Vacation rentals with a pool in Anna Maria Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Anna Maria Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Anna Maria Island rentals with a pool
House rentals with a pool
Home in Anna Maria
5.0 out of 5 average rating, 4 reviewsPirates Bay by Beach Boutique Rentals
Home in Holmes Beach
5.0 out of 5 average rating, 52 reviewsPrivate Luxurious Ground Level Home
Home in Anna Maria
5.0 out of 5 average rating, 3 reviews'Walk on the Beach" heated pool North End AMI
Home in Anna Maria
5.0 out of 5 average rating, 15 reviewsVeselka - Canal front w private heated pool & dock
Home in Anna Maria
5.0 out of 5 average rating, 41 reviewsManatee Sanctuary - heated pool & spa; canal
Home in Anna Maria
5.0 out of 5 average rating, 21 reviewsWanderlust Villa
Home in Holmes Beach
4.96 out of 5 average rating, 69 reviewsModern Island Home/Walk 2 Beaches-Rest./Gulf Views
Home in Anna Maria
5.0 out of 5 average rating, 14 reviews༄ Sunset Shore on Anna Maria Island ༄
Condo rentals with a pool
Condo in Bradenton Beach
4.92 out of 5 average rating, 100 reviewsBeach Escape & Pool, steps to Beach & restaurants
Condo in Longboat Key
4.97 out of 5 average rating, 154 reviewsSunshine on the Seaside!
Condo in Holmes Beach
4.99 out of 5 average rating, 126 reviewsBeach Escape - Make Memories on Anna Maria Island!
Condo in Bradenton
4.98 out of 5 average rating, 173 reviewsShorewalk full condo IMG Beaches Anna Maria
Condo in Treasure Island
4.98 out of 5 average rating, 125 reviewsFunshine Pointe Capri - Pool on the Intercoastal!
Condo in Redington Beach
4.85 out of 5 average rating, 578 reviewsCondo II:Beach 2 min walk:Heated Pool:2Bikes:Grill
Condo in Redington Beach
4.97 out of 5 average rating, 466 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
Condo in Indian Shores
4.96 out of 5 average rating, 146 reviews1 BR Beachfront! Gorgeous sunsets!
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