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 Holmes Beach
4.97 out of 5 average rating, 124 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
Home in Holmes Beach
4.91 out of 5 average rating, 47 reviewsGorgeous Bay house in AMI! 5 min walk to beach!
Home in Anna Maria
5.0 out of 5 average rating, 62 reviewsNew Prof Decorated-Pool/Spa 5 minute walk 2 Ocean
Home in Anna Maria
5.0 out of 5 average rating, 13 reviews༄ Sunset Shore on Anna Maria Island ༄
Home in Anna Maria
5.0 out of 5 average rating, 14 reviewsVeselka - Canal front w private heated pool & dock
Home in Anna Maria
4.91 out of 5 average rating, 34 reviewsBeach House w/ pool on the north end of AMI 3b/2ba
Home in Anna Maria
4.95 out of 5 average rating, 22 reviews4 BEDROOM BEACH BUNGALOW 1 BLOCK FROM THE BEACH
Home in Anna Maria
5.0 out of 5 average rating, 28 reviewsAmie House Chef’s kitchen Fun pool - walk to beach
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 Holmes Beach
4.93 out of 5 average rating, 142 reviewsBlanco and Sunset Villas on Anna Maria Island
Condo in Holmes Beach
4.98 out of 5 average rating, 108 reviewsNEW listing on AMI! Walk to fabulous beach front!
Condo in Longboat Key
4.97 out of 5 average rating, 152 reviewsThe Beach on LBK!
Condo in Redington Beach
4.85 out of 5 average rating, 577 reviewsCondo II:Beach 2 min walk:Heated Pool:2Bikes:Grill
Condo in Bradenton
4.98 out of 5 average rating, 172 reviewsShorewalk full condo IMG Beaches Anna Maria
Condo in Redington Beach
4.96 out of 5 average rating, 100 reviewsBeautiful Coastal Couples Get-Away 2 min to beach.
Condo in Siesta Key
4.93 out of 5 average rating, 182 reviewsSiesta key getaway!
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