Holmes Beach, FL Homes for Sale with Pool

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  /43

  $635,000

  $14K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,035 Sq Ft

  3601 E Bay Dr Unit 203, Holmes Beach, FL 34217

  The saying about real estate being all about “location, location, location” is certainly true with this condo, which is located four-tenths of a mile from the Anna Maria Island Public Beach, one block from Publix, CVS, Restaurants, and shopping, and just three-tenths of a mile from the Anna Maria Island Bridge providing quick access on and off the Island. While the location is a great starting

  Shelley Panas CENTURY 21 BEGGINS ENTERPRISES

  3601 E Bay Dr Unit 203, Holmes Beach, FL 34217
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  /53

  $2,295,000

  $55K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 2,039 Sq Ft

  131 White Ave, Holmes Beach, FL 34217

  Fabulous opportunity to own a charming, elevated home with a total of 5 bedrooms, 4.5 bathrooms, private heated pool, west of Gulf Drive and only steps to the beach. The split layout of the home and the charming updates make this the perfect island retreat or investment property. The main living area consists of 3 bedrooms, 2.5 baths, updated kitchen with solid surface counters and

  Kimberly Roehl ISLAND DESTINATIONS

  131 White Ave, Holmes Beach, FL 34217
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  /43

  $339,000

  $11K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 804 Sq Ft

  6300 Flotilla Dr Unit 107, Holmes Beach, FL 34217

  Don’t miss this opportunity for a quaint and cozy, ground level Shell Point 1 bedroom, 1 bathroom unit! Watch dolphins play in the Bayou! Soak up your spectacular bay views in a private setting with all the amenities - tennis/pickleball court, heated swimming pool, putting green, clubhouse, waterfront park, and shuffleboard. This unit is newly renovated and ready for you to add your favorite

  Barbara Sato SATO REAL ESTATE INC.

  6300 Flotilla Dr Unit 107, Holmes Beach, FL 34217
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  /38

  $1,600,000

  $150K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,713 Sq Ft

  207 Peacock Ln, Holmes Beach, FL 34217

  This completely updated Anna Maria Island 3 bedroom 2.5 Bathroom pool home is situated on a cul-de-sac, and features hurricane-rated windows, metal roof, concrete block construction and garage. Property is in a Weekly rental zone with a successful rental history, making this BEAUTIFUL BEACH HOME a perfect investment property, or family get away. Just 3 short blocks to the white sandy beaches of

  Lindsey Haymond KELLER WILLIAMS ON THE WATER

  207 Peacock Ln, Holmes Beach, FL 34217
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  /40

  $800,000

  • 2 Beds
  • 2.5 Baths
  • 1,272 Sq Ft

  6250 Holmes Blvd Unit 24, Holmes Beach, FL 34217

  Welcome to Sunsets & Daydreams! Beautiful, light & bright coastal retreat just 2 blocks from the beach! North Beach Village 2 bed 2.5 bath elevated condo with rare find lower level garage & storage area. NEW ROOF 2025! This clean & inviting property is sold turnkey & features all new furnishings, spacious bedrooms, 2023 sliding glass door & screened in lanai, 2021 new PGT impact windows, & newer

  Kelly Gitt KELLER WILLIAMS ON THE WATER

  6250 Holmes Blvd Unit 24, Holmes Beach, FL 34217
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  /92

  $2,150,000

  $50K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 2,320 Sq Ft

  201 54th St, Holmes Beach, FL 34217

  This exceptional turnkey 5-bedroom, 5-bath duplex on Anna Maria Island offers a rare investment opportunity just moments from the white-sand beaches of the Gulf of Mexico, as well as the island’s charming shops and top-rated dining. Comprised of two beautifully renovated cottages—a 3BR/3BA and a 2BR/2BA, all en-suite—this unique property is connected by a solid 8-inch concrete block wall for

  Ana Chirino CHIRINO REAL ESTATE

  201 54th St, Holmes Beach, FL 34217
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  /61

  $3,400,000

  $250K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,274 Sq Ft

  227 S Harbor Dr, Holmes Beach, FL 34217

  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

  Eric Pullen LESLIE WELLS REALTY, INC.

  227 S Harbor Dr, Holmes Beach, FL 34217
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  /49

  $16,750,000

  • 5 Beds
  • 6.5 Baths
  • 8,962 Sq Ft

  104 Sunset Ln, Holmes Beach, FL 34217

  Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at

  Charles Buky COLDWELL BANKER REALTY

  104 Sunset Ln, Holmes Beach, FL 34217
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  /24

  $994,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft

  308 60th St Unit A, Holmes Beach, FL 34217

  This home is a renovated 2-bedroom, 2-bathroom with a private den. The home has an open concept with the kitchen, dining area and living room. The primary suite has an en-suite bathroom. It has a private backyard and a heated and chilled pool. There is an upper deck and a lower covered outdoor living and dining area. It is in a weekly rental zone and has good history and 5-star reviews. This

  Moe Mossa SAVVY AVENUE, LLC

  308 60th St Unit A, Holmes Beach, FL 34217
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  /62

