Vacation rentals in Windley Key
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Windley Key
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windley Key vacation rentals
Other great vacation rentals in Windley Key
Guest favorite
Bungalow in Islamorada
4.97 out of 5 average rating, 29 reviewsDream in Paradise! King Master, Queen Guest, Pool
Sep 20 – 27
G$115,742 GYD per night
Guest favorite
Home in Key Largo
4.99 out of 5 average rating, 73 reviewsLittle Cottage on an island
Jul 18 – 25
G$36,111 GYD per night
Guest favorite
Cottage in Islamorada
4.95 out of 5 average rating, 40 reviewsIslamorada bungalow 2 bed & pool
Nov 18 – 25
G$95,791 GYD per night
Guest favorite
Home in Islamorada
4.94 out of 5 average rating, 16 reviews3 Lux Ensuites Walk/Boat Island!
Mar 15 – 22
G$119,255 GYD per night
Guest favorite
Cottage in Islamorada
4.97 out of 5 average rating, 65 reviewsKey Lime Cottage 2br 1ba w/pool
Jan 19 – 26
G$89,803 GYD per night
Guest favorite
Home in Key Largo
5.0 out of 5 average rating, 13 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
Sep 7 – 14
G$215,698 GYD per night
Guest favorite
Home in Key Largo
5.0 out of 5 average rating, 47 reviewsThe Paradise 2
Nov 25 – Dec 2
G$78,944 GYD per night
Guest favorite
Home in Islamorada
4.96 out of 5 average rating, 55 reviewsTropical Getaway 3/3 with 100’ boat dock and pool
Feb 18 – 25
G$108,584 GYD per night
Destinations to explore
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- Naples Vacation rentals
- West Palm Beach Vacation rentals
- Varadero Vacation rentals
- Havana Vacation rentals
- Nassau Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Pet-friendly rentals Windley Key
- Fitness-friendly rentals Windley Key
- Rentals with pools Windley Key
- House rentals Windley Key
- Monthly Rentals Windley Key
- Rentals with outdoor seating Windley Key
- Rentals with a patio Windley Key
- Waterfront rentals Windley Key
- Family-friendly rentals Windley Key
- Rentals with beach access Windley Key
- Rentals with a washer and dryer Windley Key
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom