several levels. The primary bedroom is privately located on the first living level, offering convenience and separation from the additional bedrooms above. Boating enthusiasts will appreciate the private dock with deep-water access and NO BRIDGE RESTRICTIONS, allowing quick access to open water. Additional features include an ELEVATOR, METAL ROOF, four-car garage, ample storage, and room to add a pool for enhanced outdoor living. As one of the few elevated homes in the area, this property offers notable structural integrity and the opportunity to enjoy Anna Maria Island living with confidence.

504 59th Street, Holmes Beach
501 65th Street, Holmes Beach
$1,625,000
4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
**Seller is offering a $25,000 incentive for a contract closed before June 1st!** Discover a rare opportunity in Holmes Beach: a fully renovated four-bedroom, three-bathroom waterfront home offering immediate access to the Intracoastal Waterway and the Gulf of America, along with direct beach access just steps away. Every element of this property is thought out, creating a residence equally suited for personal enjoyment or investment. Set on a deep-water canal with no bridges to open water, the home is designed for effortless boating. The composite dock and electric boat lift allow for quick departures to the Gulf, while the brand-new pool anchors a private outdoor setting ideal for entertaining or quiet relaxation. Whether returning from a day on the water or an afternoon at the beach 2 blocks away, the outdoor spaces are designed to complement the island lifestyle. Inside, the renovation reflects a clean, modern coastal design with thoughtful functionality throughout. Four spacious bedrooms and three beautifully appointed bathrooms provide flexibility for hosting family and guests. Upgrades such as instant hot water at every faucet and an EV-ready charging connection add everyday convenience, while the garage offers valuable storage (an increasingly important feature on Anna Maria Island) plus potential for a future ADU conversion (buyer to verify zoning, permits, and feasibility). Holmes Beach remains one of the most desirable enclaves on Anna Maria Island, known for its walkability, local dining, boutique shopping, and relaxed sophistication. With monthly rentals permitted, this home offers exceptional versatility as a primary residence, seasonal retreat, or income-producing property. Completely updated, impeccably located, and ready for immediate occupancy and with all furniture available for separate purchase, it represents island living at its finest.

501 65th Street, Holmes Beach
311 63rd Street, Holmes Beach
$1,600,000
4 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Own 2 Vacation / Investment Properties for the price of 1 with this Island Duplex -Live in 1 Side / Rent the other with Strong repeat weekly Income Potential. Just a short 8 min. healthy walk to the beaches and downtown Homes Beach. This fully remolded duplex offers two private 2 BR/2BA residences, each with its own private entrance and each with a private heated and cooled pool ideal for total privacy each side. Designed for both easy living and high-performance rentals. This property is offered Turnkey Furnished with upgraded furniture and appliances as well as enclosed outside storage for each unit filled with Pool and Beach Toys. Each unit features an open-concept layout, updated systems including smart TV"S, private outdoor living spaces and a resort-style tropical setting. New AC'S, Hot water heaters and Decorative Metal Roof added in 2025. Parking for 4 vehicles makes this a unique property to avoid looking for parking on the Island and has a free trolley stand just across the street. This is an ideal opportunity for Investors or Buyers seeking a personal Island Retreat that generates income as a weekly rental. Prime Location, Proven Performance with rentals in place for Effortless Island Living! Looking for acceptable contract to close prior September 30, 2026

311 63rd Street, Holmes Beach
508 83rd Street, Holmes Beach
$1,569,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
There are homes that simply exist, and there are homes that become part of an island's story. Cherished by the same family for the past 46 years and with only two owners in its history, this waterfront retreat captures the authentic charm of old Anna Maria Island. Perfectly positioned on a quiet dead-end street, this three-bedroom, two-bath home sits on a generous waterfront lot with beautiful water views from nearly every room. A deep-water canal with no fixed bridges provides direct boating access to Bimini Bay and the Gulf of Mexico, making it an ideal home for boaters, anglers, and anyone who dreams of life on the water. Thoughtfully updated while preserving its inviting island character, the home features a beautifully remodeled kitchen (2024), new ceramic tile flooring throughout, a new air conditioning system (2024), and a new water heater (2024). The private pool creates the perfect setting for relaxing after a day on the boat or enjoying Florida evenings with family and friends. Being sold fully furnished, this home is ready to enjoy from day one. Move right in and embrace the timeless island lifestyle, or use this exceptional property as the foundation for creating your own custom waterfront dream home. Opportunities like this with such history, character, and an unbeatable boating location rarely come along. Only a few blocks from the beach, offering the best of both worlds—deep-water boating from your backyard and easy access to the Gulf's white-sand shoreline. Come experience the enduring magic of old Anna Maria Island, moments from the gulf beaches and conveniently located to island dining and shopping. **Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.

