Holiday 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.
Holiday 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 Bradenton Beach
4.97 out of 5 average rating, 155 reviewsParadise! Steps2 Private Beach & Tropical Yard!
Home in Anna Maria
4.91 out of 5 average rating, 35 reviewsBeach House w/ pool on the north end of AMI 3b/2ba
Home in Anna Maria
5.0 out of 5 average rating, 80 reviewsManatee Harbour - heated pool, on the canal
Home in Anna Maria
5.0 out of 5 average rating, 20 reviewsStunning new 4 bed/4.5 bath home with heated pool
Home in Anna Maria
5.0 out of 5 average rating, 15 reviewsVeselka - Canal front w private heated pool & dock
Home in Holmes Beach
4.96 out of 5 average rating, 68 reviewsModern Island Home/Walk 2 Beaches-Rest./Gulf Views
Home in Anna Maria
5.0 out of 5 average rating, 28 reviewsAmie House Chef’s kitchen Fun pool - walk to beach
Home in Holmes Beach
4.93 out of 5 average rating, 30 reviewsBackyard Bliss 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 Treasure Island
4.98 out of 5 average rating, 124 reviewsFunshine Pointe Capri - Pool on the Intercoastal!
Condo in Longboat Key
4.97 out of 5 average rating, 154 reviewsRelax on LBK!
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, 145 reviews1 BR Beachfront! Gorgeous sunsets!
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 St. Pete Beach
4.89 out of 5 average rating, 118 reviewsElegant & Relaxing Beachside Paradise - Pool
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