Vacation 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.
Vacation 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 Cudjoe Key
4.89 out of 5 average rating, 194 reviewsNewly Renovated Oceanside House with Pool
Home in Cudjoe Key
4.97 out of 5 average rating, 127 reviewsCudjoe Key Home with a View
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
Home in Key Colony Beach
4.96 out of 5 average rating, 138 reviewsBeautiful open plan remodeled home in Key Colony
Home in Miami
5.0 out of 5 average rating, 243 reviewsModern,spacious Retreat !Salt water,heated pool!
Home in Marathon
4.98 out of 5 average rating, 122 reviewsMarathon one-level home on the Marina - with slip!
Home in Marathon
4.99 out of 5 average rating, 110 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Home in Key Largo
4.97 out of 5 average rating, 113 reviewsTiny Home on Waterfront | Bay Views | Deck | Pool
Condo rentals with a pool
Condo in Key Colony Beach
4.81 out of 5 average rating, 109 reviewsBeachside Unit 28 - Private Beach, Pool & Paradise
Condo in Marathon
4.94 out of 5 average rating, 98 reviewsDiscounted prices! Pool, Marina, Tiki Bar
Condo in Tavernier
4.95 out of 5 average rating, 110 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Condo in Tavernier
4.96 out of 5 average rating, 163 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Condo in Key West
4.93 out of 5 average rating, 134 reviewsBeach Club Ocean Front 2BR Condo
Condo in Marathon
4.88 out of 5 average rating, 200 reviewsSombrero Beach Tropical Getaway
Condo in Tavernier
4.94 out of 5 average rating, 139 reviewsIt's Tiki Time in the Keys! Mid-Mod 1 Br/1Ba
Condo in Miami
4.87 out of 5 average rating, 140 reviewsCorner Unit Condo with POOL and VIEWS!
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