Holmes Beach, FL Homes for Sale with Pool

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  $925,000

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  5808 Gulf Dr Unit 203, Holmes Beach, FL 34217

  GULF FRONT COMPLEX with great views of the BEACH right from your living room and private patio! This rarely available, premier complex, "Water's Edge Condo", offers 2 bedrooms, 2 full baths, PRIVATE beach access, a large beachside heated pool, covered shady parking, an elevator, pickleball/tennis and individual unit storage... This well maintained complex offers beautifully landscaped grounds, a

  Marianne Norman-Ellis MIKE NORMAN REALTY INC.

  5808 Gulf Dr Unit 203, Holmes Beach, FL 34217
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  $2,395,000

  • 3 Beds
  • 2 Baths
  • 1,799 Sq Ft

  624 Dundee Ln, Holmes Beach, FL 34217

  ~~~~~~ 624 Dundee ~~~~~~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

  Billi Gartman ANNA MARIA LIFE REAL ESTATE

  624 Dundee Ln, Holmes Beach, FL 34217
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  $1,279,000

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  506 69th St, Holmes Beach, FL 34217

  This easy living 3 bedroom, 2 bath home combines comfort and accessibility, offering a tranquil retreat in the heart of Holmes Beach with a beautifully updated interior and a lush, private backyard oasis. Wrapped in mature tropical landscaping, the outdoor space is ideal for unwinding, featuring a heated pool, an outdoor shower, a cozy firepit area, and plenty of shaded spots perfect for

  Darcie Duncan DUNCAN REAL ESTATE, INC.

  506 69th St, Holmes Beach, FL 34217
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  /50

  $3,750,000

  • 3 Beds
  • 3 Baths
  • 2,813 Sq Ft

  506 65th St, Holmes Beach, FL 34217

  Own your Slice of Paradise! Are you a boater? Beachgoer? Sun Worshiper? This meticulously designed elevated custom home is just 2 blocks from the beautiful beaches of Anna Maria Island and was built to FEMA exacting standards (allowing for the best wind and flood insurance rates). It is move-in ready incurring no damage from the recent hurricanes. With 90 feet of frontage on Watsons Bayou (one of

  Stephen Hachey FLAT FEE MLS REALTY

  506 65th St, Holmes Beach, FL 34217
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  $5,900,000

  • 10 Beds
  • 8 Baths
  • 4,944 Sq Ft

  102 39th St Unit 2, Holmes Beach, FL 34217

  Welcome to Alamanda Villas and your piece of island paradise. Just steps from the Gulf of Mexico, 8 unit property features a heated outdoor pool, barbecue facilities and umbrella-covered patio areas with wonderful water views. Each 1 bedroom/1 bathroom unit has a fully stocked kitchen with a microwave, refrigerator, coffee maker, oven and stove top. There are many shops, restaurants, and

  Robert Louloudes STARZ REAL ESTATE, LLC

  102 39th St Unit 2, Holmes Beach, FL 34217
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  $1,695,000

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  5710 Carissa St, Holmes Beach, FL 34217

  Perfectly placed on a quiet street, this 3BD/2BA elevated island home blends coastal charm with practical comfort, making it equally suited for personal enjoyment or continued success as a vacation rental. The open concept layout invites relaxed living, with a bright kitchen featuring granite counters, stainless steel appliances, and a large breakfast bar that flows effortlessly into the living

  Darcie Duncan DUNCAN REAL ESTATE, INC.

  5710 Carissa St, Holmes Beach, FL 34217
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  $2,799,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 3 Baths
  • 2,796 Sq Ft

  512 77th St, Holmes Beach, FL 34217

  It's time to make Anna Maria Island your home. Discover a rare opportunity to own an iconic piece of Holmes Beach history. Designed by Emily-Anne Smith, this beloved island residence is known for its signature pink exterior and timeless coastal charm. Set on a deep-water canal with direct access through Bimini Bay to Tampa Bay, it’s a coveted location for boaters, sailors, and fishing enthusiasts

  Kathy Harman MICHAEL SAUNDERS & COMPANY

  512 77th St, Holmes Beach, FL 34217
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  $620,000

  • 2 Beds
  • 2 Baths
  • 1,066 Sq Ft

  6500 Flotilla Dr Unit 212, Holmes Beach, FL 34217

  Canal Front Condo with Stunning Water Views in Holmes Beach! Welcome to your slice of paradise in the peaceful community of West Bay Point & Moorings. This charming ground-floor, canal-front condo offers the perfect blend of comfort, convenience, and coastal charm. Featuring 2 spacious bedrooms and 2 full bathrooms, this light-filled home boasts an open-concept layout ideal for relaxing or

  Shauna Ruby BLUESRQ REAL ESTATE INC

  6500 Flotilla Dr Unit 212, Holmes Beach, FL 34217
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  $2,875,000

