Holiday rentals with a pool in Big Pine Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Big Pine Key
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 Big Pine Key rentals with a pool
House rentals with a pool
Home in Key Colony Beach
4.96 out of 5 average rating, 137 reviewsBeautiful open plan remodeled home in Key Colony
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 Key Colony Beach
4.81 out of 5 average rating, 134 reviewsWaterview from three sides, Cabana Club, 30' Docks
Home in Marathon
4.97 out of 5 average rating, 35 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Home in Marathon
5.0 out of 5 average rating, 4 reviewsP31 - 11785 5th Ave. Ocean
Home in Key Colony Beach
5.0 out of 5 average rating, 66 reviewsLa casa azul step 3 to a private pool
Home in Big Pine Key
4.89 out of 5 average rating, 64 reviewsFishermen`s Paradise
Home in Marathon
5.0 out of 5 average rating, 8 reviewsOcean Dream
Apartment rentals with a pool
Apartment in Tavernier
4.95 out of 5 average rating, 110 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Apartment in Key West
4.86 out of 5 average rating, 132 reviewsA Perfect Getaway
Apartment in Key West
4.89 out of 5 average rating, 151 reviewsLarge waterfront 2/2 end unit with boat slip
Apartment in Tavernier
4.96 out of 5 average rating, 161 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Apartment in Tavernier
4.88 out of 5 average rating, 230 reviewsSPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
Apartment in Key West
4.83 out of 5 average rating, 246 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
Apartment in Tavernier
4.93 out of 5 average rating, 138 reviewsIt's Tiki Time in the Keys! Mid-Mod 1 Br/1Ba
Apartment in Tavernier
4.98 out of 5 average rating, 146 reviewsOcean Views at Ocean Pointe
Quick stats about holiday rentals with a pool in Big Pine Key
Total rentals
100 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
2.5K reviews
Nightly prices starting at
€ 74 before taxes and fees
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