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
Beach House w/Private Pool & Hot Tub by Bean Point
Home in Holmes Beach
Gorgeous Bay house in AMI! 5 min walk to beach!
Home in Anna Maria
Beach House w/ pool on the north end of AMI 3b/2ba
Home in Anna Maria
Stunning new 4 bed/4.5 bath home with heated pool
Home in Holmes Beach
Sunkissed & Salty: Dreamy Amenities. Prime Locatio
Home in Anna Maria
4 BEDROOM BEACH BUNGALOW 1 BLOCK FROM THE BEACH
Home in Holmes Beach
Modern Island Home/Walk 2 Beaches-Rest./Gulf Views
Home in Anna Maria
Manatee Harbour - heated pool, on the canal
Condo rentals with a pool
Condo in Holmes Beach
Beach Escape - Make Memories on Anna Maria Island!
Condo in Longboat Key
Relax on LBK!
Condo in Bradenton
Shorewalk full condo IMG Beaches Anna Maria
Condo in Bradenton Beach
Beach Escape & Pool, steps to Beach & restaurants
Condo in Redington Beach
Beautiful Coastal Couples Get-Away 2 min to beach.
Condo in Redington Beach
Beach Condo, Heated Pool, 2 Minute Walk to Ocean
Condo in Treasure Island
Where the Sun Meets the Water
Condo in Holmes Beach
NEW listing on AMI! Walk to fabulous beach front!
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