Vacation rentals with a pool in Anna Maria
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Anna Maria
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 rentals with a pool
House rentals with a pool
Home in Holmes Beach
4.97 out of 5 average rating, 124 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
Aug 31 – Sep 7
Home in Holmes Beach
4.92 out of 5 average rating, 24 reviewsBackyard Bliss Anna Maria Island
Nov 17 – 24
Home in Anna Maria
4.99 out of 5 average rating, 86 reviews1 block to Beach on Pine Ave! Private Heated Pool
Aug 27 – Sep 3
Home in Bradenton
4.83 out of 5 average rating, 18 reviews"Paradise" by the Private (Heated) Pool light!
Sep 6 – 13
Home in Anna Maria
4.92 out of 5 average rating, 90 reviewsCharming house w/heated pool,steps to beach-Unit A
Aug 21 – 28
Home in Anna Maria
4.89 out of 5 average rating, 37 reviewsBean Pt. Bungalow - Half duplex w/private pool
Dec 12 – 19
Home in Anna Maria
4.96 out of 5 average rating, 50 reviewsSteps to the Beach! Pool/spa! Golf Cart Included!!
Sep 14 – 21
Home in Anna Maria
4.93 out of 5 average rating, 43 reviewsBeach House w/Private Pool & Hot Tub by Bean Point
Aug 28 – Sep 4
Condo rentals with a pool
Condo in Holmes Beach
4.98 out of 5 average rating, 108 reviewsNEW listing on AMI! Walk to fabulous beach front!
Dec 21 – 28
Condo in Bradenton
4.94 out of 5 average rating, 108 reviewsNewly remodeled cozy 2 bed/2.5 bath townhome
Sep 19 – 26
Condo in Holmes Beach
4.99 out of 5 average rating, 125 reviewsBeach Escape - Make Memories on Anna Maria Island!
Apr 20 – 27
Condo in Redington Beach
4.97 out of 5 average rating, 458 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
Apr 12 – 19
Condo in Redington Beach
4.94 out of 5 average rating, 356 reviewsBeach Condo, Heated Pool, 2 Minute Walk to Ocean
Aug 2 – 9
Condo in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
Jan 20 – 27
Condo in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
Dec 4 – 11
Condo in St. Pete Beach
4.9 out of 5 average rating, 155 reviewsBeach-Goers Paradise Getaway! Pool! Sun! Fun!
Sep 16 – 23
Quick stats about vacation rentals with a pool in Anna Maria
Total rentals
700 properties
Rentals with dedicated workspaces
350 properties have a dedicated workspace
Pet-friendly rentals
220 properties allow pets
Family-friendly rentals
660 properties are a good fit for families
Total number of reviews
7.6K reviews
Nightly prices starting at
G$25,090 GYD before taxes and fees
Destinations to explore
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