Anna Maria, FL Homes for Sale with Pool

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  $2,395,000

  • 3 Beds
  • 2.5 Baths
  • 1,968 Sq Ft

  307 Spring Ave, Anna Maria, FL 34216

  ~~~~~ READY.....SET..... HERE'S YOUR DEAL! ~~~~~ Come take a look at this amazing Anna Maria home. Villa Maria is ready for you! An amazing 3 bedroom, 2 bathroom and a half bath just 2.5 blocks away from some of the most coveted beaches in the country. This popular vacation rental is perfectly nestled in the city of Anna Maria. Walking distance, a bike ride or short golf cart ride to the

  Billi Gartman ANNA MARIA LIFE REAL ESTATE

  307 Spring Ave, Anna Maria, FL 34216
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  $2,875,000

  • 4 Beds
  • 2.5 Baths
  • 2,412 Sq Ft

  796 Jacaranda Rd, Anna Maria, FL 34216

  BEAUTIFUL COASTAL HOME ONLY STEPS AWAY FROM THE PRISTINE BEACHES ON BEAN POINT. THIS 4 BEDROOM 2.5 BATH HAS QUALITY FINISHES THROUGHOUT INCLUDING SOLID GRANITE SURFACES, SOLID WOOD CABINETS, HARDWOOD FLOORS, VOLUME CEILINGS, NEW S/S APPLIANCES, ELEVATOR, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE IT HAS A METAL ROOF, IMPACT WINDOWS AND DOORS, HARDI SIDING, AND TROPICAL LANDSCAPING.

  Greg Bayer ANNA MARIA ISLAND BEACHES RE

  796 Jacaranda Rd, Anna Maria, FL 34216
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  $5,245,000

  • 3 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  107 Elm Ave, Anna Maria, FL 34216

  Beachfront Oasis is elegant European design luxury home that has been professionally decorated and has spectacular beach views from every room. Floor to ceiling glass allows full views of the beach and aqua tropical gulf waters. The clean lines of the homes upscale design allow you to just sit back, relax and enjoy the stunning open beach view on any of the four beachfront decks. Indulge in the

  Greg Bayer ANNA MARIA ISLAND BEACHES RE

  107 Elm Ave, Anna Maria, FL 34216
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  $5,790,000

  • 5 Beds
  • 5.5 Baths
  • 3,159 Sq Ft

  404 N Shore Dr, Anna Maria, FL 34216

  This recently constructed home on Anna Maria Island overlooking a stunning canal is just one block from the pristine Gulf of Mexico beaches and a short walk to the restaurants and boutiques on Pine Ave. This luxurious 5-bedroom, 5.5 bath retreat offers a spectacular backyard with a private pool and swim up bar, in-ground spa, a covered shellcrete patio with seating, a ping pong table, and a BBQ

  Greg Bayer ANNA MARIA ISLAND BEACHES RE

  404 N Shore Dr, Anna Maria, FL 34216
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  $6,225,000

  • 4 Beds
  • 4.5 Baths
  • 3,525 Sq Ft

  217 Willow Ave, Anna Maria, FL 34216

  Experience the allure of waterfront living in this beautifully crafted and FULLY FURNISHED residence, mere steps away from the glistening Gulf shores. Designed with an eye for elegance, this home is turn-key with sophisticated finishes and furnishings. Boasting four expansive bedrooms—each paired with generous en-suite bathrooms—a powder room adjacent to the main living space, exquisite quartz

  Mike Grizzell COMPASS FLORIDA LLC

  217 Willow Ave, Anna Maria, FL 34216
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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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  $5,999,900 New Construction

  • 6 Beds
  • 6.5 Baths
  • 3,695 Sq Ft

  244 Willow Ave, Anna Maria, FL 34216

  Breathtaking 6-bedroom, 6-bathroom canal-front estate on the picturesque Anna Maria Island. This extraordinary coastal retreat epitomizes modern luxury, seamlessly blending sophisticated design, resort-style amenities, and island charm.From the moment you step inside, soaring ceilings, an expansive open floor plan, and an abundance of natural light create an inviting and airy ambiance. Every

  George DeSear AMI REALTY GROUP

  244 Willow Ave, Anna Maria, FL 34216
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  $6,495,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 4,525 Sq Ft

