Anna Maria Island, Florida


Properties Available 256 properties available
Explore Anna Maria Island in style from the comfort of this seaside condo complex. Youll enjoy easy access to the beach, along with shopping, dining, and onsite perks like a shared pool. This home lies on the north end of Anna Maria Island, with downtown Anna Maria easily reachable on foot or by trolley. The town features charming shops, restauran
Water's Edge 208 S (246258)
Holmes Beach, FL
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Have the Holmes Beach vacation you deserve with this welcoming house on Anna Maria Island, featuring plenty of perks to help you unwind and a fantastic location near the beach, shops, and restaurants. This home is just one block from the soft white sands of the beach, which is quieter and more private than the larger public beach to the south. Som
Guava Getaway (252886)
Holmes Beach, FL
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Experience a gorgeous slice of paradise with a stay in Sea Palm Cottage! Ideal for families with children, youll enjoy a fantastic location near the beach, easy access to the trolley, a covered patio, and a private pool surrounded by lush tropical foliage. Start adjusting to island time and head out to the beach. The soft sands and warm waves are
Sea Palm Cottage (246219)
Holmes Beach, FL
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
306 Clark drive (B) Holmes Beach, FL 34217VRC17-000009Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive 70% of the grand total.Dog Friendly! Beaut
Turtle's Bay (232662)
Holmes Beach, FL
Townhome Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 6 guests
Slip into vacation mode at this beautiful Anna Maria Island home! Complete with panoramas of the Gulf of Mexico, a private pool, and 2,196 square feet of space, this luxurious home offers the ultimate Anna Maria experience. Located half a block from the beach and a short walk from local restaurants and galleries, this home puts the best of the isl
Coquina Sands (243610)
Holmes Beach, FL
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
A Cozy Cottage is the ultimate retreat for relaxation and reconnecting with family or friends. Each bedroom is appointed with a builtin closet system, and offers direct access to the pool area. The kitchen is abundantly stocked, offering the ability to prepare any meal you decide to enjoy. The spacious Living Room with adjoining Dining Area provide
A Cozy Cottage (246559)
Anna Maria, FL
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Bring the whole family to this beautiful twostory Holmes Beach vacation home! Youll enjoy upscale amenities throughout, including an enclosed yard, a private heated pool, and lake access out back for fishing and wildlife viewing. Miles of sugar white, sandy coastline lie just two blocks away, making it easy to spend all day lounging on Anna Marias
Spectacular Saltwater Seas (250525)
Holmes Beach, FL
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Anna Maria Island Beach Palace offers incredible views in every direction because it’s situated in the best location on the entire island! The island is only 150 yards wide where this 3-story condo is located. The Gulf of Mexico is merely 75 yards to the west, and Florida’s Intracoastal Waterway is 75 yards to the east.Relax on the 3rd-floor, ceram
Anna Maria Island Beach Palace (302001)
Bradenton Beach, FL
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
The beach escapade youve been waiting for is right here, at Sunrise Garden condos! This incredibly convenient home away from home boasts a fullyequipped kitchen with all the cooking essentials no dishwasher, access to a shared swimming pool, laundry facilities onsite, and free WiFi so you can update your social media and be the envy of your friends
Sunrise Garden #5 (254805)
Anna Maria, FL
House Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
For the perfect Anna Maria Island vacation, escape to this newly remodeled home at the desirable north end of the island. This home has all the features you could want for a relaxing and funfilled vacation, including a canalside location, nearby beaches, and perks like a private pool! If your vacation includes a boat, this canalfront home is perfe
Surrounded By Sea Breezes (246204)
Anna Maria, FL
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
306 67th Street Unit B Holmes Beach, FL 34217VRC 19-000277Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive 70% of the grand total.This beachy 3 be
Caribbean Surf (232671)
Holmes Beach, FL
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
146 Crescent Dr, Anna Maria FL 34216VITAMIN SEA is a home that features 5 bedrooms and 5 bathrooms and a fantastic location-just a 10 minute stroll to the White sandy beaches of BEAN POINT on the coveted north end of Anna Maria. This lovely property offers a private heated pool with a spa, The backyard is an oasis with BBQ grill, tropical landscapi
Vitamin Sea (232670)
Anna Maria, FL
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests

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