508 83rd Street, Holmes Beach
6201 Holmes Boulevard, Holmes Beach
$1,430,000
5 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
INCREDIBLE VALUE! 5 BEDROOM HOME ON ANNA MARIA ISLAND WITH PROVEN RENTAL HISTORY- THIS IS THE ONE!!! Imagine owning a place where every day feels like a vacation. Located on a peaceful corner lot in the heart of Holmes Beach, this spacious 5-bedroom pool home offers the perfect balance of relaxed island living and modern comfort—just steps from everything that makes this island so special. Designed for connection and comfort, the home features an airy, open layout filled with natural light and coastal character. The kitchen anchors the space with recent updates, stainless steel appliances, and generous prep areas, making it ideal for hosting family and friends after long beach days. Sliding glass doors lead to a private outdoor retreat, where a sun-drenched pool, expansive patio, and side courtyard create a setting made for entertaining, relaxing, and making memories. The primary suite feels like a private escape, complete with an updated bathroom, walk-in closet, and direct access to the pool—perfect for morning swims or quiet evenings outdoors. With five bedrooms accommodating up to 10 guests, the home offers flexibility for full-time living, extended stays, or hosting visitors with ease. Major upgrades add value and peace of mind, including fully renovated bathrooms, updated kitchen features, and a metal roof installed in 2022. The home is thoughtfully maintained and ready to be enjoyed from day one. What truly sets this property apart is the lifestyle. Walk to the sugar-white beaches of the Gulf, bike to local cafés and shops, enjoy sunset strolls, and embrace the easygoing rhythm that makes Anna Maria Island one of Florida’s most beloved coastal communities. Weekly rentals are permitted, providing the option to enjoy the home while also benefiting from its income potential. Whether you’re searching for a beach home, a family getaway, or a smart island investment, this Holmes Beach property delivers space, location, and lifestyle—all in one unforgettable setting. Come experience why people fall in love with Anna Maria Island… and never want to leave.

6201 Holmes Boulevard, Holmes Beach
307 64th Street, 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
316 64th St, 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
213 83rd Street Unit EAST Villa/Unit A, Holmes Beach
$1,235,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
TURNKEY LUXURY WITH VERIFIABLE $98K+ RENTAL INCOME! Welcome to your private piece of paradise at 213 83rd St, East Villa in beautiful Holmes Beach. Whether you are looking for a high-performing addition to your investment portfolio or a sophisticated second home that pays for itself, this exquisite 2/2 villa delivers on every level. Extensively updated with a modern, coastal chic aesthetic, the home features a gorgeous gourmet kitchen, pristine bathrooms, durable impact-resistant glass, and a rare private garage. The true showstopper is the private backyard oasis—a lush, tropical retreat featuring a sparkling heated pool anchored by a custom waterfall bar that creates an unforgettable island vibe. Sold fully furnished (turnkey) and beautifully styled, this property bypasses the hassle of setup and steps directly into immediate cash flow. Located a short stroll from the Gulf of Mexico's white sands, this is an unmatched opportunity to own a premium, maintenance-free piece of Anna Maria Island. Financial history available upon request—schedule your tour today!

