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 West
4.95 out of 5 average rating, 277 reviewsRomantic Retreat - 2 person K Suite, Pvt deck/Spa!
Home in Key Colony Beach
4.96 out of 5 average rating, 138 reviewsBeautiful open plan remodeled home in Key Colony
Home in Cudjoe Key
4.81 out of 5 average rating, 226 reviewsOCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
Home in Marathon
4.95 out of 5 average rating, 21 reviewsCoconut Palms in Marathon
Home in Key Colony Beach
5.0 out of 5 average rating, 67 reviews“La casa azul” step 3’ to a private pool
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, 5 reviewsP31 - 11785 5th Ave. Ocean
Home in Cudjoe Key
4.89 out of 5 average rating, 27 reviewsWhite Vacation Home. Free cancellation see details
Condo rentals with a pool
Condo in Key West
4.93 out of 5 average rating, 134 reviewsBeach Club Ocean Front 2BR Condo
Condo in Marathon
4.94 out of 5 average rating, 98 reviewsSummer Discount! Waterside, Pool, Tiki Bar, Marina
Condo in Key West
4.89 out of 5 average rating, 152 reviewsLarge waterfront 2/2 end unit with boat slip
Condo in Key West
4.86 out of 5 average rating, 133 reviewsA Perfect Getaway
Condo in Key West
4.85 out of 5 average rating, 143 reviewsAnchor Drop modern elegance upgrades throughout vi
Condo in Key West
4.83 out of 5 average rating, 247 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
Condo in Key West
4.91 out of 5 average rating, 102 reviewsTropical Escape at Sunrise
Condo in Marathon
5.0 out of 5 average rating, 5 reviewsSalt Life: Experience Coastal Luxury, 2BR KCB
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
$129 NZD before taxes and fees
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