Location: Holmes Beach , 34217
Do Not Show Listings
4118 5TH AVE, HOLMES BEACH, FL 34217
$2,400,00033 Days on yellowkey MLS ID: A4687756
REDUCED by $95,000 (3.8%) on 04/22/2026
Bed: 6 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2786 Built: 2009 Tax: $12,482 (2025)Community: Villas On Fifth AveSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,482
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: Welcome to your dream coastal retreat on Anna Maria Island—where luxury, location, and income potential come together seamlessly. This stunning 6-bedroom, 4-bathroom elevated home is a rare find—a property of this size and scale can no longer be built in Holmes Beach. Perfectly positioned just steps from the public beach and turquoise waters of the Gulf, as well as nearby restaurants, shopping, and local attractions, this Mediterranean-style home delivers the ultimate island lifestyle. Thoughtfully designed for both comfort and high-performing investment, it boasts an exceptional rental history to match. Inside, you’ll find a spacious, thoughtfully designed layout ideal for hosting large groups and families. The home features an open floor plan, high ceilings, spacious bedrooms, a 4-person elevator, and multiple balconies, including private outdoor spaces off both primary suites and an additional balcony off the kitchen—perfect for morning coffee, sunset cocktails, or simply enjoying the coastal breeze. The heart of the home opens into a bright, airy living space, complemented by lower level bonus game room that adds an extra layer of entertainment and flexibility. An elevator provides seamless access to all three levels, while ample storage throughout ensures everyday comfort and convenience. Step outside to your own private paradise—a true backyard oasis featuring a sparkling pool, relaxing jacuzzi, a covered dining area, and a spacious conversation lounge—offering the perfect setting to unwind and entertain after a day at the beach. Major recent upgrades (2025), totaling over $100,000, include a new terracotta tile roof, a new pool pump and heater, updated soffits and fascia, and refreshed and reenforced rear decking—providing peace of mind and long-term value. Additional highlights include: Parking for up to 6 vehicles—a rare island luxury Proven rental income with 10 years of consistent, stellar reviews Strong rental projections exceeding $150,000 annually Whether you're searching for a high-performing investment property, a second home, or a full-time coastal escape, this Anna Maria Island gem checks every box.
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Adrienne Carter (310-428-0200)
723 KEY ROYALE DR, HOLMES BEACH, FL 34217
$4,295,00014 Days on yellowkey MLS ID: A4689081
0 Days Off yellowkey (back on 4/22/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3713 Built: 1988Monthly Fee: $150 Tax: $40,116 (2025)Community: North Point Harbour Unit ThreeSingle Family
Taxes:$40,116
Remarks: Under contract-accepting backup offers. Set within the desirable North Point Harbour enclave of Key Royale in Holmes Beach, this impeccably reimagined waterfront residence captures the essence of coastal living, where clean architectural lines, curated interiors, and uninterrupted water vistas converge. From the moment you enter, every space is thoughtfully oriented to frame expansive views of Bimini Bay and Tampa Bay, creating a dynamic yet tranquil backdrop that evolves throughout the day, from soft morning reflections to vivid Gulf Coast sunsets. Updates include hurricane windows and sliding glass doors, new roof, wood look tile throughout, new composite dock and 20,000# lift. The floor plan is thoughtfully designed to balance privacy with hospitality, anchored by two primary suites, offering exceptional flexibility for hosting guests or extended stays. The main-level suite provides convenience and accessibility, while the upper-level primary and additional bedrooms create a quiet retreat with elevated water views. At the heart of the home, a statement kitchen serves as both a culinary showpiece and social hub. Outfitted with a Monogram refrigerator and gas range, the space is complemented by an expansive Cambria quartz island with seating for six. Two wine refrigerators are thoughtfully integrated, elevating the entertaining experience and seamlessly connecting to the dining and living areas. Beyond the interiors, the home extends into an exceptional waterfront lifestyle. A newly constructed dock with a 20,000-pound lift caters to serious boating enthusiasts, while the property offers ample space to design a custom poolscape tailored to your vision. The oversized two-car garage offers generous additional storage, ideal for a golf cart, beach essentials, bicycles, and coastal lifestyle gear. Directly across the street, residents enjoy convenient access to North Point Harbour's heated pool, as well as a tennis and pickleball court adding an additional layer of resort-style living just steps from your front door. Residents enjoy the close proximity to the sugar-white sand beaches of Anna Maria Island, the restaurants, art galleries and shops in Holmes Beach. Other nearby amenities include dog park, public tennis/pickleball courts, basketball, skate park, library and soccer fields. Ideally positioned just moments from the fairways of Key Royale Golf Club’s private par-32, nine-hole course, optional membership provides access to golf, dining, and a vibrant social scene. Downtown Bradenton, Sarasota, SRQ Airport, Tampa Airport and St. Pete/Clearwater Airports are all within an hour drive away. Residents and visitors appreciate all the opportunities to enjoy the theatre, art fairs, farmers markets, concerts, boating, fishing and shopping that is convenient for the Florida lifestyle. This is more than a home. It is a lifestyle of relaxed coastal luxury, effortless entertaining, and a constant connection to the water on Anna Maria Island. BEAUTIFUL FURNISHINGS OF THIS HOME ARE NEGOTIABLE.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Linda Moore (941-737-3581)
600 MANATEE AVE #145, HOLMES BEACH, FL 34217
$599,00050 Days on yellowkey MLS ID: A4685147
REDUCED by $26,000 (4.2%) on 04/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1179 Built: 1977Monthly Fee: $925 Tax: $2,232 (2025)Community: Westbay Cove IiCondo
Taxes:$2,232
Remarks: First-floor corner unit with amazing bay views in the waterfront community of Westbay Cove on Anna Maria Island. This 2 bedroom, 2 bathroom condo offers a bright, functional layout with abundant natural light and peaceful views of the bay. The kitchen features custom cabinetry, tile backsplash, and newer appliances, and opens to the main living area and enclosed Florida room. The Florida room adds additional living space and is the perfect place to enjoy morning coffee while taking in the bay breezes and sunrise skies. The primary suite includes a walk-in closet, private sliding-door access to the Florida room, and an updated en suite bath with a quartz vanity and tile flooring. The guest bedroom is generously sized with dual closets and an ensuite bathroom featuring quartz countertops and a custom tiled shower. The guest bedroom also has private access to the screened front lanai. Additional features include hurricane-rated windows (sliders are not hurricane-rated), updated flooring, and a new stackable washer and dryer in the screened front lanai. The unit is being sold turnkey furnished, making it move-in ready for seasonal use, full-time living, or investment. Westbay Cove is a well-maintained bayfront community on Anna Maria Island offering two pools and beautifully landscaped waterfront grounds. Located just minutes from Anna Maria Island beaches, restaurants, and shopping.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: April Green (941-773-1680)
114 78TH ST, HOLMES BEACH, FL 34217
$999,90022 Days on yellowkey MLS ID: A4688098
2 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1556 Built: 1947 Tax: $2,575 (2025)Community: Holmes Beach Dev 3Rd UnitSingle Family
Taxes:$2,575
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Jeff Jordan (941-224-7657)
414 79TH ST, HOLMES BEACH, FL 34217
$1,449,000107 Days on yellowkey MLS ID: A4677980
REDUCED by $46,000 (3.1%) on 04/22/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1621 Built: 1968 Tax: $16,313 (2025)Community: Bay Palms AddSpa: YesSingle Family
Taxes:$16,313
Remarks: Welcome to your own piece of paradise on Anna Maria Island! This is a BRAND NEW remodel including new metal roof, all new plumbing and electrical, pool/spa and turf and much more! This charming coastal home offers the perfect blend of comfort and island living. Nestled off a quiet street, this property is just a short stroll from the stunning Gulf of Mexico beaches. Featuring 3 bedrooms and 3 bathrooms, its spacious enough for family and guests. One bathroom having access right off the pool for easy access. The open concept living and dining area create an inviting space for relaxation and entertainment. The updated kitchen has modern appliances, quartz countertops and plenty of cabinet and storage space with a large island. Enjoy the Florida sunshine in your private backyard oasis, complete with new turf and a putting green, heated pool/spa and lush landscaping. Your garage provides ample storage space for your beach toys and outdoor gear. Holmes Beach is known for its serene atmosphere and friendly community. This is your chance to own a piece of paradise on Anna Maria Island. Whether you're looking for a permanent residence or a vacation retreat, weekly rentals allowed. Property owners in Holmes Beach can lease a boat slip from the city for $600/year! Schedule your private showing today.
Listing Agent: Jason Sato (941-778-7200)
5608 GULF DR #104, HOLMES BEACH, FL 34217
$809,50087 Days on yellowkey MLS ID: A4679030
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1236 Built: 1981Monthly Fee: $1,150 Tax: $7,710 (2024)Community: Sun Plaza WestSpa: NoCondo
Taxes:$7,710
Tax Year: 2024
Remarks: Wake up to the sound of waves and endless Gulf views in this beautifully situated two-bedroom, two-bath condo directly on the Gulf of Mexico. Step outside and onto the coveted, sugar-soft sandy beaches that make this area so sought after—perfect for morning walks, sunset strolls, and carefree beach days. Inside, the condo features a newly renovated kitchen that’s both stylish and functional, ideal for entertaining or preparing meals after a day at the beach. The thoughtfully designed layout offers comfortable living spaces and bedrooms with excellent privacy, plus the convenience of an in-unit laundry facility for effortless everyday living. Additional highlights include downstairs storage, perfect for beach chairs and gear, along with underground parking for added peace of mind. Located just minutes from shopping, restaurants, and local dining favorites, this condo perfectly balances relaxed beachfront living with easy access to all the best the area has to offer. Whether you’re seeking a full-time residence, a vacation escape, or an investment opportunity, this Gulf-front condo delivers the coastal lifestyle everyone dreams of. Come live your Anna Maria Life.
Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)
Listing Agent: Billi Gartman (941-545-8877)
5608 GULF DR #114, HOLMES BEACH, FL 34217
$1,190,00097 Days on yellowkey MLS ID: A4679026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1236 Built: 1981Monthly Fee: $1,150 Tax: $6,403 (2024)Community: Sun Plaza WestSpa: NoCondo
Taxes:$6,403
Remarks: Wake up to sweeping views of the Gulf of Mexico from this beautifully maintained two-bedroom, two-bath condo in Sun Plaza West. I direct Gulf front complex on Anna Maria Island. Filled with natural light, this home offers comfortable and inviting coastal living, featuring ceramic tile flooring throughout, Cambria granite countertops, Jen-Air appliances, PGT impact windows, and Hunter Douglas blinds that enhance both style and function. Thoughtfully placed dimmer switches create a warm, customizable ambiance, while beautiful Gulf views can be enjoyed year-round from the living spaces and bedrooms. The condo comes fully furnished, making it truly move-in ready and ideal for immediate enjoyment or rental use. Enjoy coffee in the morning off the cozy balcony off the master or enjoy happy hour on the amazing beaches of the Anna Maria. The home was completely renovated recently, offering all new electrical and plumbing throughout. Enjoy the ease of laundry inside the home for easy cleaning, as well as updated finishes and a well-designed layout that balances comfort and functionality. Recent upgrades provide added peace of mind, including a brand-new air conditioning system installed in 2023 and a new hot water heater in 2024. Residents enjoy a variety of desirable community amenities, including a sparkling pool, tennis court, and pickleball court—perfect for both relaxation and an active lifestyle. A private 8x10 storage unit, offering ample space for beach gear, bikes, or seasonal items. Whether you’re seeking a full-time residence, a vacation retreat, or an investment opportunity, this Gulf-view condo offers an exceptional combination of comfort, quality finishes, thoughtful updates, and coastal scenery in a sought-after setting. This is the perfect home for living the Anna Maria Life!
213 83RD ST #EAST Villa/Unit A, HOLMES BEACH, FL 34217
$1,270,000109 Days on yellowkey MLS ID: A4677598
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1304 Built: 1974 Tax: $12,118 (2025)Community: Holmes Beach 31St Unit AmdSpa: YesSingle Family
Taxes:$12,118
Remarks: Steps to the Beach: A Deluxe Retreat with Massive Rental Power! Why choose between a vacation home and a smart investment? This stunning, fully remodeled villa offers the best of both worlds. Nestled just a short stroll from the sand, this 2-bedroom, 2-bathroom sanctuary w/ private garage is a masterpiece of coastal design. But the beauty is more than skin deep—this property is a proven earner, generating over $80K in rental income since June 2025 alone. The backyard is a private resort, featuring a heated pool with spa features and a one-of-a-kind custom bar with a cascading waterfall—the perfect 'money shot' for your rental listing. Inside, enjoy 1,300+ sq ft of luxury, sold turnkey furnished for immediate enjoyment or continued rental success. With impact-rated everything and a modernized effective age, this villa is as 'set-and-forget' as it gets. Whether you are looking for a personal paradise or a turnkey business with a $100k+ annual potential, your search ends here.
