Anna Maria Island Vacation Rentals With a Pool
Looking for a refreshing vacation? Explore these fantastic Anna Maria Island rentals with pools! After a day at the beach, a relaxing swim in your pool is the perfect way to unwind.
A vacation rental with a pool adds significant value to your getaway. A private pool offers a relaxing escape from crowded beaches, providing a convenient way to cool off with a refreshing swim whenever desired. It also creates a safe and enjoyable space for family fun, especially for children. It grants you a personal area to unwind and soak up the Florida sunshine in complete privacy.
165 properties available
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
Sandpiper Villa by AMI Locals VRC23-000136Welcome to Sandpiper Villa, a three bedroom, two bath vacation rental located right across the street from Holmes Beach! With a private heated pool, outdoor patio, and multiple balconies, this coastal retreat is perfect for families and friends looking to relax and enjoy Anna Maria Island’s pristine beaches
A Change in Latitude by AMI Locals Welcome to A Change in Latitude, a beautiful three bedroom, three bath elevated vacation home perfectly located on the north end of Anna Maria Island. This modern coastal retreat features a private pool with an in-ground spa, outdoor living area, and putting green, offering the ideal mix of comfort and fun. Just a
Sea Forever by AMI Locals Vacation Rental License #TPL21-000115, DWE5105473Welcome to Sea Forever, a stunning seven bedroom, six and a half bath luxury retreat perfectly positioned in Bradenton Beach. Just a quick two-minute stroll to the white sand, this home offers a private heated pool with spa, a rooftop deck with panoramic views, and expansive
Just Breathe by Exclusive Vacations Vacation Rental License #VR23-000046 Welcome to Just Breathe, part of our Exclusive Collection. This luxury four bedroom, four and a half bath vacation home perfectly positioned on the Bayfront across from Tampa Bay and just a short walk to the Gulf beaches. This home pairs modern sophistication with a relaxed is
A Coastal Paradise by AMI Locals Welcome to A Coastal Paradise by AMI Locals, a beautifully remodeled three-bedroom, two-bath luxury vacation rental located in the peaceful West Bradenton neighborhood. Just 5.8 miles from the beaches of Anna Maria Island. Combining modern comfort with coastal sophistication, this spacious retreat offers a private h
Caribbean Reef by AMI Locals VRC18-000084 Welcome to Caribbean Reef, an inviting three-bedroom, two-bathroom Holmes Beach vacation home by AMI Locals, perfectly situated just a four-minute stroll from the sugary white sands of Anna Maria Island’s Gulf Coast. This stylish private villa blends island charm with modern comfort, featuring a heated pool
Anna Maria Wave by Anna Maria Island Accommodations Welcome to Anna Maria Wave by Anna Maria Island Accommodations, a spectacular four-bedroom, four-bathroom beachfront home that captures the essence of coastal luxury on beautiful Anna Maria Island. Perfect for families and groups, this contemporary retreat combines modern design, breathtaking Gulf
Lay'By, Too by AMI Locals VPR16-000175 Welcome to Lay'By, Too, a vibrant ground-level vacation home just four houses from the stunning beaches of Anna Maria Island, with no streets to cross! This spacious four-bedroom, three-bath retreat offers a private pool, lush backyard, outdoor dining and grilling area, and cheerful coastal decor, perfect fo
Beach Escape by AMI Locals Vacation Rental License #VR18-000090 Welcome to Beach Escape, a stunning five-bedroom, four-bath luxury home just one street from the powdery white sands of Anna Maria Island. Ideally located on the peaceful north end near Bean Point Beach, this coastal retreat combines upscale comfort with endless outdoor fun. Spend your
The Pink Palm by AMI LocalsWelcome to The Pink Palm, a recently refreshed three-bedroom, three-bath Anna Maria Island vacation rental with a bonus daybed with trundle room, located just steps from Pine Avenue and a short walk to Anna Maria City Beach. This upscale coastal cottage blends classic island charm with a stunning private backyard oasis, c
Blue Marlin by AMI Locals Vacation Rental License #VR18-000106 Welcome to Blue Marlin by AMI Locals, a stunning four bedroom, four and a half bath Anna Maria Island vacation home featuring a private pool, hot tub, and putting green. This luxury beach retreat is perfectly located just a 10-minute walk to the Gulf beaches and two blocks from Pine Ave