213 83rd Street Unit EAST Villa/Unit A, Holmes Beach
517 42nd Street, Holmes Beach
$1,205,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Discover Sunday Funday, an inviting coastal escape set in the desirable Holmes Beach area of Anna Maria Island. This three-bedroom, three-bath residence blends relaxed island living with refined Mediterranean influences, offering privacy, comfort, and thoughtful design throughout. The outdoor living space is a true highlight. Lush tropical landscaping surrounds the backyard, creating a private oasis ideal for entertaining or unwinding. The heated pool features a cascading stone waterfall and a built-in swim-up table, while the expansive covered lanai invites year-round enjoyment. Accented by a pergola, the space includes a refrigerator, granite serving counter, and dining area—perfect for embracing the island’s indoor-outdoor lifestyle. On the ground level, you’ll find two single-car garages, generous parking, and a covered poolside lounge area. A welcoming foyer leads upstairs to the main living level, where an open, airy layout connects the living, dining, and kitchen spaces. Coastal-inspired finishes include new flooring, crown molding, raised-panel doors, crisp white trim, and a soothing neutral palette. The kitchen has been tastefully updated with white cabinetry, granite countertops, stainless steel appliances, and ample workspace for hosting and everyday living. Two generously sized primary suites each feature walk-in closets and renovated en-suite bathrooms, providing flexibility for guests or extended stays. An additional bedroom, full bathroom, laundry area, and walk-in pantry complete the level. Offered fully furnished, Sunday Funday is a successful vacation rental and truly move-in ready. Located just a short walk from Anna Maria Island’s renowned beaches—complete with public amenities, concessions, and live music—as well as nearby dining and shopping, this property offers convenient access on and off the island. Whether you’re seeking a full-time residence, a second home, or a proven income-producing investment, Sunday Funday is ready to deliver the best of island living. This is a typical island "land condo" with NO HOA Dues, each owner takes care of their own home.

517 42nd Street, Holmes Beach
7002 Marina Drive Unit B, Holmes Beach
$1,140,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
This turnkey, island-style retreat, built in 2013, is offering three bedrooms and two full baths, spanning approximately 1,797 square feet of living space. Though technically part of a condominium association (Marina Drive Condominium Association), this home feels and lives like a detached single-family residence, giving owners/renters the privacy and comfort of a standalone villa. The floor plan is open and flows well for entertaining and family life. Upgrades and finishes are high end, including floors, granite counters and stainless steel appliances. Tray ceilings (11-foot) with indirect lighting throughout lend an elevated, airy feel. The primary suite offers dual closets and a custom spa-style bath with a walk-in shower. The second and third bedrooms are well-sized and share a full bath. After your daily walk on the beach, enter your private tropical oasis, a sparkling heated in-ground pool, surrounded by lush landscaping, offering sun and shade. The outdoor space is intimate, protected and made for relaxing, alfresco meals or casual entertaining. Newer pool heater and pump, insta-water heater and shingle roof. Welcome to island living!

7002 Marina Drive Unit B, Holmes Beach
212 85th St, Holmes Beach
$1,050,000
4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
UNDER CONTRACT & ACCEPTING BACK UP OFFERS! 2 BLOCKS FROM WHITE AVE WALKWAY TO THE BEACH! Spacious 4 bedroom 3 bath elevated home! Over 2200 sq ft of living space on Anna Maria Island! NEW ROOF 2025! As you enter the main living area, prepare to be greeted by a bright & cheery space with a spacious family room, vaulted ceilings that centers around a stone wood burning fireplace & lots of natural light. Generous size & functional kitchen with separate laundry room & french doors that open out to the screened in deck. The main floor boasts two good size bedrooms, one with an en suite bath & a full bath in the hallway. Huge primary bedroom suite is on the 3rd floor with corner tub & shower, walk in closet & an addl bedroom with large closets. Lower level has covered parking for a golf cart plus two enclosed storage rooms. 6' vinyl fence & plenty of room for a pool. Only one block from the free island trolley stop. Within 1 hour of 3 major airports: Tampa International, Sarasota/Bradenton & St Pete/Clearwater, walking distance to shopping, dining & island attractions. NO HOA!!

212 85th St, Holmes Beach
303 62nd Street Unit A, Holmes Beach
$1,035,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
This home is a renovated 3-bedroom, 2-bathroom ½ duplex with a private backyard and pool. The primary suite has an en-suite bathroom. There is a covered upper deck and a lower covered outdoor living and dining area. It is in a weekly rental zone and has good rental history and 5-star reviews. It has a heated and chilled pool. This lovely property is convenient to the beach and in a very quiet Holmes Beach residential neighborhood. It has one shared wall with the unit next door that was double insulated during renovation to reduce noise. It's just a short walk to the many shops and restaurants of downtown Holmes Beach, as well as the Island’s only dog park. There is a garage that includes a ping pong table, a beach cart, beach toys and lots of beach equipment and a propane grill and outdoor propane fire pit ready to enjoy. You can even enjoy drinks at the swim-up tiki table in the pool. This property is turn key furnished and completely ready to enjoy!

