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 Anna Maria
4.94 out of 5 average rating, 154 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
Home in Indian Rocks Beach
4.98 out of 5 average rating, 105 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
Home in Bradenton
4.9 out of 5 average rating, 258 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
Home in Anna Maria
5.0 out of 5 average rating, 42 reviewsBean Pt. Bungalow - Half duplex w/private pool
Home in Anna Maria
4.99 out of 5 average rating, 90 reviews1 block to Beach on Pine Ave! Private Heated Pool
Home in Holmes Beach
4.93 out of 5 average rating, 29 reviewsBackyard Bliss Anna Maria Island
Home in Anna Maria
5.0 out of 5 average rating, 4 reviewsPirates Bay by Beach Boutique Rentals
Condo rentals with a pool
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 Treasure Island
4.98 out of 5 average rating, 122 reviewsFunshine Pointe Capri - Pool on the Intercoastal!
Condo in Longboat Key
4.92 out of 5 average rating, 146 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
Condo in Bradenton
4.95 out of 5 average rating, 111 reviewsNewly remodeled cozy 2 bed/2.5 bath townhome
Condo in Holmes Beach
4.93 out of 5 average rating, 142 reviewsBlanco and Sunset Villas on Anna Maria Island
Condo in Madeira Beach
4.9 out of 5 average rating, 146 reviewsExperience the charm of Gulf Gardens. The Pelican.
Condo in North Redington Beach
4.81 out of 5 average rating, 280 reviewsBeachside Mini-Condo on North Redington Beach!
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