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 Bradenton Beach
4.97 out of 5 average rating, 155 reviewsParadise! Steps2 Private Beach & Tropical Yard!
Home in Indian Rocks Beach
4.98 out of 5 average rating, 104 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
Home in Anna Maria
4.94 out of 5 average rating, 154 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
Home in Bradenton
4.9 out of 5 average rating, 258 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
Home in Holmes Beach
4.79 out of 5 average rating, 29 reviewsWalk to beach | Anna Maria home w/ pool | Pets ok!
Home in Holmes Beach
4.93 out of 5 average rating, 28 reviewsBackyard Bliss Anna Maria Island
Home in Anna Maria
4.99 out of 5 average rating, 90 reviews1 block to Beach on Pine Ave! Private Heated Pool
Home in Anna Maria
5.0 out of 5 average rating, 42 reviewsBean Pt. Bungalow - Half duplex w/private pool
Condo rentals with a pool
Condo in Siesta Key
4.96 out of 5 average rating, 278 reviewsOn the Beach; Siesta Key SunBum Studio
Condo in Redington Beach
4.86 out of 5 average rating, 318 reviewsRoyal Orleans and Redington Beach ( Studio )
Condo in Bradenton
4.98 out of 5 average rating, 172 reviewsShorewalk full condo IMG Beaches Anna Maria
Condo in St. Pete Beach
4.91 out of 5 average rating, 216 reviewsSunset Beach Condo in Treasure Island
Condo in Longboat Key
4.92 out of 5 average rating, 146 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
Condo in Holmes Beach
4.93 out of 5 average rating, 142 reviewsBlanco and Sunset Villas on Anna Maria Island
Condo in Treasure Island
4.94 out of 5 average rating, 182 reviewsWhere the Sun Meets the Water
Condo in Madeira Beach
4.9 out of 5 average rating, 146 reviewsExperience the charm of Gulf Gardens. The Pelican.
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