303 62nd Street Unit A, Holmes Beach
5608 Holmes Boulevard, Holmes Beach
$1,025,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
GREAT VACATION rental history with many repeat guests!!!!This charming 3 bedroom 2 bath pool home at the beach could be all yours. Nestled in the heart of Holmes Beach, where you can take a short stroll down Holmes Boulevard to city center where you will find adorable shops and restaurants where you can sit, sip, and dine and enjoy a real small town coastal experience. This lovely bungalow style home features a beautiful private pool with swim up table and a shallow sun deck , all brand new furniture, appliances, AC with an upgrade purification Air scrubber component by Aerus, kitchen counters and base cabinets and pool equipment. This home is very well received by its long standing repeat guests and decorated so adorable with its subtle soft coastal chic colors it is sure to please everyones need for the beach. It is very active and successful vacation rental with ample space for your family fun filled vacations, and when you are not using it yourself you can earn income to help offset the costs. Schedule your private showing. FYI this is a typical island "land condo" with NO HOA, each owner takes care of their own home, they do share the same landscaper by choice.

5608 Holmes Boulevard, Holmes Beach
6327 Gulf Drive, Holmes Beach
$1,000,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Wake up to Gulf breezes, stroll across the street to the sugar-white sands and turquoise waters of Anna Maria Island, and end each day watching spectacular sunsets from your private wraparound deck with partial Gulf views. This beautifully updated and fully furnished three-bedroom, two-bath home with two car garage offers the ultimate island lifestyle while allowing weekly rentals, creating an exceptional opportunity for both personal enjoyment and investment income. With an elevated home and hurricane windows and sliding glass doors, you'll feel relaxed and worry-free. One of the community's most desirable residences, this property features the largest lot in the neighborhood, offering nearly twice the yard space of neighboring units along with an expansive outdoor living area, covered patio, garage, laundry, and abundant storage. Inside, the light-filled open floor plan is designed for effortless coastal living, featuring a beautifully updated kitchen that flows seamlessly into the living and dining areas, while the spacious primary suite offers a stunning renovated walk-in shower. Upstairs, a charming loft connects two guest bedrooms and a full bath, providing comfortable accommodations for family and guests. Recent improvements include a new roof, fresh exterior paint, updated wraparound deck, new washer and dryer, new lighting fixtures, and stylish new furnishings, allowing the next owner to begin enjoying or renting the property immediately. Just steps from the heated community pool, beach access, restaurants, shopping, and everything Holmes Beach and Anna Maria Island have to offer, this turnkey residence presents a rare opportunity to own one of the community's premier properties. With weekly rentals permitted and excellent income potential, this is Florida beach living at its finest.

6327 Gulf Drive, Holmes Beach
8010 Marina Drive, Holmes Beach
$1,000,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Renovation-Ready asset + Dock! Seize the opportunity to create something truly special on Anna Maria Island. Located on an oversized 9,282 sq ft corner lot, this 3-bedroom, 3-bath residence offers rare flexibility and exceptional upside in one of Florida’s most desirable coastal markets. Currently featuring 1,868 square feet under roof, the home presents a blank canvas ready to be reimagined as your custom island retreat. Zoned for duplex use, the property opens the door to multiple possibilities—whether a full renovation, new construction, or income-producing strategy. Highlights include- Deeded dock (needing some clean-up work), located across the street. Existing pool and pool deck, ideal for year-round island living One-car garage plus carport for convenience and storage Private backyard, perfect for entertaining or quiet relaxation Previously utilized as a 7-night rental with a strong rental history The property was impacted by Hurricane Helene and is being offered AS IS. It has been thoroughly cleaned out and is ready for its next chapter—whether restored or completely re-envisioned. This is a rare chance to secure a generously sized corner lot with zoning flexibility on Anna Maria Island. Bring your vision, contractor, or architect and make it your own. Contact me today for details or to schedule a private showing.