  $589,000

  $40K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,430 Sq Ft

  4255 Gulf Dr Unit 116, Holmes Beach, FL 34217

  One or more photo(s) has been virtually staged. NEW ROOF installed in 2025! Welcome to this remodeled and elevated 2-bedroom, 2-bathroom end-unit condo with a flex room at Island Village in Holmes Beach. Perfectly located just one block from the pristine sands of Anna Maria Island. This bright and airy condo has been thoughtfully updated, featuring a clean, modern aesthetic. It includes two

  Hannah Hillyard MICHAEL SAUNDERS & COMPANY

  4255 Gulf Dr Unit 116, Holmes Beach, FL 34217
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  /44

  $1,375,000

  • 3 Beds
  • 2.5 Baths
  • 1,602 Sq Ft

  213 75th St, Holmes Beach, FL 34217

  It’s a short walk to the beach to enjoy the beautiful water and sunsets and then back to your turnkey furnished vacation home with a pool that offers seating and a table for the cocktail hour. The courtyard also offers a covered, shady patio with a dining table to enjoy the cool breeze through the palm trees. Totally updated floor plan with a great flow! Close to shops and the free trolley. An

  Kathy Caserta MIKE NORMAN REALTY INC.

  213 75th St, Holmes Beach, FL 34217
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  /49

  $1,350,000

  $100K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  3604 Gulf Dr Unit A and B, Holmes Beach, FL 34217

  OVER 150K INCOME OVER LAST 12 MONTHS!!! Embrace the pinnacle of island luxury with this impeccably designed, turnkey Holmes Beach duplex—operating as a successful Airbnb and ready for seamless ownership transition. Each side features two spacious bedrooms and one bath, complete with gleaming marble countertops, white shaker cabinetry, elegant, natural-flow tile backsplashes and breathtaking

  Johnny Hopper PREFERRED SHORE LLC

  3604 Gulf Dr Unit A and B, Holmes Beach, FL 34217
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  /62

  $1,075,000

  • 3 Beds
  • 2 Baths
  • 1,010 Sq Ft

  5803 de Palmas Ave, Holmes Beach, FL 34217

  Virtually Staged. This 3 bed/2 bath coastal charmer is just steps to the sugar sand beach, with a heated, salt water pool with full spa features! Create your own style in this cute cottage, where the hard work has already been done for you! New Luxury Vinyl Plank throughout, fresh paint, new doors, new bathrooms, new cabinetry and new appliances, means nothing left for you to do but add your

  Erin Leathem ISLAND REAL ESTATE-ANNA MARIA

  5803 de Palmas Ave, Holmes Beach, FL 34217
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  /40

  $939,000

  $37K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft

  5400 Gulf Dr Unit 32, Holmes Beach, FL 34217

  BEACHFRONT PROPERTY.............. OPEN TO SELLER FINANCING........FULLY FURNISHED........... BUILDING NEVER FLOODED.........FULLY RENOVATED.......IMPACT WINDOWS...............BREATHTAKING OCEAN AND BEACH VIEWS..........HOA PAYS EVERYTHING BUT ELECTRIC................ Rarely does a beachfront opportunity like this come along. In a community where properties seldom hit the market, this residence

  Garrett Sedlacek KELLER WILLIAMS ON THE WATER S

  5400 Gulf Dr Unit 32, Holmes Beach, FL 34217
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  /49

  $2,245,000

  $150K PRICE DROP

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

  624 Dundee Ln, Holmes Beach, FL 34217

  Southern Exposure at it's finest!!! If you are going to have a house in paradise, it's best to get one with SOUTHERN EXPOSURE! Maximize your sunshine and soaking in all that Vitamin D, you can't get up north. Tranquil, private canal front home just waiting for you to call it your own — 624 Dundee on Key Royale is an impeccably renovated residence offering modern-luxe living by the water. This

  Billi Gartman ANNA MARIA LIFE REAL ESTATE

  624 Dundee Ln, Holmes Beach, FL 34217
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  /79

  $2,399,000

  $301K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 2,621 Sq Ft

  6908 Holmes Blvd, Holmes Beach, FL 34217

  Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing

  Don Purvis BEACH HOUSE REAL ESTATE LLC

  6908 Holmes Blvd, Holmes Beach, FL 34217
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  /38

  $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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  /25

  $1,200,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  207 71st St Unit E, Holmes Beach, FL 34217

  Location, location, and island living at its best! Enjoy this elevated 2-bedroom 2 bath home located in central Holmes Beach on Anna Maria Island. You are three houses away from beach access and all of a 5 minute walk to watch sunsets and relax on the Gulf Beaches. This home has been renovated, and is turnkey furnished in a beachy décor to continue as a productive vacation rental or bring your

  Amanda Cornett PINEYWOODS REALTY LLC

  207 71st St Unit E, Holmes Beach, FL 34217
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  /47

