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 Anna Maria
4.99 out of 5 average rating, 86 reviews1 block to Beach on Pine Ave! Private Heated Pool
Oct 19 – 26
Home in Anna Maria
4.94 out of 5 average rating, 18 reviewsWhispering Winds by Beach Boutique Rentals
Nov 1 – 8
Home in Anna Maria
4.93 out of 5 average rating, 44 reviewsBeach House w/Private Pool & Hot Tub by Bean Point
Aug 19 – 26
Home in Anna Maria
5.0 out of 5 average rating, 10 reviews༄ Sunset Shore on Anna Maria Island ༄
Jan 6 – 13
Home in Anna Maria
5.0 out of 5 average rating, 39 reviewsManatee Sanctuary - heated pool & spa, on canal
Dec 1 – 8
Home in Anna Maria
5.0 out of 5 average rating, 60 reviewsNew Prof Decorated-Pool/Spa 5 minute walk 2 Ocean
Feb 8 – 15
Home in Holmes Beach
4.92 out of 5 average rating, 25 reviewsBackyard Bliss Anna Maria Island
Jul 8 – 15
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 Holmes Beach
4.99 out of 5 average rating, 125 reviewsBeach Escape - Make Memories on Anna Maria Island!
Apr 20 – 27
Condo in Bradenton
4.94 out of 5 average rating, 108 reviewsNewly remodeled cozy 2 bed/2.5 bath townhome
May 4 – 11
Condo in Redington Beach
4.97 out of 5 average rating, 459 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
Nov 9 – 16
Condo in Holmes Beach
4.91 out of 5 average rating, 158 reviewsAnna Maria Beach Place...footsteps to the sands
May 23 – 30
Condo in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
Oct 25 – Nov 1
Condo in Bradenton
4.98 out of 5 average rating, 144 reviewsLuxury 3/3 Margaritaville Resort
Aug 19 – 26
Condo in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
Dec 10 – 17
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
ﺩ.ﺇ441 before taxes and fees
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