Listing Agent: Lindsey Strickland (941-737-3491)
4001 GULF DR #108, HOLMES BEACH, FL 34217
$575,00077 Days on yellowkey MLS ID: A4682197
REDUCED by $14,000 (2.4%) on 04/21/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1106 Built: 1984Monthly Fee: $1,261 Tax: $9,146 (2024)Community: Beach TwnhsTownhouse
Taxes:$9,146
Remarks: Directly across the street from the beach with Gulf water & beach views. This updated, turn-key furnished unit is centrally located on the island with easy access to the beach, several restaurants and shopping. "Beach Townhouses" is a smaller complex with just 11 units in total offering a large, heated pool, spacious private carports & storage located on the ground level. Each unit offers TWO balconies facing the beach. The one off of the main floor living space is larger & screened. The additional, primary bedroom balcony is covered & open air. Both are a great place to catch the sunset or to enjoy your morning coffee! The master suite offers an updated master bath, dressing area and a walk-in closet. This comfortably furnished unit is being sold turn-key furnished for convenience of a future vacation rental. There are three storage closets in the carport. A smaller, private patio is located pool-side for grilling & al fresco enjoyment. Easy access to the Manatee Bridge to avoid traffic to the mainland during our busier seasons. Want to be right in the heart of A.M.I., schedule a showing today!
Listing is courtesy of: MIKE NORMAN REALTY INC. (941-778-6696)
Listing Agent: Marianne Norman-Ellis (941-685-3393)
220 82ND ST #220, HOLMES BEACH, FL 34217
$1,045,000130 Days on yellowkey MLS ID: A4675931
2 Days Off yellowkey (back on 4/21/2026)
REDUCED by $50,000 (4.6%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1972 Built: 2001 Tax: $7,624 (2024)Community: SeagroveCondo
Taxes:$7,624
Remarks: This charming 3 bedroom, 2 bathroom home offers a perfect blend of island living and modern comfort. With spacious outdoor living and multiple screened in balconies its perfect for relaxation and perfect Florida weather. The layout is designed for seamless indoor-outdoor living, ideal for entertaining or relaxing with family. The kitchen is equipped with contemporary stainless steel appliances, ample counter space, and storage, making it perfect for culinary enthusiasts. Each bedroom offers comfortable living with generous closet space. Enhance the feeling of openness and light throughout the home. Mature foliage provides privacy and a tropical feel as well as low maintenance. Huge garage for vehicles, including room for island-favorite golf carts. Only a short stroll from the Gulf of Mexico beaches to enjoy beach walks and nightly sunsets. This is an excellent opportunity for those looking to invest in a slice of paradise with the potential for both personal enjoyment and rental income, permitted for weekly rentals. Whether you're seeking a permanent residence, a vacation home, or an investment property, this home combines comfort with the quintessential Florida lifestyle. See attached list of upgrades.
Listing Agent: Barbara Sato (941-778-7200)
5300 GULF DR #508, HOLMES BEACH, FL 34217
$949,900237 Days on yellowkey MLS ID: A4663927
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1057 Built: 1971 Tax: $12,939 (2024)Community: Martinique Apts NorthCondo
Taxes:$12,939
Remarks: Sweeping Gulf sunsets, sugar-white sand, and the unmistakable charm of Anna Maria Island — now offered at a refreshed price. Perched on the 5th floor of the Martinique, this rarely available beachfront residence puts the entire horizon at your feet, where turquoise water stretches as far as the eye can see and the nightly sunset show never plays the same way twice. Floor-to-ceiling glass pulls the Gulf straight into the open living space and primary suite, with sunlight shifting from gold to rose to amber across the day. Inside, a crisp coastal palette of stone countertops, shaker cabinetry, and a generous breakfast bar makes entertaining effortless, while two spacious bedrooms and two full baths offer comfort and privacy for family and guests. Beyond your door, the Martinique delivers true resort living — heated beachfront pool, tennis courts, and direct access to powder-soft sand and the calm, shimmering Gulf. A deeded garage and private storage keep paddleboards, bikes, and beach gear at the ready. And then there's the island itself. Anna Maria's seven-mile ribbon of old-Florida charm is yours to roam: hop the free island trolley to Pine Avenue's boutiques and cafés, cast a line off the beach, paddleboard the bayside flats, or settle in at the Sandbar for dinner with your toes in the sand. With no high-rises and a pace all its own, Anna Maria stays quietly, beautifully unchanged — the kind of place where seasons melt into one long coastal summer. A refreshed price on one of the Gulf's most coveted addresses. This is your spring to claim it.
