Holiday rentals with a pool in Monroe County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Monroe County
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 Monroe County rentals with a pool
House rentals with a pool
Home in Miami
4.96 out of 5 average rating, 322 reviewsThe Miracle Cottage & Pool on Acre Miami Florida
Home in Cudjoe Key
4.97 out of 5 average rating, 124 reviewsCudjoe Key Home with a View
Home in Marathon
4.99 out of 5 average rating, 109 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Home in Key Largo
4.97 out of 5 average rating, 111 reviewsTiny Home on Waterfront | Bay Views | Deck | Pool
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
Home in Key Largo
4.9 out of 5 average rating, 129 reviewsBlue House Marine in Key Largo
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
Apartment rentals with a pool
Apartment in Tavernier
4.96 out of 5 average rating, 161 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Apartment in Tavernier
4.94 out of 5 average rating, 109 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Apartment in Key Colony Beach
4.91 out of 5 average rating, 114 reviewsBeachside Unit 39 Tiki Huts, Private Beach & Pool
Apartment in Tavernier
4.98 out of 5 average rating, 144 reviewsOcean Views at Ocean Pointe
Apartment in Key West
4.93 out of 5 average rating, 134 reviewsBeach Club Ocean Front 2BR Condo
Apartment in Key West
4.86 out of 5 average rating, 132 reviewsA Perfect Getaway
Apartment in Tavernier
4.93 out of 5 average rating, 137 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
Apartment in Key West
4.89 out of 5 average rating, 150 reviewsLarge waterfront 2/2 end unit with boat slip
Destinations to explore
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