House vacation rentals in Windley Key
Find and book unique houses on Airbnb
Top-rated house rentals in Windley Key
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Marathon
4.98 out of 5 average rating, 120 reviewsMarathon one-level home on the Marina - with slip!
Home in Key Largo
4.89 out of 5 average rating, 166 reviewsOutdoor Paradise - Beach, Boats, Snorkeling & Sun!
Home in Key Largo
4.89 out of 5 average rating, 102 reviewsNEW CASA PALMA VOTED BEST AIRBNB RENTAL! GOLF CART
Home in Key Colony Beach
4.81 out of 5 average rating, 133 reviewsWaterview from three sides, Cabana Club, 30' Docks
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
5.0 out of 5 average rating, 51 reviewsThe Paradise 2
Home in Islamorada
4.94 out of 5 average rating, 18 reviews3 Lux Ensuites Walk/Boat Island! - Villa Plátano
Home in Key Largo
4.86 out of 5 average rating, 80 reviewsCary’s Oceanside
Weekly house rentals
Home in Key Largo
4.99 out of 5 average rating, 75 reviewsLittle Cottage on an island
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
Home in Key Largo
5.0 out of 5 average rating, 16 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
Home in Key Largo
4.93 out of 5 average rating, 15 reviewsKeys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More
Home in Islamorada
4.94 out of 5 average rating, 18 reviewsHidden Gem Duplex in Heart of Islamorada! Sleeps 8
Home in Marathon
4.97 out of 5 average rating, 35 reviewsThe Gulf Cottage at Marathon Key
Home in Islamorada
5.0 out of 5 average rating, 3 reviewsThe Villa by the Bay Unit #2
Home in Key Largo
4.97 out of 5 average rating, 60 reviewsLuxury Heated Pool/Jacuzzi, Games & Nice Backyard.
Private house rentals
Home in Key Largo
4.92 out of 5 average rating, 88 reviewsSunsets In Palms Paradise
Home in Key Largo
4.98 out of 5 average rating, 40 reviewsOceanside Kawama Villa R5
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
Home in Key Colony Beach
4.98 out of 5 average rating, 52 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
Home in Key Largo
4.95 out of 5 average rating, 57 reviewsLittle Peace of Haven
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- Family-friendly rentals Windley Key
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