Listing Agent: Darcie Duncan (941-779-0304)
2806 GULF DR, HOLMES BEACH, FL 34217
$1,095,00027 Days on yellowkey MLS ID: A4686689
1 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 1500 Built: 1995 Tax: $14,829 (2025)Community: IlexhurstSingle Family
Taxes:$14,829
Remarks: Effortless Island Living at this elevated 3BD/2BA home, where breezy interiors and sunlit spaces create the perfect island escape just steps from the sand. Located in a highly desirable weekly rental zone, this property offers exceptional flexibility and income potential. Inside, the living and dining area welcomes you with abundant natural light and easy access to the expansive front deck. The kitchen features generous counter space and a breakfast bar, making entertaining effortless, while the split bedroom layout provides comfort and privacy. Downstairs, an oversized garage delivers convenience with tandem space for up to four vehicles, along with plenty of room for beach gear, bikes, and additional storage. The low maintenance outdoor space lets you spend more time enjoying the coastal lifestyle, whether you're heading out for sunset walks or relaxing in the ocean breeze from the deck. With its unbeatable location, strong rental appeal, and inviting coastal feel, this property checks lots of the boxes. Bring your decorator touches and create your personal island vibe. Easy access on and off the island, close to shopping, dining, a trolley stop and the beach is right at your back door. What more or you waiting for? Make this your perfect little slice of island life!
4105 4TH AVE, HOLMES BEACH, FL 34217
$2,690,000250 Days on yellowkey MLS ID: TB8414779
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 2453 Built: 2014 Tax: $32,227 (2024)Community: Villas On Fourth AveSpa: YesSingle Family
Taxes:$32,227
Remarks: STEPS FROM THE GULF – LUXURY SIX-BEDROOM COASTAL RETREAT IN HOLMES BEACH | Discover Summer’s Retreat, an architectural masterpiece where luxury meets the legendary white sands of Anna Maria Island. This remarkable six-bedroom, six-and-a-half-bath coastal estate represents one of the island’s most coveted properties—a rare find featuring six private en-suite bedrooms that seamlessly blend family sanctuary with proven investment excellence. Step into an oasis of sophisticated design where every detail has been thoughtfully curated. The expansive open-concept living space flows effortlessly from room to room, bathed in natural light that dances across premium finishes. The gourmet chef’s kitchen stands as the heart of the home, showcasing lustrous quartz countertops, professional-grade stainless steel appliances, and an impressive bar-top island that beckons both intimate conversations and grand celebrations. Four private balconies serve as personal retreats, each capturing the gentle Gulf breezes and offering front-row seats to nature’s daily theater. Crown this experience atop the spectacular rooftop deck, where panoramic sunsets paint the sky in brilliant oranges and pinks over the endless Gulf waters. The outdoor experience rivals any world-class resort. Immerse yourself in the heated saltwater pool with its luxurious sun shelf, perfect for lounging with a morning coffee or evening cocktail. The therapeutic spa provides the ultimate relaxation after days spent exploring island treasures. Tropical landscaping creates an intimate paradise, while the expansive covered patio transforms into an entertainer’s dream. The dedicated outdoor dining area and professional grilling station make every meal an event, whether hosting friends or enjoying quiet family moments under the stars. Location is everything, and Summer’s Retreat delivers the extraordinary. Literally steps across the street from pristine Manatee Beach access, your morning walk to sugar-sand shores takes mere moments. The vibrant Anna Maria Island Beach Café becomes your neighborhood gathering spot, while playgrounds ensure endless fun for families. The island’s charm extends beyond your doorstep—boutique shops, acclaimed restaurants, and the complimentary island trolley create a car-free lifestyle where every amenity is within reach. This isn’t just a home; it’s a gateway to the Anna Maria Island experience. Summer’s Retreat has established itself as a premier vacation rental destination, consistently generating exceptional returns for discerning investors. The unique combination of six en-suite bedrooms, luxury amenities, and unbeatable location creates unparalleled demand among visitors seeking the ultimate island experience. This property offers the rare opportunity to enjoy your own slice of paradise while building wealth through one of Florida’s most sought-after rental markets. Whether you envision lazy mornings on private balconies, sunset celebrations on your rooftop deck, or poolside gatherings with loved ones, Summer’s Retreat transforms every day into a vacation. This is more than a home—it’s your personal resort, your investment sanctuary, and your gateway to the incomparable Anna Maria Island lifestyle. Experience the extraordinary. Your coastal legacy awaits.
