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 Tampa
4.9 out of 5 average rating, 125 reviewsPool Oasis | Karaoke | 5G | Theater 135" | Grill
Home in Sarasota
4.96 out of 5 average rating, 55 reviews2223 Doud Street, Sarasota, FL
Home in Seminole
4.92 out of 5 average rating, 105 reviews4 bedroom and private pool, near to Clearwater
Home in Sarasota
4.79 out of 5 average rating, 43 reviewsCheerful 5 bedroom home with heated pool
Home in Seminole
4.88 out of 5 average rating, 140 reviewsHuge & Heated Pool Home 5 Minutes Away from Beach!
Home in Largo
4.81 out of 5 average rating, 75 reviewsTranquil Home. 2 minutes to Indian Rock Beach...
Home in Palm Harbor
4.97 out of 5 average rating, 128 reviewsTropical Getaway w/Heated Pool & King Beds
Home in Sarasota
4.97 out of 5 average rating, 68 reviewsSerenity 4BR HOME Amazing Pool and Relaxing Spa
Condo rentals with a pool
Condo in Tampa
4.97 out of 5 average rating, 105 reviewsTiki Themed Waterfront Condo on Tampa Bay
Condo in Siesta Key
4.87 out of 5 average rating, 101 reviewsSiesta Village Short Walk to Beach w heated Pool
Condo in Clearwater
4.92 out of 5 average rating, 124 reviewsBeachfront Condo with Centerline Sunsets
Condo in Clearwater
4.95 out of 5 average rating, 111 reviewsPOOL VIEW IN A MODERN CONDO - Feel at Home
Condo in Madeira Beach
4.8 out of 5 average rating, 121 reviewsLovely Water View Condo, Top Floor, Steps to Beach
Condo in Clearwater
4.85 out of 5 average rating, 136 reviews2 Bedroom Vacation Condo
Condo in Clearwater
4.93 out of 5 average rating, 138 reviews5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.
Condo in Saint Petersburg
4.86 out of 5 average rating, 431 reviewsNo Pool from Helene. Waterfront condo on top floor
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