Location: Holmes Beach
Do Not Show Listings
504 58TH ST, HOLMES BEACH, FL 34217
$1,450,00047 Days on yellowkey MLS ID: A4685187
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1540 Built: 1962 Tax: $10,386 (2025)Community: Holmes Beach Fourteenth UnitSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,386
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: Recently renovated 3 bedroom, 2 bath canal front home on a beautiful, deep water, natural-lined mangrove canal with a boat dock. This meticulously cared for home is located on a very quiet street in Holmes Beach. A shady, private paver lined courtyard sits canal side and is a serene spot to escape. PGT Hurricane rated windows & doors installed Oct. 2021, new metal roof installed 2025, new A/C, ductwork & insulation 2025 and all new appliances 2025. Centrally located on the island just steps from Holmes Beach City Park & Public Event Venue, with pickleball courts, a dog park and The Island Library. Walking distance to great dining options & local shopping boutiques. Hop on your golf cart to enjoy the pristine beach & Gulf located just minutes from your door! One car garage and ample driveway parking. This great home is truly "island living" at its best.
Listing is courtesy of: MIKE NORMAN REALTY INC. (941-778-6696)
Listing Agent: Marianne Norman-Ellis (941-685-3393)
511 BAYVIEW DR, HOLMES BEACH, FL 34217
$5,290,000111 Days on yellowkey MLS ID: A4675904
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3353 Built: 2020 Tax: $24,007 (2024)Community: Sunrise ParkSpa: YesSingle Family
Taxes:$24,007
Tax Year: 2024
Remarks: Experience the ultimate island paradise in this practically NEW CONSTRUCTION LUXURY WATERFRONT HOME, thoughtfully designed with solid concrete block construction and cutting-edge design and technology. Spanning over 3,300+ square feet, this stunning residence offers 4 bedrooms and 5 full bathrooms, blending elegance, durability, and effortless coastal living. Perfectly positioned just a few short blocks from the Gulf of America, the home also boasts PANORAMIC Intracoastal waterfront views, creating a rare and breathtaking dual-water lifestyle. The half-elevated design provides peace of mind while enhancing views and architectural appeal. Indoors, no detail has been overlooked. Highlights include a butler’s pantry, an upstairs coffee bar just outside the primary suite, and expansive open-concept living spaces ideal for both everyday comfort and entertaining. The luxurious primary retreat offers a serene escape with spa-inspired finishes and seamless indoor-outdoor flow. Step outside to your private waterfront oasis featuring an infinity pool, hot tub, and a fully equipped outdoor kitchen, all designed to maximize sunset views and coastal breezes. Whether hosting guests or enjoying a quiet evening under the stars, this outdoor space is truly exceptional. With waterfront living, modern luxury, and a premier island location, this home offers everything you could ask for—and more. A rare opportunity to own a refined coastal sanctuary that perfectly balances style, comfort, and location. Schedule your private showing today!
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Shannon O'Brien Kerney (941-737-5153)
105 49TH ST, HOLMES BEACH, FL 34217
$3,750,00054 Days on yellowkey MLS ID: A4683981
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2999 Built: 1940 Tax: $41,424 (2024)Community: JonesSingle Family
Taxes:$41,424
Elementary School: None
High School: None
Middle School: None
Remarks: Beachfront Bliss – Gulf Views from Every Angle! Just one house from the beach, this 4-bedroom, 4-bath coastal stunner delivers postcard-perfect Gulf views straight from the kitchen sink—yes, you’ll actually smile while scrubbing plates! Natural light throughout, high ceilings, 2 sided fireplace, wet bar in the living room, open living area that flows into a chef’s kitchen. Stainless steel appliances, gas stove, double ovens and more! The coastal chic blue countertops and tile throughout for easy beach sand clean up! Step outside to your wrap around balcony to dine and enjoy the gulf breeze. Backyard features your private heated pool that includes a sun shelf. All the bedrooms are spacious and have their own privacy. The primary suite is upstairs with even better views of the Gulf to wake up to. Enjoy your private balcony AND a spiral staircase leading up to the roof top deck, ideal to watch sunsets and dolphins jump in the water. Master bathroom has a huge walk-in shower, soak in tub, dual sinks and a large walk-in closet that includes a safe. The location is central to the island, close to everything and very convenient. 30 day minimum rental period. One house away from the Gulf, this may be the island’s best-kept secret!