  $2,699,000

  $100K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 2,947 Sq Ft

  130 50th St, Holmes Beach, FL 34217

  Own the sunset and step into a lifestyle buyers dream about—and renters actively seek out. Just moments from the Gulf, this stunning 6-bedroom, 4.5-bath coastal retreat delivers the perfect blend of luxury, comfort, and exceptional income potential.Designed to host and impress, the home lives like a private resort. Outside, guests are drawn to the resort-style pool with a sun shelf, a

  Lisa Tucker BEACH HOUSE REAL ESTATE LLC

  130 50th St, Holmes Beach, FL 34217
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  /47

  $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 décor

  Don Purvis BEACH HOUSE REAL ESTATE LLC

  408 71st St, Holmes Beach, FL 34217
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  /29

  $435,000

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft

  455 62nd St, Holmes Beach, FL 34217

  Welcome to 455 62nd Street, a lovely coastal retreat situated in the heart of Holmes Beach on world famous Anna Maria Island. Positioned in a quiet, highly sought-after residential enclave, this exceptional property holds a distinct market status as currently the only elevated unit on 62nd Street. Engineered with solid elevated concrete block construction, it delivers a rare combination of

  George Graf REAL BROKER, LLC

  455 62nd St, Holmes Beach, FL 34217
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  /31

  $1,850,000

  • 3 Beds
  • 3 Baths
  • 1,592 Sq Ft

  507 59th St, Holmes Beach, FL 34217

  Welcome to your own slice of island paradise in the heart of Holmes Beach! Perfectly positioned on a scenic canal and just minutes from the sugar-sand shores of Anna Maria Island, this beautifully designed 3-bedroom, 3-bathroom pool home offers the ideal blend of luxury, comfort, and coastal living. Step inside to discover an open and spacious floor plan filled with natural light, thoughtfully

  Chealsea Walczak PREFERRED SHORE LLC

  507 59th St, Holmes Beach, FL 34217
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  /28

  $114,990

  • 1 Bed
  • 1 Bath

  2601 Gulf Dr N Unit 402, Bradenton Beach, FL 34217

  Live the Anna Maria Island lifestyle without the million-dollar price tag! Own you home, and pay just $940/month for lot rent and enjoy all the island has to offer at a fraction of the cost! *interior photos pending* This tastefully updated 1-bedroom, 1-bath manufactured home offers one of the most affordable ways to own your slice of paradise on Anna Maria Island. Designed in a modern, clean

  Gabrielle Ardita Coast to Coast Mobile Home Sales LLC

  2601 Gulf Dr N Unit 402, Bradenton Beach, FL 34217
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  /34

  $1,275,000

  • 2 Beds
  • 2 Baths
  • 1,179 Sq Ft

  2600 Gulf Dr N Unit 30, Bradenton Beach, FL 34217

  Experience coastal living at its finest in the highly sought after Anna Maria Island Club. Located in the heart of Bradenton Beach, this exceptional 2 bedroom, 2 bath end-unit condominium offers stunning Gulf views, direct beach access, and the rare opportunity for bi-weekly rentals. Wake up to the sound of the waves and spend your days enjoying everything island life has to offer. This residence

  Landon Ellis BOYD REALTY

  2600 Gulf Dr N Unit 30, Bradenton Beach, FL 34217
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  /25

  $260,000

  $29K PRICE DROP

  • 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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  /82

  $2,499,900

  • 4 Beds
  • 4 Baths
  • 2,826 Sq Ft

  517 Kumquat Dr, Anna Maria, FL 34216

  This 4 bed/4 bath waterfront pool home is on a quiet cul de sac, in the city of Anna Maria, with views of Bimini Bay! Roomy and inviting, with no bridges to the Bay, this boater’s paradise also allows short term rentals! The spacious floor plan invites you to relax. Whether you are preparing meals in your open kitchen with freshly painted cabinetry, stainless steel appliances and oversized

  Erin Leathem ISLAND REAL ESTATE-ANNA MARIA

  517 Kumquat Dr, Anna Maria, FL 34216
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  /16

  $215,000

  • Land
  • 871 Sq Ft
  • $10,750,000 per Acre

  2601 Gulf Dr N Unit 310, Bradenton Beach, FL 34217

  This rare vacant lot opportunity at the Sandpiper Resort Co-op on Anna Maria Island offers the perfect canvas to build a brand-new coastal retreat in one of the island’s most desirable communities. The lot allows for the placement of a new unit, giving you the unique ability to create a custom residence designed for modern island living, and floor plan drawings for a new unit are already

  Greg Brock BROCK REAL ESTATE

  2601 Gulf Dr N Unit 310, Bradenton Beach, FL 34217
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  /43

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,179 Sq Ft

  2600 Gulf Dr N Unit 12, Bradenton Beach, FL 34217

  Welcome to the highly sought-after Anna Maria Island Club, one of the island's premier Gulf-front communities where opportunities like this rarely become available. This beautifully maintained 2-bedroom, 2-bath condominium is being offered turnkey furnished, making it truly move-in or rental ready from day one.Currently operating as a successful active vacation rental, this property offers an

  Jomarie Alicea PREFERRED SHORE LLC

  2600 Gulf Dr N Unit 12, Bradenton Beach, FL 34217

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