Accommodation 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
4.94 out of 5 average rating, 154 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
Home in Anna Maria
4.99 out of 5 average rating, 91 reviews1 block to Beach on Pine Ave! Private Heated Pool
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
4.91 out of 5 average rating, 35 reviewsBeach House w/ pool on the north end of AMI 3b/2ba
Home in Anna Maria
4.97 out of 5 average rating, 33 reviewsAnna Maria Chateau. Private Pool home
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
4.95 out of 5 average rating, 22 reviews4 BEDROOM BEACH BUNGALOW 1 BLOCK FROM THE BEACH
Condo rentals with a pool
Condo in Indian Shores
4.96 out of 5 average rating, 146 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 Longboat Key
4.97 out of 5 average rating, 154 reviewsSunshine on the Seaside!
Condo in Redington Beach
4.97 out of 5 average rating, 466 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
Condo in St. Pete Beach
4.89 out of 5 average rating, 119 reviewsElegant & Relaxing Beachside Paradise - Pool
Condo in Longboat Key
4.93 out of 5 average rating, 147 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
Condo in Bradenton
4.98 out of 5 average rating, 149 reviewsLuxury 3/3 Margaritaville Resort
Condo in Treasure Island
4.95 out of 5 average rating, 140 reviewsExquisite, Modern Waterfront Condo, A Hidden Gem!
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