Listing Agent: Jason Sato (941-778-7200)
408 71ST ST, HOLMES BEACH, FL 34217
$1,799,000189 Days on yellowkey MLS ID: A4668595
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2037 Built: 1966 Tax: $16,372 (2024)Community: Bay Palms AddSpa: NoSingle Family
Taxes:$16,372
Remarks: Welcome to paradise at Coco Cay! This beautiful 4 bedroom 4 bathroom home has been completely remodeled top to bottom. Brand new hurricane impact windows and doors, a new roof, kitchen, appliances, bathrooms, flooring, paint, furnishings, and even a new pool! This island oasis is move-in ready and only a few blocks from the world-famous beaches of Anna Maria Island. You will notice coastal décor as soon as you step into this island gem. The home provides a spacious open living area with teal accents, stainless-steel appliances, quartz countertops, and a game room conveniently adjacent to the kitchen with a pool table and dartboard. Outside you'll enjoy a screened in porch accessible from the living room, a seating area complete with a firepit, and a huge covered lanai for cooking and dining poolside. Weekly rentals are allowed. Make an appointment for your private showing and see what makes Coco Cay an excellent full-time home or investment property.
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Don Purvis (901-240-2180)
603 EMERALD LN, HOLMES BEACH, FL 34217
$4,340,000344 Days on yellowkey MLS ID: A4652348
Bed: 5 Bath: 5.5 Gar: 5 Liv Area Sq Ft: 3700 Built: 2024 Tax: $21,278 (2023)Community: Key Royale 11Th AddSpa: YesSingle Family
Taxes:$21,278
Tax Year: 2023
Remarks: Stunning turnkey new construction on Anna Maria Island, located on a serene and rare double channel lot in the Key Royale neighborhood. This spacious residence features 5 bedrooms, 2 on the main level and 3 upstairs, all with en suite and walk-in closets offering ample space for family and guests. The main floor’s primary suite includes a large bathroom with steam shower and beautiful marble tile flooring. Enjoy 2 living spaces, one on the main level and another with a large balcony overlooking the canal on the second floor. The elevator provides easy access to both levels. Convenient laundry with 4 washers and 4 dryers, 2 upstairs and 2 on the main level. Upgraded finishes throughout with wide plank engineered walnut flooring, marble tile in the bathrooms, quartz countertops, 8' high extra thick upgraded doors, and upgraded trim package. The modern kitchen boasts brand new high-end Sub-Zero and Wolf paneled appliances and upgraded cabinetry. Step outside to enjoy covered seating and dining areas, a large saltwater pool and spa with breathtaking canal views, and 2 new composite wood docks with new seawall on this home's rare corner channel access, ideal for water enthusiasts. The property also features garage spaces to accommodate 4 vehicles, and new mature landscaping. The home's interiors are thoughtfully designed with hand-curated, beach inspired furnishings which are included in the sale.
Listing is courtesy of: ANNA MARIA ISLAND BEACHES RE (941-567-5234)
Listing Agent: Gregg Bayer (941-799-9096)
227 S HARBOR DR, HOLMES BEACH, FL 34217
$3,650,00043 Days on yellowkey MLS ID: A4684262
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3274 Built: 2023 Tax: $45,830 (2024)Community: Sportsmans Harbor RevSingle Family
Taxes:$45,830
Remarks: Experience elevated coastal living in this brand-new, designer-finished 4BR/4.5BA luxury home located just a 5-minute walk to the pristine beaches of Anna Maria Island. Thoughtfully crafted with high-end finishes and a bright, open-concept layout, this residence blends modern elegance with relaxed island charm. Currently utilized as a successful short term vacation rental with proven rental revenue. 4 spacious ensuite bedrooms, including three king suites with walk-in showers Gorgeous open living area with abundant natural light and upscale coastal décor Chef’s kitchen featuring modern cabinetry, stone counters, and stainless appliances Private heated pool with in-ground spa, surrounded by lush tropical landscaping Expansive rooftop deck offering panoramic views and unforgettable sunsets Fully furnished with professionally curated interiors Designed for relaxation and entertaining, the outdoor oasis includes a sparkling pool, spa, covered lounging areas, multiple decks including a rooftop deck ideal for sunrise coffee or sunset cocktails. The fenced yard provides privacy while maintaining a breezy, coastal feel. Situated in the heart of Holmes Beach, this home offers walkable access to sugar-sand beaches, local dining, boutiques, and the island’s free trolley. Enjoy the perfect blend of tranquility and convenience in one of Florida’s most desirable beach communities. This unique property can be utilized as primary residence, second home, or high-performing vacation rental investment property. This property delivers luxury, comfort, and strong rental appeal in a premier island location.
Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
Listing Agent: Leslie Wells (941-776-5571)
5608 HOLMES BLVD, HOLMES BEACH, FL 34217
$1,050,000393 Days on yellowkey MLS ID: A4645925
1 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1195 Built: 2011 Tax: $14,104 (2024)Community: Barefoot BungalowsSingle Family
Taxes:$14,104
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Michelle Laade (941-737-9662)
243 S HARBOR DR, HOLMES BEACH, FL 34217
$3,000,00050 Days on yellowkey MLS ID: A4684027
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2016 Built: 2024 Tax: $8,421 (2024)Community: Sportsmans Harbor RevSpa: YesSingle Family
Taxes:$8,421
Remarks: This almost brand-new, (2024) fully furnished 4-bedroom, 4.5-bath luxury residence delivers the perfect blend of island relaxation and modern sophistication. Built to the highest standards and unaffected by recent hurricanes, it offers peace of mind along with exceptional design. A charming front entry welcomes you into a bright, open great-room floor plan that seamlessly connects the living area, dining space, and chef’s kitchen. The kitchen features a large entertaining island, premium finishes, and generous seating—ideal for hosting family and friends. The primary suite is a serene retreat with a spa-style ensuite bath, creating a private sanctuary for unwinding after a day in the sun. Two more king bedrooms all with en-suite bathrooms allow privacy for guests. Everyone will love the bunk room also with en-suite bathroom. Step outside to expansive outdoor spaces surrounded by lush tropical landscaping. Enjoy the Florida sunshine by the heated pool and infinity edge spa, relax with a drink in hand, or gather for evening conversations under the stars. The turfed backyard provides a lush area for pets and additional seating areas. The home also features rooftop deck with sweeping intercoastal water views, perfect for taking in unforgettable sunsets. Multiple balconies around the allows you to enjoy the incredible island weather. A spacious 2-car garage provides room for vehicles, a golf cart, and additional storage. Every detail has been thoughtfully designed for comfort, convenience, and effortless island living. Situated in one of Anna Maria Island’s most desirable areas, this home places you moments from everything that makes island life special. Take advantage of the private community boat ramp and quick access to the beautiful waters of Tampa Bay and the Gulf. Currently utilized as a short-term vacation rental with great rental revenue and many 5-star reviews, this home provides a fantastic investment opportunity.
303 55TH ST, HOLMES BEACH, FL 34217
$4,495,00042 Days on yellowkey MLS ID: A4685639
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3356 Built: 2026 Tax: $9,277 (2025)Community: Holmes Beach 11Th UnitSpa: YesSingle Family
Taxes:$9,277
Remarks: Brand new construction completed in 2026, luxury home in the heart of Holmes Beach on beautiful Anna Maria Island, just two blocks from the white-sand Gulf beaches. This fully professionally furnished 4-bedroom, 4.5-bath coastal retreat offers the perfect blend of modern design and island living. The open-concept floor plan features a spacious living area with high ceilings and abundant natural light, flowing seamlessly into a chef’s kitchen equipped with premium Thermador appliances, custom cabinetry, a large center island, and a convenient under-counter ice maker—perfect for entertaining family and guests. Each bedroom includes its own en-suite bath, providing privacy and comfort, while the additional half bath is ideal for visitors. Equipped with an elevator going from the ground floor to the beautiful rooftop deck. Professionally designed and sold turnkey furnished, this home is ready for immediate enjoyment or use as a luxury vacation rental. Owner will be listing it as a brand new short-term rental as well. Step outside to your private resort-style backyard oasis featuring a heated pool and spa, covered lounge area, and a custom putting green surrounded by tropical landscaping and turf along with a beautiful custom deck. Multiple outdoor entertaining spaces create the perfect setting for relaxing after a day at the beach. Located only a short stroll—approximately two blocks—from the Gulf of Mexico, this exceptional property offers easy access to pristine beaches, dining, and shopping while maintaining the privacy of a quiet island neighborhood. Whether you’re seeking a full-time residence, second home, or high-end investment property, this brand new Holmes Beach home delivers luxury, location, and the ultimate Anna Maria Island lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sean Sabbia (813-748-8701)
402 71ST ST, HOLMES BEACH, FL 34217
$1,395,000397 Days on yellowkey MLS ID: A4645179
5 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2183 Built: 1965 Tax: $14,131 (2024)Community: Bay Palms AddSpa: YesSingle Family
Taxes:$14,131
