House vacation rentals in Windley Key
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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 Key Colony Beach
4.96 out of 5 average rating, 138 reviewsBeautiful open plan remodeled home in Key Colony
Home in Marathon
4.95 out of 5 average rating, 118 reviewsParadise - Pool, Hot tub, Mini Golf, Dockage, Fish
Home in Key Colony Beach
4.81 out of 5 average rating, 134 reviewsWaterview from three sides, Cabana Club, 30' Docks
Home in Islamorada
5.0 out of 5 average rating, 12 reviewsAngler's Reef Gem in Islamorada!
Home in Islamorada
5.0 out of 5 average rating, 7 reviewsAnglers Reef Home with Peek-a-Boo Ocean Views
Home in Islamorada
4.83 out of 5 average rating, 53 reviewsOceanfront 114 Anglers Reef Islamorada Fla Keys
Home in Islamorada
4.94 out of 5 average rating, 18 reviews3 Lux Ensuites Walk/Boat Island!
Home in Key Largo
5.0 out of 5 average rating, 55 reviewsThe Paradise 2
Weekly house rentals
Home in Key Largo
4.99 out of 5 average rating, 79 reviewsLittle Cottage on an island
Home in Tavernier
4.97 out of 5 average rating, 61 reviewsSunset Beach Hideaway *Private Beach* *Jacuzzi*
Home in Marathon
5.0 out of 5 average rating, 19 reviewsHorizon
Home in Key Largo
5.0 out of 5 average rating, 16 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
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, 63 reviewsLuxury Heated Pool/Jacuzzi, Games & Nice Backyard.
Home in Islamorada
4.95 out of 5 average rating, 19 reviewsHidden Gem Duplex in Heart of Islamorada! Sleeps 8
Home in Key Largo
4.97 out of 5 average rating, 34 reviewsTreetops
Private house rentals
Home in Marathon
5.0 out of 5 average rating, 26 reviewsCoral Lagoon #23- Private Home with Boat Slip
Home in Marathon
5.0 out of 5 average rating, 3 reviews2HousesTikiBar,Pool,VolleyBall,Kayaks & Bikes!
Home in Marathon
4.97 out of 5 average rating, 36 reviewsThe Gulf Cottage at Marathon Key
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Home in Key Largo
4.95 out of 5 average rating, 65 reviewsTropical Waterfront, Boat Dock, Sunset View, Kayak
Home in Marathon
4.97 out of 5 average rating, 37 reviewsWaterfront Tropical Retreat w/ Private Pool
Home in Marathon
5.0 out of 5 average rating, 5 reviewsP31 - 11785 5th Ave. Ocean
Home in Marathon
5.0 out of 5 average rating, 17 reviewsFlorida Keys Oceanside Utopia
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- Rentals with a washer and dryer Windley Key
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- Family travel hub Tips and inspiration
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