  • 5 Beds
  • 4 Baths
  • 2,612 Sq Ft

  664 Key Royale Dr, Holmes Beach, FL 34217

  Experience understated elegance in this contemporary coastal 5BR/4BA home located in the esteemed Key Royale community on Anna Maria Island. Thoughtfully designed and impeccably finished, this residence exudes quiet luxury from the moment you step inside. Soft natural light, refined materials, and serene water views create a sense of calm throughout the open concept living spaces. The gourmet

  Becky Sirigotis COMPASS FLORIDA LLC

  664 Key Royale Dr, Holmes Beach, FL 34217
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  $3,497,500

  • 5 Beds
  • 4 Baths
  • 2,763 Sq Ft

  120 White Ave, Holmes Beach, FL 34217

  Nestled on Anna Maria Island’s most famous street, this beautifully renovated coastal retreat boasts five spacious bedrooms and four luxurious bathrooms, offering the perfect blend of comfort and style. Designed for seamless indoor-outdoor living, it features multiple porches where you can bask in the island breeze. Expansive sliding doors open to a generous deck, creating a natural flow between

  Charles & Gabe Buky COLDWELL BANKER REALTY

  120 White Ave, Holmes Beach, FL 34217
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  $385,000

  • 1 Bed
  • 1 Bath
  • 888 Sq Ft

  600 Manatee Ave Unit 226, Holmes Beach, FL 34217

  Turnkey Furnished 1-Bed, 1-Bath Condo Steps from the Beach on Anna Maria Island Enjoy island living in this elevated, turnkey 1-bedroom, 1-bath condo just steps from the public beach on Anna Maria Island. Located in the highly desirable Westbay Cove community, this spacious second-floor unit features an open floor plan filled with natural light and a private balcony overlooking the pool and lush

  Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

  600 Manatee Ave Unit 226, Holmes Beach, FL 34217
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  $1,799,000

  • 4 Beds
  • 4 Baths
  • 2,037 Sq Ft

  408 71st St, Holmes Beach, FL 34217

  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 decor

  Don Purvis BEACH HOUSE REAL ESTATE LLC

  408 71st St, Holmes Beach, FL 34217
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  $2,690,000

  • 6 Beds
  • 6.5 Baths
  • 2,453 Sq Ft

  4105 4th Ave, Holmes Beach, FL 34217

  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

  Leisa Erickson ENGEL & VOLKERS ST. PETE

  4105 4th Ave, Holmes Beach, FL 34217
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  $2,774,999

  • 4 Beds
  • 3 Baths
  • 2,524 Sq Ft

  303 58th St, Holmes Beach, FL 34217

  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,

  Marlen Ryan PREFERRED SHORE LLC

  303 58th St, Holmes Beach, FL 34217
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  $3,999,000

  • 4 Beds
  • 6 Baths
  • 3,464 Sq Ft

  513 Bayview Place, Anna Maria, FL 34216

  This Bayview Palace is a One of a kind, there’s nothing quite like this on Anna Maria Island!! Discover paradise in this 4 bedroom, 4 full bathrooms and 2 half baths, stunningly renovated home nestled in the heart of Anna Maria Island. Situated on two spacious lots, this exquisite property offers rare space, privacy, and direct access to the sparkling waters of Tampa Bay. Complete with TWO

  

  Jason Sato

  SATO REAL ESTATE INC.

  (941) 352-9268

  513 Bayview Place, Anna Maria, FL 34216
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  /70

  $7,999,000

  • 4 Beds
  • 3.5 Baths
  • 3,722 Sq Ft

  242 Oak Ave, Anna Maria, FL 34216

  Welcome to AMI Dream Home, your luxury Island estate, ready for you now. Step into effortless luxury at this impeccably turnkey furnished waterfront estate, fully ready for the Winter 2025-2026 season. Every detail has been curated for seamless island living. A stunning gated waterfront location, beautiful design and quality, elevated construction. Located on the only street on the island that

  Kathy Harman MICHAEL SAUNDERS & COMPANY

  242 Oak Ave, Anna Maria, FL 34216
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  /15

  $319,000

  • 1 Bed
  • 1 Bath
  • 598 Sq Ft

  2601 Gulf Dr N Unit 510, Bradenton Beach, FL 34217

  Welcome to Anna Maria Island—where opportunity meets paradise! This blank canvas offers the chance to create your own island escape in one of Florida’s most sought-after beach communities. This one-bedroom, one-bath home was recently affected by storm damage, but important updates have already been completed, including new subfloors, new flooring, and fresh drywall. The interior is ready for your

  Andrea Miller DUNCAN REAL ESTATE, INC.

  2601 Gulf Dr N Unit 510, Bradenton Beach, FL 34217
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  $499,000

  • 2 Beds
  • 2 Baths
  • 1,066 Sq Ft

  2601 Gulf Dr N Unit 427, Bradenton Beach, FL 34217