Remarks: Under contract-accepting backup offers. INCENTIVE****** Seller to replace roof prior to closing!!!! Welcome to Your Dream Vacation Getaway Surrounded by world-class beaches, fantastic restaurants, and charming shops, this TURN-KEY FURNISHED 4-bedroom, 3-bathroom pool home is perfectly situated in the heart of Anna Maria Island. It is just 3 blocks from the beach! A proven income property with exceptional reviews and bookings in place, this home offers both a serene retreat and a smart investment. Nestled on a spacious corner lot with lush native landscaping and swaying palms, the home features wide covered porches that overlook an outdoor oasis. Step into your private paradise with a sparkling lagoon-style pool and spa. Surrounded by tropical greenery, the built-in spa with water jets, thatched umbrella, and natural stone-tiled deck create a resort-like ambiance. A fun Tiki bar, outdoor shower, and ample lounge space add to the perfect setting for entertaining or relaxing after a day at the beach. Outdoor living continues with a covered porch and shaded dining area, ideal for morning coffee or evening cocktails. Inside, the home boasts a completely remodeled, open-concept living area and a large eat-in kitchen, perfect for gathering with family and friends. The split floor plan includes four private bedrooms and two spacious bathrooms on the main floor. Upstairs, a generous loft offers a third bathroom, a fifth bonus bedroom with a queen bed, and a cozy reading nook. An attached 1-car garage provides convenient storage for all your beach gear and golf cart. Don’t miss your chance to own this tropical retreat. Book your private showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Dee Munn (407-346-4422)
205 HAVERKOS CT, HOLMES BEACH, FL 34217
$1,525,00055 Days on yellowkey MLS ID: A4683517
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1599 Built: 1975 Tax: $12,097 (2024)Community: Haverkos CourtSingle Family
Taxes:$12,097
Remarks: Welcome to your slice of paradise on beautiful Anna Maria Island! This 3-bedroom, 2-bath island retreat is ideally located just 2.5 blocks from the sugar-sand beaches of the Gulf of Mexico, offering the ultimate coastal lifestyle in one of Florida’s most sought-after destinations. Designed for relaxation and entertaining, the home features an amazing ground-level pool with spa — your own private tropical oasis perfect for soaking up the Florida sunshine or unwinding after a day at the beach. The spacious layout comfortably accommodates family and guests, making every stay feel like a vacation. Enjoy being within walking distance to all that Anna Maria has to offer — charming local shops, great dining, grocery options, and more. Leave the car behind and embrace the true island lifestyle. In addition to being a wonderful personal getaway or primary residence, this property is a great rental home with strong appeal to vacationers seeking location, comfort, and exceptional outdoor living. Its proximity to the beach, walkability, and desirable pool/spa amenities make it highly attractive for short-term rental opportunities. Whether you're looking for an island escape, investment property, or both — this home delivers the very best of Anna Maria Island. 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)
213 84TH ST, HOLMES BEACH, FL 34217
$2,250,00068 Days on yellowkey MLS ID: TB8475905
1 Days Off yellowkey (back on 4/2/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2193 Built: 1986 Tax: $23,426 (2025)Community: Holmes Beach 34Th UnitSingle Family
Taxes:$23,426
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Jerry Gemmecke (317-445-2434)
303 58TH ST, HOLMES BEACH, FL 34217
$2,449,999131 Days on yellowkey MLS ID: A4674192
REDUCED by $50,001 (2.0%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2524 Built: 2006 Tax: $26,409 (2024)Community: Casa Bella Of Anna Maria IslandSingle Family
Taxes:$26,409
Remarks: AMAZING LOCATION • COMPLETELY UPDATED • BRAND NEW POOL • BRAND NEW ROOF • 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.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Marlen Ryan (941-799-1046)
624 DUNDEE LN, HOLMES BEACH, FL 34217
$2,295,000209 Days on yellowkey MLS ID: A4665745
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1799 Built: 1967 Tax: $21,626 (2024)Community: Key Royale 9Th AddSingle Family
Taxes:$21,626
Remarks: Welcome to Southern Exposure! One of the best things about coming to sunny Florida from the cold North is a home with Southern Exposure so you can bask in the sun by this amazing pool all day long! Tranquil, private waterfront sanctuary — 624 Dundee on Key Royale is an impeccably renovated residence offering modern-luxe living by the water. This refined 3-bedroom, 2-bath pool home blends effortless flow with elevated finishes throughout. Meticulous landscaping and elegant paved walkways welcome you, while thoughtful attention to detail is evident in every room. Outdoors, a perfectly scaled heated pool and generous sun terraces are complemented by covered lounge space for sophisticated alfresco living and dining. A fully equipped dock with a 10,000 lb lift invites effortless access to open water, fishing, kayaking, or paddleboarding amid abundant coastal wildlife. Entertain beautifully: a sleek, brand-new kitchen with island opens to the dining area and elongated living room, creating seamless indoor-outdoor flow. The primary suite sits poolside with a private ensuite—ideal for morning swims or coffee on the lanai with sunshine all day! Two additional bedrooms share a well-appointed bath and can easily convert to a chic home office or guest quarters. Perfectly positioned on the island, this home captures the quintessential Anna Maria lifestyle—relaxation, sunlit days, and waterfront adventures—ready to be enjoyed as an exquisite primary residence or a sophisticated addition to your investment portfolio.