8010 Marina Drive, Holmes Beach
237 85th 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
309 57th Street, Holmes Beach
$935,000
4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Discover this 4 bedroom, 3 bathroom versatile home, perfectly positioned on Anna Maria Island for effortless coastal living. Located on a spacious 0.23-acre lot (approximately 9,988 sq ft), this property offers many possibilities!! If desired, this home can easily be changed back to a duplex with some modifications making it a 3 bedroom, 2 bathroom unit on one side and a cozy mother in law suite that is 1 bedroom, 1 bathroom unit on the other. Whether you're seeking a multi-generational home, a vacation retreat with rental potential, or an income-generating investment, this setup provides flexibility and charm in one of Florida's most desirable beach communities. Ideal for families or entertaining, featuring ample room for comfortable island-style living. Step outside to a backyard with plenty of space to add your dream pool, creating a private oasis for relaxation under the Florida sun. Or keep the awesome Koi pond and zen feels of the backyard. With its prime location, you're just a short stroll from pristine white-sand beaches and gorgeous sunsets. Walking distance to Holmes Beach restaurants and shops. Schedule a showing today!

309 57th Street, Holmes Beach
114 78th Street, Holmes Beach
$875,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Prime Holmes Beach opportunity just steps to the beautiful beaches of Anna Maria Island. Located on a quiet street in one of Holmes Beaches most desirable areas, this property is all about location, flexibility, and future upside. The existing structure has been impacted by Hurricane Helene and is ready for its next chapter. For investors, builders, or end users looking to capitalize on a high-demand island market, this is a chance to secure a well-positioned parcel with strong long-term potential. Holmes Beach continues to see consistent demand driven by its walkability to the beach, access to dining and shopping, and its appeal as both a second-home and income-producing market. Whether your strategy is to renovate, reposition, or build new, the fundamentals here support the investment. Short distance to the Gulf, close to everything on the island, and situated in an area where quality properties continue to command attention—this is a strategic play in a market where opportunities like this are increasingly limited.

114 78th Street, Holmes Beach
304 74th Street Unit B, Holmes Beach
$850,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
NEW PRICE! BRING YOUR BUYERS! This is a ONE OF A KIND - ELEVATED home with a PRIVATE POOL & your own garage, this is like single family home living - for under $1m on Anna Maria Island! This updated 2 bed/2 bath picture perfect, island dream is ideally situated on a quiet corner, just two short blocks from the Gulf Beaches! This UPDATED island sanctuary surrounds you in coastal charm. The luxury vinyl large plank flooring throughout is ideal for beach living, and ties the open living and dining room together. The fully renovated kitchen with quartz counters, is equipped with stainless steel appliances and ample shaker style white cabinetry. Your guests will enjoy their private accommodations just next to their updated full bath with white subway tile surround and new vanity with Moen faucet. Upstairs you will relish the privacy of your primary retreat. The sunlight brightens your spacious room that includes a large walk in closet. Your en suite bath has a glass enclosed shower, with tile bench and pebble stone shower flooring. And outdoors, you can relax on your front porch, or cool off in YOUR VERY OWN pool! Embrace the island life in this lovely land condo, and use it as a short term rental when you are away. THERE IS NOTHING LIKE IT at this price - come make it your own today!

304 74th Street Unit B, Holmes Beach
8302 Marina Drive, 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
6300 Flotilla Drive Unit 71, Holmes Beach
$395,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Turnkey coastal living in highly desirable Shell Point. This beautifully remodeled 2-bedroom, 2-bathroom residence offers an open, functional floor plan designed for effortless Florida living. The main living space features newer luxury plank-style flooring, a fresh neutral palette, and plenty of room to relax or entertain. The fully updated kitchen boasts crisp white cabinetry, quartz-style countertops, a contemporary tile backsplash, and a complete stainless-steel appliance package. Both bedrooms are generously sized, complemented by two updated full baths offering comfort and privacy. Step right outside for a short walk to the sparkling community pool, or take advantage of manicured grounds and dedicated covered carport parking. Ideally located just minutes from premier shopping, dining, and daily conveniences. Schedule your private tour today.

6300 Flotilla Drive Unit 71, Holmes Beach