Anna Maria Island Vacation Rentals
226 properties available
Honeywood House by Anna Maria Island Accommodations 243 Willow Ave, Anna Maria, FL 34216 Welcome to Honeywood House, a canal-front three-bedroom, four-bath vacation home with a private dock, pool, and spa. Located on scenic Bimini Bay, this pet-friendly retreat offers direct access to Tampa Bay by boat and is just a short ten-minute walk to the Gul
Coastal Couture by AMI Locals 103 Park Ave, Anna Maria, FL 34216 VR21-000085 Welcome to Coastal Couture, a coastal chic 5 bedroom, 4.5 bath luxury beach home on the north end of Anna Maria Island. You are about a 1-minute walk to Anna Maria Beach and close to Pine Avenue for boutiques, cafes, bike paths, and golf cart rentals. Designed for stylish
Sand and Sea 111 B by Anna Maria Island Accommodations 111 Magnolia Ave, Unit B, Anna Maria, FL 34216 VR16-000423 Welcome to Sand and Sea 111 B, a charming two-bedroom, one-bath ground-level condo just one minute from the white sands of Anna Maria Beach. Perfect for small families or a friends’ island escape, this Anna Maria Island accommodation of
Buttonwood Cottage by AMI Locals 405 Pine Ave, Anna Maria, Florida 34216 Welcome to Buttonwood Cottage, a recently restored three bedroom, two bathrooms home full of Florida charm. Perfectly located on iconic Pine Avenue in Anna Maria and 10-minute walk to the Gulf. With a private heated pool, a pet-friendly policy, and easy access to island boutiq
Casa Allegria by Anna Maria Island Accommodations209 Archer Way Anna Maria, FL 34216VR16-000015 Welcome to Casa Allegria! This beautifully remodeled 3-bedroom, 2-bathroom vacation home offers an idyllic retreat just a five-minute walk from the stunning beaches of Anna Maria Island. Ideal for families or groups looking for a relaxing beach getaway,
Turtle Trax by Anna Maria Island Accommodations 763 Jacaranda Rd, Unit A, Anna Maria, FL 34216VR16-000350Welcome to Turtle Trax, a cozy ground-level duplex tucked away in the peaceful north end of Anna Maria Island. Just a five-minute walk to the beach, this two bedroom, one bath vacation rental offers a shared backyard pool surrounded by lush land
Little Dream by Anna Maria Accommodations 203 64th St, Unit B, Holmes Beach, FL 34217VRC16-000139Welcome to Little Dream! A charming one-bedroom, one-bath getaway just steps from the stunning Anna Maria Beaches! Located in a vibrant gated community, this cozy home offers easy access to beautiful beaches, local shops, and all the local favorite rest
AMI Breeze by AMI Locals 507 Spring Ave, Anna Maria, FL VR20-000022 Welcome to AMI Breeze! Tucked away in a relaxed neighborhood just minutes from the soft white sands of Anna Maria Beach, this two bedroom, two bath retreat is perfect for families, couples, or friends. With a private heated pool and spa surrounded by lush landscaping, plus styli
Gulf Horizons by AMI Locals 201 17th St N, Bradenton Beach, FL VPL22-000084Experience the ultimate Florida escape at Gulf Horizons, a spectacular three-level estate with seven bedrooms and six and a half bathrooms! Located just across the street from Bradenton Beach's pristine Gulf beaches, this home offers panoramic water views from the rooftop de
Take Me Away by AMI Locals 214 69th Street, Holmes Beach, FL 34217 VRC20-000170 Escape to Take Me Away, a beautifully renovated four bedroom, four bathroom vacation home just minutes from the white-sand beaches of Anna Maria Island. Perfectly located in Holmes Beach, this tropical retreat offers a private pool, lush outdoor living space, and an id
Acquaviva by Anna Maria Island Accommodations 310 Tarpon St, Anna Maria, Florida Welcome to Acquaviva, a stunning canal-front retreat that captures the essence of Anna Maria Island. This elegant three bedroom, three bath home offers a private dock for boating and wildlife watching, a sparkling pool, and a bonus game room. It's all just a short walk
Ocean's 77 by Anna Maria Island Accommodations 205 77th Street, Unit B, Holmes Beach, FL 34217VRC19-000012Welcome to Ocean's 77, a charming beach cottage just five houses from the stunning white sandy beaches of Anna Maria Island’s Holmes Beach! This two-bedroom, two-bath home offers a tropical backyard oasis with a private sparkling pool, a game r
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