505 75TH ST, HOLMES BEACH, FL 34217
$2,700,000214 Days on yellowkey MLS ID: A4665534
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3778 Built: 1985 Tax: $15,606 (2024)Community: Island HomesSingle Family
Taxes:$15,606
Remarks: Discover paradise at this stunning canal front retreat that includes 5 bedrooms and 3.5-bathrooms. Located in the heart of Holmes Beach just a short stroll to the Gulf Beaches, restaurants, shops and more! This renovated gem offers modern elegance situated on a serene canal with direct access to Tampa Bay, ideal for boat lovers! Step inside to an open-concept living space, featuring Brazilian walnut floors, fireplace and natural light that shines through the impact hurricane windows and doors. Enjoy the gourmet kitchen, complete with custom cabinetry, sleek stainless steel appliances, marble countertops and more! The master suite is conveniently located on the main level with a walk in closet and a fireplace. It is a private oasis, boasting a spa-inspired ensuite with dual vanities and a walk-in shower. Four additional bedrooms provide ample space for family, guests, or a home office/gym. Outside, your tropical haven awaits. Dive into the sparkling pool, relax on the expansive deck, or take your boat straight from your private dock to explore the open waters. With lush landscaping and breathtaking canal views, this backyard is perfect for sunset gatherings or quiet mornings with coffee in hand. Located just steps from the pristine beaches of Anna Maria Island, this home offers the ultimate Florida lifestyle. This home has been lovingly enjoyed and very well taken care of by the full time owners. Schedule your private tour today!
8302 MARINA DR, HOLMES BEACH, FL 34217
$995,000116 Days on yellowkey MLS ID: A4675825
2 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1986 Tax: $5,125 (2024)Community: Holmes Beach 34Th UnitSingle Family
Taxes:$5,125
Remarks: Under contract-accepting backup offers. 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!
Listing Agent: Cindy Jones (941-773-9770)
405 28TH ST, HOLMES BEACH, FL 34217
$2,995,000249 Days on yellowkey MLS ID: TB8418360
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3748 Built: 1972 Tax: $27,499 (2024)Community: Sunrise Park RepSingle Family
Taxes:$27,499
Remarks: Price Reduction! This newly renovated waterfront home on Anna Maria Island features nearly 80 feet of prime canal frontage, providing breathtaking views from almost every room of the property. A private boat dock and lift make this residence a paradise for boating enthusiasts, while also being only steps away from the beach. Step inside to discover a spacious open-concept living room with vaulted ceilings and two large balconies. A modern kitchen outfitted with high-end appliances, ample storage, and chic finishes overlooks your private pool and spa. The master bedroom features access to the back patio leading to the pool plus walk-in closet. The spa-like master bathroom centers around your stand-alone tub and frameless glass shower with dual his and her vanities. Recent renovations include electrical, plumbing, and air conditioning systems, impact-rated windows, new exterior siding, plus a new seawall and a new metal roof. Schedule your showing today!
Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)
Listing Agent: Lawrence Vargas (813-505-4808)
424 62ND ST, HOLMES BEACH, FL 34217
$699,999388 Days on yellowkey MLS ID: A4645810
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1098 Built: 1974Monthly Fee: $100 Tax: $9,951 (2025)Community: Seaside Gardens RepSingle Family
Taxes:$9,951
Remarks: This beautifully restored, income producing property can be yours! Welcome to Island Delight on Anna Maria Island. Offered TURNKEY furnished with an active rental history and brand new roof, this property provides flexible options to enjoy paradise. Primely located just a few blocks from the turquoise waters and powdery sand of the Gulf, you can enjoy the the island's serene beauty whenever you wish. You'll love the private, heated, saltwater pool and spa as you walk through the gates of this charming home--adorned with beautiful pavers. Inside you'll find an inviting space with a large kitchen equipped with all new stainless steel appliances, kitchen cabinetry and fixtures. The granite countertops are a nice touch with bar seating at the peninsula. The bathroom is conveniently positioned between the two spacious bedrooms. The living space boasts an open concept to the spacious dining area, and an exterior door that leads out to your secluded and fenced deck area. The grand back yard space/deck is equipped with a sitting area, grilling space, outdoor shower and adorable shed for all your beach gear. The parking pad is large enough for two vehicles which makes parking on the island seamless! The community of Seaside Gardens has a low monthly HOA fee that includes water which makes owning a pool very cost effective. Even more, you have access to tennis courts, pickleball courts, shuffleboard, basketball court and a playground! With its unbeatable location and income potential, this property is an exceptional investment opportunity.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Jessica Uglik, Pllc (941-212-7098)
204 66TH ST, HOLMES BEACH, FL 34217
$2,750,000181 Days on yellowkey MLS ID: A4669141
0 Days Off yellowkey (back on 3/28/2026)
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 3472 Built: 2013 Tax: $46,263 (2025)Community: West Wind ShoresSingle Family
Taxes:$46,263
Remarks: Under contract-accepting backup offers. Paradise is Here! 6-Bedroom, 5-Bathroom Furnished, Turnkey Island Retreat in Holmes Beach Welcome to your dream beachside escape: This stunning 3-level single-family home is located just one block from the powdery sand beaches of the Gulf coast in highly sought-after Holmes Beach on Anna Maria Island. Weather you're Looking for a lucrative investment property or a private island oasis, this fully furnished, turnkey residence offers the best of both worlds. With 6 bedrooms and 5 bathrooms in total, there's plenty of room for everyone to spread out and enjoy the ultimate island lifestyle. This property boasts prime walkable access to the beach while maintaining a sense of privacy and tranquility. Highlighting each floor, the First Floor has a 2-car garage and a versatile bonus/game room with direct access to the pool and patio. The Second Floor features a Bright and airy open-concept kitchen, living and dining spaces, complete with a cozy dinette for casual meals. Three spacious bedrooms, two full bathrooms, and a convenient laundry room complete this level. The Third Floor provides a luxurious primary suite with a spa-like ensuite bathroom, two additional oversized bedrooms, and another 2 full bathrooms. The beautifully landscaped, fenced backyard is a true tropical paradise featuring a private pool and spa, along with outdoor dining and lounging areas perfect for relaxing or entertaining. Investors will appreciate the solid rental income potential while private buyers can immediately move in and embrace the laid-back Florida lifestyle. Don't miss this rare opportunity to own a slice of paradise on Anna Maria Island!
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: David Ahrens, Pllc (650-288-7661)
510 69TH ST, HOLMES BEACH, FL 34217
$1,070,00085 Days on yellowkey MLS ID: A4679951
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 1976 Tax: $5,314 (2024)Community: Bay Palms AddSingle Family
Taxes:$5,314
Remarks: This stunning completely renovated 2-bedroom, 2-bathroom home offers 1,500 square feet of bright, open-concept living space designed for effortless island lifestyle. Step inside to find a seamless flow between the gourmet kitchen, dining area, and spacious living room—perfect for relaxing with friends, family gatherings, or simply soaking in the Florida sunshine that pours through large windows. The thoughtful renovation shines through with contemporary finishes, high-quality fixtures, and a fresh, inviting palette that feels brand new yet timeless. Both bedrooms provide comfortable retreats, while the well-appointed bathrooms add a touch of luxury. Situated on a prime lot in desirable Holmes Beach, you'll enjoy generous outdoor space—ideal for morning coffee, evening barbecues, or creating your own tropical oasis. Just moments from the sands of Manatee Public Beach and the calm Gulf waters, this home puts you in the center of Anna Maria Island's relaxed charm: pristine beaches, boutique shops, waterfront dining, and easy access to everything the island offers.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Craig O'Rourke (877-366-2213)
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