  224 Chilson Ave, Anna Maria, FL 34216

  Introducing a brand-new architectural marvel—a fully furnished, 6-bedroom, 7-bathroom deep-water canal-front estate nestled just two blocks from the beautiful sands of Anna Maria Island. This stunning residence is more than just a home—it’s a lifestyle statement, a private resort, and a legacy investment wrapped in one unforgettable package.Expertly crafted with full concrete block

  George DeSear AMI REALTY GROUP

  224 Chilson Ave, Anna Maria, FL 34216
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  $4,875,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,255 Sq Ft

  311 Spring Ave, Anna Maria, FL 34216

  Welcome to Go With The Flow, a brand-new, luxurious five-bedroom, five-and-a-half-bath retreat that blends modern opulence with a vibrant beachside charm.Designed for ultimate relaxation and entertainment, this stunning property features an unparalleled Lazy River-style pool with an in-ground spa, offering the perfect setting to bask in the radiant Florida sunshine.Step inside to

  Marisol Horner ARC REALTY GROUP

  311 Spring Ave, Anna Maria, FL 34216
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  $5,975,000 Open Fri 10AM - 2PM

  • 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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  $6,700,000 New Construction

  • 8 Beds
  • 8.5 Baths
  • 4,790 Sq Ft

  741 Jacaranda Rd, Anna Maria, FL 34216

  STUNNING NEW CONSTRUCTION HOME ON ANNA MARIA ISLAND WITH OVER $500,000 OF RENTAL INCOME ON THE BOOKS AS OF MAY 2025! Welcome to your dream oasis on the beautiful north end of Anna Maria Island! This breathtaking new construction home boasts an impressive 8 bedrooms and 8.5 luxurious bathrooms, perfectly designed for relaxation and entertainment. As you step inside and make your way to the main

  Dee Munn MICHAEL SAUNDERS & COMPANY

  741 Jacaranda Rd, Anna Maria, FL 34216
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  $20,000,000 New Construction

  • 6 Beds
  • 9 Baths
  • 7,652 Sq Ft

  769 N Shore Dr, Anna Maria, FL 34216

  Pre-Construction. To be built. Luxurious Beachfront Oasis in Anna Maria, Florida.Experience coastal living at its finest in this brand-new, 7,652 sq ft beachfront estate located in the heart of Anna Maria. This stunning home features 6 spacious bedrooms and 6 elegantly designed bathrooms, including a separate mother-in-law suite complete with a great room, bedroom, bathroom, and powder room.The

  Charles & Gabe Buky COLDWELL BANKER REALTY

  769 N Shore Dr, Anna Maria, FL 34216
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  $5,495,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,287 Sq Ft

  118 Mangrove Ave, Anna Maria, FL 34216

  Welcome to 118 Mangrove Ave, a slice of tropical paradise nestled in the heart of Anna Maria, Florida. Scheduled to be completed in June, this 4 bedroom, 4.5 bath home will offer an unparalleled combination of luxury, comfort, and convenience. Turnkey furnished and thoughtfully appointed; this home is ready to fulfill your every desire. Vaulted ceilings and an abundance of natural light

  George DeSear AMI REALTY GROUP

  118 Mangrove Ave, Anna Maria, FL 34216
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  $1,300,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  210 84th St, Holmes Beach, FL 34217

  One or more photo(s) has been virtually staged. Pool Home on Anna Maria IslandJust steps from the Gulf of Mexico, this 2-bedroom, 2-bath coastal cottage offers 1,200 sq ft of living space on a 9,000 sq ft lot. Enjoy your private pool surrounded by island breezes, or stroll to Holmes Beach, boutique shops, and dining. Whether you’re seeking a full-time residence, vacation getaway, or

  Chisa Stephenson REAL BROKER, LLC

  210 84th St, Holmes Beach, FL 34217
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  $2,295,000

  • 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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