Listing is courtesy of: ENGEL & VOLKERS ST. PETE (727-295-0000)
Listing Agent: Leisa Mohler-Erickson (239-789-7106)
7002 MARINA DRIVE #B, HOLMES BEACH, FL 34217
$1,195,000195 Days on yellowkey MLS ID: A4668645
5 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1797 Built: 2013 Tax: $16,979 (2025)Community: Marina DriveCondo
Taxes:$16,979
Remarks: Under contract-accepting backup offers. 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!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Laurie Mock (941-232-3665)
311 63RD ST, HOLMES BEACH, FL 34217
$1,725,00077 Days on yellowkey MLS ID: A4680267
REDUCED by $74,000 (4.1%) on 04/08/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1900 Built: 1971 Tax: $12,289 (2024)Community: Holmes Beach 17Th UnitApartment
Taxes:$12,289
Remarks: Own 2 Vacation / Investment Properties for the price of 1 with this Island Duplex / Live / Vacation in 1 Side / Rent the other with Strong Income Potential . Just a short 8 min. healthy walk to the beaches and downtown Homes Beach this fully renovated 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 renter interest. Designed for both easy living and high-performance rentals. This property is offered Turnkey Furnished as seen. Each unit features an open-concept layout, updated systems including smart TV"S, private outdoor living spaces and a resort-style tropical setting. Currently operating as a successful weekly rentals. This is an ideal opportunity for Investors or Buyers seeking a personal Island Retreat that generates income. Prime Location, Proven Performance, Effortless Island Living!
Listing is courtesy of: IVP OF FLORIDA INC (941-778-1000)
Listing Agent: Mel Neely, Pa (941-809-5565)
529 67TH ST, HOLMES BEACH, FL 34217
$1,499,00083 Days on yellowkey MLS ID: TB8471553
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1308 Built: 1972 Tax: $6,858 (2024)Community: Bay Palms AddSpa: NoSingle Family
Taxes:$6,858
Remarks: Welcome to your slice of island living in the heart of Holmes Beach. Perfectly positioned on a deep-water canal, this 2- bedroom, 2-bath ground-level home offers the ultimate Florida lifestyle for boaters and beach lovers. With a 60-foot dock equipped with water and electric, a 10,000 lb boat lift, you can launch your boat, kayak, or paddle board directly from your backyard. Southern exposure bathes the property in warm natural light, making the winter months especially enjoyable while enhancing outdoor living year-round. Inside, the home is thoughtfully designed for comfort and efficiency, featuring Simonton Storm Seeker high-impact windows throughout, contributing to low maintenance and utility costs. Step outside and enjoy island-style living with a covered pergola and patio, plus an enclosed outdoor shower to rinse off after a day on the water or at the beach, which is three blocks away. Whether you’re searching for a full-time residence, vacation home, or investment opportunity, this canal-front gem delivers the best of boating, beach access, and easy island living in one exceptional property.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
401 28TH ST, HOLMES BEACH, FL 34217
$1,800,00082 Days on yellowkey MLS ID: A4681048
REDUCED by $180,000 (9.1%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1965 Tax: $15,915 (2025)Community: Sunrise ParkSpa: YesSingle Family
Taxes:$15,915
Remarks: Wake up to coastal living in this beautifully remodeled 3-bedroom, 2-bath canal-front home designed for relaxed island life. Spend your mornings paddle boarding or kayaking from your backyard, afternoons boating with easy access to the Intracoastal, Tampa Bay, and Gulf of America, and evenings unwinding in your private pool and spa. The stylish kitchen features high-end Thor appliances, perfect for entertaining after a day on the water. New flooring throughout, a spacious garage, and dedicated parking for a boat trailer or RV add everyday convenience. Lush tropical landscaping surrounds the property, and the beach is just a quick, easy walk away, bringing the best of waterfront and beachside living together in one exceptional home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Amy Ward (386-623-2525)
531 72ND ST, HOLMES BEACH, FL 34217
$4,500,00047 Days on yellowkey MLS ID: A4685680
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3500 Built: 1959 Tax: $11,428 (2025)Community: Bay Palms Add 8Th UnSingle Family
Taxes:$11,428
