Pool Retreats
330 properties available
Whispering Whale Retreat by Anna Maria Vacations Home in Anna Maria, FL VR16-000195Welcome to Whispering Whale Retreat, a charming vacation home in Anna Maria that promises endless fun and relaxation! This four-bedroom, two-bathroom retreat features a sparkling private pool, expansive outdoor lounging areas, and a complete deck dining set, perfect
My Island Paradise by AMI Locals Welcome to My Island Paradise, a charming 3-bedroom, 2-bathroom ground-level vacation home tucked away in the heart of Holmes Beach on Anna Maria Island! Located just a three-minute walk to the sugar-white Gulf beaches and close to the free island trolley, this island gem offers a private pool, spacious backyard, an
Casa Siesta by Siesta Key Luxury Rental Properties is a beautifully designed three-bedroom, three-bathroom private pool home, ideal for families and friends seeking a refined Siesta Key vacation rental just steps from the beach. Located approximately a 1-minute walk to Siesta Key Beach, this retreat offers an exceptional blend of walkable beach acc
Cabana Breeze by Anna Maria Vacations Home in Anna Maria, FL VR16-000457 Welcome to Cabana Breeze, a four bedroom, two bath vacation retreat on the north end of Anna Maria Island! Just a 10-minute walk to Anna Maria City Beach and steps from Pine Avenue’s charming shops and restaurants, this dog-friendly home offers the perfect blend of relaxation
Coastal Horizons by Anna Maria Vacations Home in Bradenton Beach, FL TPL18-000052 / DWE5105831Welcome to Coastal Horizons by Anna Maria Vacations, a six bedroom, four bath elevated retreat in the heart of Bradenton Beach. Just a one-minute walk to the soft white sands of Anna Maria Island and steps from the calm Bay waters, this home combines coast
Coconut Lagoon by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR16-000285Welcome to Coconut Lagoon, a vibrant four-bedroom, three-bathroom coastal retreat on the north end of Anna Maria Island. This home had a complete makeover, with an all-new kitchen, bathrooms, and furnishings. Just a five-minute walk to the beach, this inviting
Absolute Paradise by Anna Maria Vacations VR16-000465 Welcome to Absolute Paradise, a beautifully updated five-bedroom, four-bath beach home just a short stroll from the white sand shores of Anna Maria Island. Perfectly located near Pine Avenue’s shops and restaurants, this home combines coastal charm and modern comfort with fantastic outdoor space
Ocean Breeze by Anna Maria Vacations Duplex in Holmes Beach, Florida VPR16-000337 Discover Ocean Breeze, a perfect Gulf Coast escape in the heart of Anna Maria Island! Offering four spacious bedrooms and three bathrooms, with a spectacular backyard featuring a private pool, in-ground spa, and a covered patio with outdoor seating and a BBQ grill.
Private Palms by Anna Maria Island Accommodations VRC23-000027Welcome to Private Palms, a beautifully remodeled four-bedroom, two-bath coastal retreat just a 3-minute walk to Holmes Beach and close to the shops and dining of Holmes Beach Towne Center. This bright and stylish home features a private pool, relaxed outdoor living, and comfortable inte
The Palm by Lido Key Vacations Welcome to The Palm, a recently refreshed two-bedroom, two-bath boutique retreat tucked among swaying palm trees and just a short walk from Lido Beach and St. Armands Circle. This inviting home offers relaxed coastal comfort, effortless walkability to dining and shopping, and easy access to Sarasota’s sparkling Gulf w
Bayshores by Anna Maria Island Accommodations VRC18-000040 Welcome to Bayshores by Anna Maria Island Accommodations, a charming three-bedroom, three-bathroom canal front home in Holmes Beach that captures the nostalgic charm of Old Florida while offering all the comforts of modern coastal living. Perfectly situated along serene waterways and just a
Bamboo Bungalow by AMI Locals Vacation Rental License #VR19-000043 Welcome to Bamboo Bungalow by AMI Locals, a beautiful three-bedroom, two-bathroom canal-front home tucked away in the peaceful north end of Anna Maria Island. This stylish retreat is perfectly situated just two blocks from Pine Avenue’s shops and restaurants and less than a 15-minut
