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 Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
Home in Key Largo
5.0 out of 5 average rating, 50 reviewsThe Paradise 2
Home in Marathon
4.97 out of 5 average rating, 33 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Home in Marathon
4.98 out of 5 average rating, 84 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviews“La casa azul” step 3’ to a private pool
Home in Duck Key
5.0 out of 5 average rating, 31 reviewsPrivate Pool Tropical Oasis - Centrally Located
Home in Marathon
4.97 out of 5 average rating, 36 reviewsWaterfront Private Home w/Pool-Family&Pet Friendly
Home in Marathon
5.0 out of 5 average rating, 17 reviewsGrouper Getaway @ Ocean Isles Fishing Village
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
4.95 out of 5 average rating, 108 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Condo in North Bay Village
4.86 out of 5 average rating, 237 reviewsGorgeous studio with water & downtown view.
Condo in Tavernier
4.96 out of 5 average rating, 159 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Condo in Tavernier
4.93 out of 5 average rating, 134 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 Tavernier
4.98 out of 5 average rating, 142 reviewsOcean Views at Ocean Pointe
Condo in Miami
4.96 out of 5 average rating, 273 reviewsMarriott Villas and Doral 2BD sleeps 8
Home rentals with a private pool
Home in Marco Island
4.83 out of 5 average rating, 6 reviewsLighthouse 1124
Home in Marco Island
4.83 out of 5 average rating, 6 reviewsSandcastle of Marco Island Waterfront Private Pool
Condo in Miami
Fontainebleau Sorrento Tower Private Pool View
Villa in Fort Lauderdale
Casa Lago
Condo in Hollywood
Resort Condo Stunning White Sand Beaches
Condo in Hallandale Beach
Private Luxury Ocean View Condo Resort Lifestyle
Condo in Hollywood
Luxury Suite Condo W Resort Infinity Pool
Condo in Sunny Isles Beach
Luxury Beach Suite In a 4 Star Family Resort
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