Remarks: Spectacular bay views define this recently renovated 4-bedroom, 4-bath waterfront home in Holmes Beach, set on a large bayfront lot with exceptional waterfrontage and sweeping open water vistas. Positioned at the end of a quiet bayside street, the property captures some of the most expansive bay views on Anna Maria Island. Renovated within the past year, the home blends updated finishes with distinctive architectural details and inviting gathering spaces. The main living area features a wood burning fireplace, while large windows and sliding glass doors frame the bay and fill the home with natural light. A tongue-and-groove wood ceiling adds warmth and coastal character throughout the primary living space. The updated kitchen includes built-in appliances, custom cabinetry, and generous prep space, opening to the dining and living areas for easy entertaining. A standout feature is the second-floor great room, an expansive and versatile retreat offering elevated water views and abundant natural light. The space includes 4 day beds, a full bath, and an adjacent artist space, creating flexible accommodations for guests or creative pursuits. Outdoor living takes full advantage of the setting with a private pool and expansive waterfront patio areas overlooking the bay, providing ideal spaces for lounging, dining, and enjoying coastal breezes and stunning sunsets. Located just moments from the beaches, shops, and restaurants of Anna Maria Island, this property offers recent renovations, generous living spaces, and exceptional bayfront views in one of Holmes Beach's most desirable waterfront settings.
Listing Agent: Dee Munn (407-346-4422)
449 63RD ST, HOLMES BEACH, FL 34217
$739,990172 Days on yellowkey MLS ID: A4671397
REDUCED by $47,010 (6.0%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 958 Built: 1963Monthly Fee: $150 Tax: $6,621 (2024)Community: Seaside Gardens RepSpa: NoVilla
Taxes:$6,621
Remarks: Welcome to Heliconia House. This adorable 2BD/2BA turnkey vacation villa is the perfect island getaway with a heated swimming pool. From top to bottom no detail was spared! Open floor plan with well appointed kitchen, spacious living area, ensuite master bedroom, large interior laundry room and more. The outdoor space features a covered patio that flows to the heated pool all surrounded by lush landscape creating total privacy. Great community amenities just around the corner offering a boat ramp, tennis, pickleball, basketball, dog park and more. Seaside Gardens is a Civic Association and a fantastic value opportunity to own a single family lot on Anna Maria Island without an HOA or Condo Association. This low $150/ month fee includes common area amenities and sewer/water with no fussy HOA to impress. This active vacation rental offering a turnkey investment. Don't miss out on this perfect little slice of island life!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Stephanie Leitao, Llc (941-773-2677)
215 81ST ST, HOLMES BEACH, FL 34217
$1,500,00013 Days on yellowkey MLS ID: A4690200
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2020 Built: 2002 Tax: $9,235 (2025)Community: Beachwalk Twnhms Ph 2Spa: YesSingle Family
Taxes:$9,235
Remarks: Nestled near the north end of Anna Maria Island, 215 81st Street is a three-bedroom, two and a half bath home boasting over 2,000 square feet of living space—an Airbnb gem zoned for weekly rentals. Just two blocks from some of the island’s most pristine beaches, this property offers a true tropical paradise out back. The fully fenced oasis features a gorgeous pool with a built-in hot tub, while the expansive paver-lined lounge area creates a true island escape. The elevated design includes a two-car garage and a game room—currently set up with a ping pong table but offering ample space to add additional attractions for guests. The second floor invites you into a bright, open living, dining, and kitchen area with a half bath, complemented by a massive, screened-in balcony deck (freshly screened in less then a year ago) overlooking the pool oasis below—perfect for soaking in the tropical ambiance. You will also find a dedicated interior laundry room with full size washer and dryer on this floor as well. On the third floor, you’ll find three spacious bedrooms and two full baths, with the primary suite offering not only luxury but also absolutely gorgeous views from every angle—a panoramic reminder of the beauty that surrounds you on Anna Maria Island. This home is packed with recent updates: a 2022 roof, 2019 AC, and a brand-new water heater. The exterior shines with hardie board siding installed less than a year ago and fresh paint. Beyond the home, you’re a stone’s throw from Pine Avenue’s charm and all that Anna Maria offers—laid-back vibes, local eateries, and coastal culture. Fully furnished and turnkey, this is both a thriving investment and an island escape waiting for you.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Johnny Hopper, Pa (941-524-1706)
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