  Coastal Living in Sandpiper Resort (55+ Community) Welcome to Sandpiper Resort, a sought-after 55+ community where coastal charm meets modern comfort. This elevated 2-bedroom, 2-bath modular home offers breathtaking water views of Anna Maria Sound, allowing you to soak in the serene sights right from your living space. Inside, the newly renovated kitchen features updated cabinetry, modern

  Greg Brock BROCK REAL ESTATE

  2601 Gulf Dr N Unit 427, Bradenton Beach, FL 34217
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  $315,000

  • 2 Beds
  • 1 Bath
  • 412 Sq Ft

  2601 Gulf Dr N Unit 729, Bradenton Beach, FL 34217

  Welcome to Sandpiper Resort Co-Op, one of Anna Maria Island’s most sought-after 55+ coastal communities, where owning your own slice of paradise is finally within reach without the high HOA fees. This beautifully updated 2BD/1BA coastal getaway is being sold with the share, offering the rare opportunity to enjoy full ownership in this amenity-rich waterfront community. Located on the last street

  Jomarie Alicea PREFERRED SHORE LLC

  2601 Gulf Dr N Unit 729, Bradenton Beach, FL 34217
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  /21

  $249,900

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft

  2601 Gulf Dr N Unit 733, Bradenton Beach, FL 34217

  Coastal Living in Sandpiper Resort – 1BR/1BA in 55+ Bradenton Beach Community. Enjoy the relaxed island lifestyle in this well-kept 1 bedroom, 1 bathroom home in the desirable Sandpiper Resort Co-Op. This spacious move-in ready home features a fully equipped kitchen with a breakfast nook, a renovated bathroom with walk-in shower, and a new, ultra-quiet heat pump/AC system and luxury vinyl plank

  Jessica Batten SATO REAL ESTATE INC.

  2601 Gulf Dr N Unit 733, Bradenton Beach, FL 34217
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  $349,000

  • 2 Beds
  • 1 Bath
  • 838 Sq Ft

  2601 Gulf Dr N Unit B24, Bradenton Beach, FL 34217

  Welcome to Paradise! Sandpiper Resort Co-op is a vibrant 55+ community located on beautiful Anna Maria Island, offering the perfect blend of coastal relaxation and island convenience. This charming 2-bed, 1-bath coastal retreat sits on one of the larger lots in the community, giving you extra space, privacy, and future potential. Enjoy a quintessential island lifestyle: spend your days at the

  Robyn Hawk DUNCAN REAL ESTATE, INC.

  2601 Gulf Dr N Unit B24, Bradenton Beach, FL 34217
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  /25

  $289,000

  • 1 Bed
  • 1 Bath
  • 320 Sq Ft

  2601 Gulf Dr N Unit 506, Bradenton Beach, FL 34217

  Discover the charm of Anna Maria Island with this delightful one-bedroom, one-bath home located in the highly sought-after Sandpiper Resort Co-Op community. Perfectly situated between the sparkling Gulf of Mexico and the tranquil waters of Sarasota Bay, this residence offers the best of both worlds—a relaxed coastal lifestyle in a friendly, active 55+ neighborhood.Inside, you’ll find a bright

  Greg Brock BROCK REAL ESTATE

  2601 Gulf Dr N Unit 506, Bradenton Beach, FL 34217
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  $7,500,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,500 Sq Ft

  107 Maple Ave, Anna Maria, FL 34216

  This custom built six bedroom six and a half bathroom turnkey luxury investment property on Anna Maria Island is the ultimate beach home for passive income and personal enjoyment, located on one of the most private and prestigious streets with beach access just two houses away and stunning Gulf of Mexico views. Designed as both a high performing vacation rental and private coastal retreat, this

  Marisol Horner ARC REALTY GROUP

  107 Maple Ave, Anna Maria, FL 34216
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  $5,825,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,751 Sq Ft

  329 Tarpon St, Anna Maria, FL 34216

  Experience the charm of Anna Maria Island with this NEWLY COMPLETED CONSTRUCTION. This luxurious home boasts four bedrooms and four and a half baths, offering STUNNING VIEWS. Features include an elevator, a three-car garage, and 3,751 square feet of air-conditioned space, and 7,893 square feet overall. Enjoy premium appliances, elegant wood floors throughout, and an open floor plan that is

  Charles & Gabe Buky COLDWELL BANKER REALTY

  329 Tarpon St, Anna Maria, FL 34216
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  /45

  $1,779,000

  • 3 Beds
  • 2 Baths
  • 2,131 Sq Ft

  519 South Dr, Anna Maria, FL 34216

  “Anna Maria Oasis” is a Bimini Bay Coastal Classic, perfectly positioned on the coveted north end in the City of Anna Maria. With deep-water access directly from your backyard, no bridges to the bay or the Gulf of Mexico, and a 50’ dock with pilings already in place for lift installation, this property is truly a boater’s and fisherman’s paradise.Originally built in 1972, the home was

  Jessica Batten SATO REAL ESTATE INC.

  519 South Dr, Anna Maria, FL 34216

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