Accommodation with a pool in Florida Keys
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Florida Keys
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 Florida Keys rentals with a pool
House rentals with a pool
Home in Key Colony Beach
4.91 out of 5 average rating, 117 reviewsThe Snapper House 3/2.5 45' dock sleeps 8+ pets OK
Home in Marathon
4.98 out of 5 average rating, 121 reviewsMarathon one-level home on the Marina - with slip!
Home in Marathon
4.99 out of 5 average rating, 109 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Home in Key Colony Beach
4.81 out of 5 average rating, 134 reviewsWaterview from three sides, Cabana Club, 30' Docks
Home in Marathon
5.0 out of 5 average rating, 18 reviewsHorizon
Home in Marathon
4.97 out of 5 average rating, 35 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Home in Key Colony Beach
5.0 out of 5 average rating, 66 reviewsLa casa azul step 3 to a private pool
Home in Key Colony Beach
4.95 out of 5 average rating, 80 reviewsWaterfront Home 37.5-ft dock, Cabana Club Included
Condo rentals with a pool
Condo in Tavernier
4.96 out of 5 average rating, 161 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Condo in Key Colony Beach
4.81 out of 5 average rating, 109 reviewsBeachside Unit 28 - Private Beach, Pool & Paradise
Condo in Tavernier
4.88 out of 5 average rating, 230 reviewsSPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
Condo in Tavernier
4.99 out of 5 average rating, 104 reviewsOcean View Corner Penthouse | Ocean Pointe 5416
Condo in Tavernier
4.93 out of 5 average rating, 138 reviewsIt's Tiki Time in the Keys! Mid-Mod 1 Br/1Ba
Condo in Tavernier
4.98 out of 5 average rating, 145 reviewsOcean Views at Ocean Pointe
Condo in Marco Island
4.93 out of 5 average rating, 190 reviewsMarco Island Beach Club 310 1 bed/1 bath Renovated
Condo in Tavernier
4.87 out of 5 average rating, 127 reviewsReel Large END Unit in Ocean Point Suites
Home rentals with a private pool
Home in Marco Island
4.83 out of 5 average rating, 6 reviewsLighthouse 1124
Home in Fort Lauderdale
4.63 out of 5 average rating, 32 reviewsMid Century Modern Pool Home In the Best Location!
Home in Marco Island
4.86 out of 5 average rating, 7 reviewsSandcastle of Marco Island Waterfront Private Pool
Home in Wilton Manors
4.67 out of 5 average rating, 15 reviewsTowering Palms, Wilton Manors - Heated Pool & Spa
Home in Fort Lauderdale
5.0 out of 5 average rating, 4 reviewsLuxurious Oasis In Fort Lauderdale's Heart
Villa in Plantation
4.2 out of 5 average rating, 5 reviewsPlantation Acres Mansion
Home in Dania Beach
New place to stayNew Listing! Private Villa with Pool and Sauna
Home in Fort Lauderdale
A Snow Fort Iii - Poinsettia Heights Gem
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