Vacation Rentals with Private Pools on Anna Maria Island
Homes with Private Pools on Anna Maria Island...
The Beaches on Anna Maria Island are absolutely amazing. So is having a private heated pool right in the backyard of your vacation rental. Being able to cool off in a pool is one of the most requested items during an Anna Maria Island vacation rental search. It is definitely a must have item for your next vacation. Anna Maria Island Accommodations has a robust inventory of pool homes with a variety of distances to the beach and even some gulffront. Let us help you find your perfect pool home rental.
196 properties available
Beach Haven by AMI Locals 5501 Holmes Blvd, Holmes Beach, Florida VRC18-000066 Welcome to Beach Haven, an eight bedroom, seven and a half bathroom luxury vacation home just a 5-minute stroll to the beautiful beaches of Anna Maria Island. This expansive, multi-level getaway is ideal for large family reunions or group vacations. With a private poo
Honey I'm Holmes by Anna Maria Island Accommodations305 73rd St Holmes Beach, FloridaWelcome to Honey I’m Holmes! Start your island getaway here at our newly refreshed coastal home in a charming neighborhood of Holmes Beach! This gorgeous, modern four bedroom, three bath retreat is a short walk to the glistening sandy beaches of the Gulf! An open l
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
Highlights• 5-minute walk to the beach • Spacious backyard with Pool and Spa• Pet Friendly• Tiki hut and bar area Island Life by AMI Locals108 78th St Holmes Beach VRC#18-000083Welcome to Island Life, a fully renovated and updated vacation home with three bedrooms and two bathrooms. A private backyard tiki bar, a hot tub, and a heated pool await yo
Pineapple Palms by Anna Maria Island Accommodations 308 64th St, Holmes Beach, FL 34217VRC17-000041Welcome to Pineapple Palms, the ultimate ocean-loving getaway just two-and-a-half blocks from the stunning beaches of Holmes Beach! Perfect for a small family or friends, this charming two-bedroom, two-bathroom home offers a private heated pool, lush,
Peachy Keen by AMI Locals 206 66th St, Unit B, Holmes Beach, FL 34217 VPR22-000026 Escape to Peachy Keen, a luxurious family vacation rental on Anna Maria Island! This spacious three-bedroom, plus loft, home is just 200 steps from the Gulf, offering stunning water views and easy access to the island’s best amenities. Wake up to breathtaking sunset
Costa Bella by Anna Maria Island Accommodations 10107 Gulf Dr, Anna Maria, FL 34216 Welcome to Costa Bella, a four bedroom, four and a half bath luxury vacation home just steps from the beach and Pine Avenue. With chic coastal design, a private pool and spa, and ensuite bathrooms in every bedroom, this home is the perfect choice for families and gr
Villa #8 AMI Lemon Fish by AMI Locals 3602 6th Ave, Unit #2, Holmes Beach, FL 34217 Welcome to Villa #8 AMI Lemon Fish, a cheerful two bedroom, two bath villa at the welcoming Islands West Resort! Just a two-minute walk from the sandy shores of Holmes Beach, this bright and beachy retreat is perfect for families, couples, or friends looking to expe
Orange Crush by Anna Maria Island Accommodations 312 61st St Unit B, Holmes Beach, FL 34217Welcome to Orange Crush, a beautifully updated and thoughtfully decorated three bedrooms, two bath home just two blocks from the gorgeous beaches of Anna Maria Island! This vibrant retreat offers a perfect blend of relaxation and fun, featuring a game room w
Salty Margarita by AMI Locals106 81st St Holmes Beach, Florida 34217Welcome to Salty Margarita, a stunning three-level coastal retreat just two houses from the white-sand shores of Holmes Beach! This luxury Anna Maria Island vacation rental features four king suites, a private heated pool and spa, elevator access, and a rooftop deck with breathtaki
Bamboo Breeze by Anna Maria Island Accommodations 203 70th Street, Unit B (East Unit), Holmes Beach, FL 34217 VRC16-000181 Welcome to Bamboo Breeze, a charming two-bedroom, two-bath vacation rental with a private heated pool, located just one block from Holmes Beach! Perfect for families or small groups, this coastal retreat offers a laid-back atmo
Gulf Breeze Villa B by Anna Maria Island Accommodations 204 65th St, Unit B (East Unit), Holmes Beach, FL 34217 VRC16-000146 Escape to Gulf Breeze Villa B, a cozy one-bedroom, one-bathroom retreat just one block from the sparkling sands of Holmes Beach. Perfect for couples or small families, this charming ground-level villa features a private pool,
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