Vacation rentals 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.
Vacation 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
4.96 out of 5 average rating, 136 reviewsBeautiful open plan remodeled home in Key Colony
Home in Miami
4.96 out of 5 average rating, 322 reviewsThe Miracle Cottage & Pool on Acre Miami Florida
Home in Key Colony Beach
4.91 out of 5 average rating, 116 reviewsThe Snapper House 3/2.5 45' dock sleeps 8+ pets OK
Home in Cudjoe Key
4.89 out of 5 average rating, 194 reviewsNewly Renovated Oceanside House with Pool
Home in Key Largo
5.0 out of 5 average rating, 52 reviewsThe Paradise 2
Home in Marathon
4.97 out of 5 average rating, 34 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Home in Marathon
5.0 out of 5 average rating, 18 reviewsHorizon
Home in Marathon
4.98 out of 5 average rating, 85 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
Condo rentals with a pool
Condo in Key Colony Beach
4.81 out of 5 average rating, 108 reviewsBeachside Unit 28 - Private Beach, Pool & Paradise
Condo in Tavernier
4.96 out of 5 average rating, 160 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Condo in Tavernier
4.98 out of 5 average rating, 144 reviewsOcean Views at Ocean Pointe
Condo in Tavernier
4.99 out of 5 average rating, 102 reviewsOcean View Corner Penthouse | Ocean Pointe 5416
Condo in Tavernier
4.93 out of 5 average rating, 137 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
Condo in Tavernier
4.88 out of 5 average rating, 229 reviewsSPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
Condo in North Bay Village
4.86 out of 5 average rating, 238 reviewsGorgeous studio with water & downtown view.
Condo in Tavernier
4.97 out of 5 average rating, 159 reviewsSerenity In The Sun
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
4.64 out of 5 average rating, 14 reviewsTowering Palms, Wilton Manors - Heated Pool & Spa
Home in Fort Lauderdale
5.0 out of 5 average rating, 3 reviewsLuxurious Oasis In Fort Lauderdale's Heart
Home in Dania Beach
New place to stayNew Listing! Private Villa with Pool and Sauna
Villa in Fort Lauderdale
Casa Lago
Home in Fort Lauderdale
A Snow Fort Iii - Poinsettia Heights Gem
Destinations to explore
- Miami Vacation rentals
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- Rentals with pools Miami
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