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
4.95 out of 5 average rating, 20 reviewsWhispering Winds by Beach Boutique Rentals
Home in Holmes Beach
4.91 out of 5 average rating, 47 reviewsGorgeous Bay house in AMI! 5 min walk to beach!
Home in Holmes Beach
4.93 out of 5 average rating, 28 reviewsBackyard Bliss Anna Maria Island
Home in Holmes Beach
5.0 out of 5 average rating, 32 reviewsTip’Sea Turtle Anna Maria island
Home in Anna Maria
4.94 out of 5 average rating, 48 reviewsBeach House w/Private Pool & Hot Tub by Bean Point
Home in Anna Maria
5.0 out of 5 average rating, 3 reviews'Walk on the Beach" heated pool North End AMI
Home in Anna Maria
5.0 out of 5 average rating, 62 reviewsNew Prof Decorated-Pool/Spa 5 minute walk 2 Ocean
Home in Holmes Beach
4.95 out of 5 average rating, 78 reviewsBreezy Harbor AMI pool retreat near the Beach
Condo rentals with a pool
Condo in Bradenton
4.98 out of 5 average rating, 172 reviewsShorewalk full condo IMG Beaches Anna Maria
Condo in Siesta Key
4.93 out of 5 average rating, 181 reviewsSiesta key getaway!
Condo in Indian Shores
4.96 out of 5 average rating, 144 reviews1 BR Beachfront! Gorgeous sunsets!
Condo in Holmes Beach
4.93 out of 5 average rating, 142 reviewsBlanco and Sunset Villas on Anna Maria Island
Condo in Longboat Key
4.97 out of 5 average rating, 151 reviewsThe Beach on LBK, Open This Thursday, $95/nt!
Condo in Redington Beach
4.94 out of 5 average rating, 357 reviewsBeach Condo, Heated Pool, 2 Minute Walk to Ocean
Condo in Redington Beach
4.9 out of 5 average rating, 152 reviews2min walk to the beach/pool, BBQ/great area, RO110
Condo in Longboat Key
4.92 out of 5 average rating, 146 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
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