Holiday 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.
Holiday 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
31 Aug – 7 Sep
Home in Holmes Beach
4.92 out of 5 average rating, 24 reviewsBackyard Bliss Anna Maria Island
17–24 Nov
Home in Anna Maria
4.99 out of 5 average rating, 86 reviews1 block to Beach on Pine Ave! Private Heated Pool
27 Aug – 3 Sep
Home in Bradenton
4.83 out of 5 average rating, 18 reviews"Paradise" by the Private (Heated) Pool light!
6–13 Sep
Home in Anna Maria
4.92 out of 5 average rating, 90 reviewsCharming house w/heated pool,steps to beach-Unit A
21–28 Aug
Home in Anna Maria
4.89 out of 5 average rating, 37 reviewsBean Pt. Bungalow - Half duplex w/private pool
12–19 Dec
Home in Anna Maria
4.96 out of 5 average rating, 50 reviewsSteps to the Beach! Pool/spa! Golf Cart Included!!
14–21 Sep
Home in Anna Maria
4.93 out of 5 average rating, 43 reviewsBeach House w/Private Pool & Hot Tub by Bean Point
28 Aug – 4 Sep
Apartment rentals with a pool
Apartment in Holmes Beach
4.98 out of 5 average rating, 108 reviewsNEW listing on AMI! Walk to fabulous beach front!
21–28 Dec
Apartment in Bradenton
4.94 out of 5 average rating, 108 reviewsNewly remodeled cozy 2 bed/2.5 bath townhome
19–26 Sep
Apartment in Holmes Beach
4.99 out of 5 average rating, 125 reviewsBeach Escape - Make Memories on Anna Maria Island!
20–27 Apr
Apartment in Redington Beach
4.97 out of 5 average rating, 458 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
12–19 Apr
Apartment in Redington Beach
4.94 out of 5 average rating, 356 reviewsBeach Condo, Heated Pool, 2 Minute Walk to Ocean
2–9 Aug
Apartment in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
20–27 Jan
Apartment in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
4–11 Dec
Apartment in St. Pete Beach
4.9 out of 5 average rating, 155 reviewsBeach-Goers Paradise Getaway! Pool! Sun! Fun!
16–23 Sep
Quick stats about holiday 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
7.6T reviews
Nightly prices starting at
₹10,009 before taxes and fees
Destinations to explore
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