Vacation rentals with a pool in Windley Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Windley Key
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 Windley Key rentals with a pool
House rentals with a pool
Home in Key Largo
4.9 out of 5 average rating, 127 reviewsBlue House Marine in Key Largo
Home in Key Largo
4.95 out of 5 average rating, 106 reviewsMariners Club Resort, Best in the Upper Keys
Home in Marathon
4.99 out of 5 average rating, 107 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Home in Key Largo
4.89 out of 5 average rating, 166 reviewsOutdoor Paradise - Beach, Boats, Snorkeling & Sun!
Home in Key Largo
4.87 out of 5 average rating, 104 reviewsParadise Palace 3/3 Waterfront Pool Kayak 60' Dock
Home in Marathon
4.98 out of 5 average rating, 120 reviewsMarathon one-level home on the Marina - with slip!
Home in Key Colony Beach
4.96 out of 5 average rating, 136 reviewsBeautiful open plan remodeled home in Key Colony
Home in Key Largo
4.89 out of 5 average rating, 102 reviewsNEW CASA PALMA VOTED BEST AIRBNB RENTAL! GOLF CART
Condo rentals with a pool
Condo in Key Colony Beach
4.97 out of 5 average rating, 172 reviewsOceanfront Sunrise Condo Private Beach Heated Pool
Condo in Key Largo
4.98 out of 5 average rating, 117 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
Condo in Tavernier
4.87 out of 5 average rating, 126 reviewsReel Large END Unit in Ocean Point Suites
Condo in Tavernier
4.88 out of 5 average rating, 110 reviews1BR - Keys Paradise Hideaway
Condo in Key Largo
4.97 out of 5 average rating, 148 reviewsKEYS BEACH RETREAT WITH CAPTIVATING WATERVIEW!
Condo in Key Colony Beach
4.91 out of 5 average rating, 113 reviewsBeachside Unit 39 Tiki Huts, Private Beach & Pool
Condo in Tavernier
4.8 out of 5 average rating, 131 reviewsTROPICAL PARADISE Ocean Condo - Cabana Daydreamin'
Condo in Tavernier
4.87 out of 5 average rating, 263 reviewsCondo in the Keys, Peaceful ocean view retreat!
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