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, 87 reviews1 block to Beach on Pine Ave! Private Heated Pool
Aug 21 – 28
Home in Anna Maria
4.89 out of 5 average rating, 38 reviewsBean Pt. Bungalow - Half duplex w/private pool
Dec 4 – 11
Home in Anna Maria
4.96 out of 5 average rating, 23 reviewsAnna Margaritas by Beach Boutique Rentals
Dec 6 – 13
Home in Anna Maria
4.93 out of 5 average rating, 44 reviewsBeach House w/Private Pool & Hot Tub by Bean Point
Aug 20 – 27
Home in Anna Maria
5.0 out of 5 average rating, 78 reviewsManatee Harbour - heated pool, on the canal
Jan 19 – 26
Home in Anna Maria
5.0 out of 5 average rating, 10 reviews༄ Sunset Shore on Anna Maria Island ༄
Aug 22 – 29
Home in Anna Maria
5.0 out of 5 average rating, 60 reviewsNew Prof Decorated-Pool/Spa 5 minute walk 2 Ocean
Sep 28 – Oct 5
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 28 – Jan 4
Condo in Holmes Beach
4.99 out of 5 average rating, 125 reviewsBeach Escape - Make Memories on Anna Maria Island!
May 7 – 14
Condo in Redington Beach
4.97 out of 5 average rating, 459 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
Nov 15 – 22
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 Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
Dec 10 – 17
Condo in Bradenton
4.98 out of 5 average rating, 145 reviewsLuxury 3/3 Margaritaville Resort
Oct 29 – Nov 5
Condo in Longboat Key
4.93 out of 5 average rating, 144 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
Dec 2 – 9
Condo in St. Pete Beach
4.91 out of 5 average rating, 212 reviewsSunset Beach Condo in Treasure Island
Mar 27 – Apr 3
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
$120 before taxes and fees
Destinations to explore
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- Rentals with pools Manatee County
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