Pool Retreats
353 properties available
Vitamin Sea by Lido Key Vacations Vacation Rental License #VR22-00137 Welcome to Vitamin Sea, an elegant 8 bedroom, 8 full and 2 half baths Lido Key vacation rental located just a 5-minute walk from Lido Beach and a pleasant stroll to the boutiques and restaurants of St. Armands Circle. Perfect for upscale group getaways, this stunning home featur
Talk To The Sand by Siesta Key Luxury Rental Properties Talk To The Sand by Siesta Key Luxury Rental Properties is a seven bedroom, seven and a half bath Siesta Key luxury rental designed for families and group getaways seeking elevated coastal living. Just a short four-minute walk to Siesta Key Beach and a quick three-minute walk to Siesta Key Vi
Our Tern by Anna Maria Island Accommodations VR22-000023 Welcome to Our Tern, a gorgeous canal front vacation home on the north end of Anna Maria Island! This three bedroom, three and a half bath retreat offers a private dock, sparkling pool and hot tub, and multiple outdoor living spaces, making it the perfect spot for both adventure and relaxatio
Fine and Sandy by AMI Locals Vacation Rental License #VR22-000094 Welcome to Fine and Sandy, a grand seven-bedroom, seven-bath luxury beach home perfectly located on the north end of Anna Maria Island. This newly constructed coastal retreat combines modern design, high-end finishes, and resort-style amenities for the ultimate island escape. Just a
The Big Yellow House on Pine by Anna Maria Vacations Home in Anna Maria, FL Welcome to The Big Yellow House on Pine by Anna Maria Vacations, a beachfront five-bedroom, four-bath home that captures the relaxed spirit of Anna Maria Island. Perfectly positioned along the Gulf, this charming coastal retreat offers spectacular beach views, a private poo
Coral Palms by Anna Maria Island Accommodations VRC16-000157Welcome to Coral Palms, a beautiful ground level cottage split floorplan vacation home featuring three bedrooms and two bathrooms, perfect for families or groups seeking a relaxing escape on Anna Maria Island. Just a four-minute walk to the sparkling Gulf beach, this charming retreat boast
Seahorse Cove by Anna Maria Island Accommodations VRC16-000109Welcome to Seahorse Cove, a vibrant two-story duplex just three blocks from the gorgeous Holmes Beach and steps from the free Anna Maria Island trolley! This four-bedroom, three-bath coastal retreat boasts recently updated interiors and decor that create a bright, fresh island vibe. Fea
A Pirate’s Dream by AMI Locals Welcome to A Pirate’s Dream by AMI Locals, a grand waterfront retreat that perfectly blends coastal elegance with island adventure on beautiful Anna Maria Island. This four bedroom, three and a half bath vacation home plus loft is designed for families and groups seeking both relaxation and excitement. Located just a
Our Place By The Sea by Anna Maria Island Accommodations VR16-000359 Welcome to Our Place By The Sea, a charming three bedrooms, two and a half bath vacation home on the peaceful north end of Anna Maria Island. Just a four-minute walk to Bean Point Beach, this ground-level retreat features a private pool, outdoor shower, and inviting indoor and out
Welcome to Poseidons Palace, an extraordinary eight bedroom, five and a half bath vacation retreat just a two-minute walk from the beach. Designed with families and groups in mind, this spacious home features a resort style backyard with a private pool and spa, a rooftop deck with stunning views, and endless entertainment options including a game r
Ilha Bela by Anna Maria VacationsHome in Holmes Beach, Florida Welcome to Ilha Bela, a timeless three-bedroom, two and a half bath vacation home tucked away in the heart of Holmes Beach on beautiful Anna Maria Island. Blending classic Old Florida charm with modern comfort, this inviting getaway features a lush backyard oasis with tropical landscapi
Orange Crush by Anna Maria Island Accommodations Welcome 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 with arcade games and foosball, a private p
