Find hotels in Windley Key, FL from $124
Upfront pricingOur total price for your stay includes taxes and fees
Treat yourselfSave 10% or more on over 100,000 hotels worldwide with Member Prices
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Windley Key
Resort
Family friendly
Check prices for these dates
Our top choices for Windley Key hotels
8.8 out of 10, Excellent, (1004)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
Laura
$213 nightly
The price is $235
Jan 7 - Jan 8
Total with taxes and fees
8.2 out of 10, Very Good, (1005)
"Beautiful location and staff is amazing. Would definitely recommend!"
Zachary
$191 nightly
The price is $215
Jan 11 - Jan 12
Total with taxes and fees
9.4 out of 10, Exceptional, (12)
"Friendly service. Pleasant stay with clean accommodations and convenient location. "
Jorge
$230 nightly
The price is $259
Jan 6 - Jan 7
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
9.0 out of 10, Wonderful, (122)
"Beautiful chilled out hotel"
Jacqueline
$364 nightly
The price is $410
Jan 20 - Jan 21
Total with taxes and fees
9.0 out of 10, Wonderful, (163)
"The location was much more beautiful that the pictures. Serene location, staff was very helpful, rooms were simple yet peaceful and comfortable."
Shreeprasad
$239 nightly
The price is $269
Jan 4 - Jan 5
Total with taxes and fees
8.8 out of 10, Excellent, (1014)
"Great hotel"
Elior
$141 nightly
The price is $158
Jan 20 - Jan 21
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Stay near popular South Florida attractions
Learn more about Windley Key
Check out the local area in Windley Key as you venture to sights like Windley Key Fossil Reef Geological State Park.
More cheap stays in Windley Key
The Pelican Key Largo Cottages
99340 Overseas Highway Key Largo FL
The price is $124 total per night from Jan 8 to Jan 9
$124 total
per night
Jan 8 - Jan 9
8.8/10 Excellent! (1,005 reviews)
Hotels in Windley Key with star-rating
5 Star Hotels
3 properties
Explore a world of travel with Expedia
- Islamorada Hotels
- Hotels near Venetian Shores
- Hotels near Windley Key Fossil Reef Geological State Park
- Hotels near Islamorada County Park
- Hotels near Founders Park
- Hotels near History of Diving Museum
- Plantation Key Hotels
- Oceanfront Hotels in Plantation Key
- Resorts in Islamorada
- Cheap Hotels in Islamorada
- Oceanfront Hotels in Islamorada
- All-inclusive Resorts in Islamorada
- Pet-friendly Hotels in Islamorada
- Beach Hotels in Islamorada
- Luxury Hotels in Islamorada
- Adults Only Resorts & in Islamorada
- Hilton Hotels in Islamorada
- Marriott Hotels & Resorts in Islamorada
- Houseboats in Islamorada
- Cottages in Islamorada
- Family Hotels in Islamorada
- Motels in Islamorada
- Hotels with a Swim-up Bar in Islamorada
- Hotels with Bars in Islamorada
- Fishing Resorts & in Islamorada
- Condo Rentals in Islamorada
- Boutique Hotels in Islamorada
- Wyndham Hotels in Islamorada
- Honeymoon Resorts & in Islamorada
- 5 Star Hotels in Islamorada
- Villas in Islamorada
- Hotels with Free Breakfast in Islamorada
- Resorts & Hotels with Spas in Islamorada
- RV Parks in Islamorada
- Hotels with Restaurants in Islamorada
- Hotel Wedding Venues Hotels in Islamorada
- Romantic Hotels in Islamorada
- Vacation Homes in Islamorada
- 4 Star Hotels in Islamorada
- Gay friendly Hotels in Islamorada
- Apartments in Islamorada
- Hotels with Kitchenettes in Islamorada
- Hotels with Suites in Islamorada
- Hotels with Hot Tubs in Islamorada
- Hotels with Laundry Facilities in Islamorada
- Hotels with Connecting Rooms in Islamorada
- Historic Hotels in Islamorada
- Treehouses in Islamorada
- Golf Hotels in Islamorada
- Guest Houses in Islamorada
- Hotels with a Gym in Islamorada
- Hotels & Resorts for Couples in Islamorada
- 3 Star Hotels in Islamorada
- B&B in Islamorada
- Hersha Hospitality Hotels in Islamorada
- Hotels with smoking rooms in Islamorada
- Hotels with Room Service in Islamorada
- Aimbridge Hospitality Hotels in Islamorada
- Hotels with Tennis Courts in Islamorada
- Hotels with a Pool in Islamorada
- Best Western Hotels in Islamorada
- Hotels with Childcare in Islamorada
- Lodges in Islamorada
- Rainforest & Jungle Hotels in Islamorada
- Quiet Resorts & in Islamorada
- Hotels with a View in Islamorada
- Hotels with Balconies in Islamorada
- Hotels with an Outdoor Pool in Islamorada
- Hotels with Free Parking in Islamorada
- Aparthotels in Islamorada
- Flights from Plantation Key
- Flights to Islamorada
- Flights from Islamorada
- Flights from Tampa to Islamorada
- Flights from New York to Islamorada
- Flights from Cleveland to Islamorada
- Flights from Kansas City to Islamorada
- Flights from Columbus to Islamorada
- Flights from Boston to Islamorada
- Flights from Atlanta to Islamorada
- Flights from Baltimore to Islamorada
- Flights from Minneapolis - St. Paul to Islamorada
- Car rentals near Islamorada
- Hertz Rental Cars in Islamorada
- Enterprise Rental Cars in Islamorada
- Thrifty Car Rental Rental Cars in Islamorada
- Budget Rental Cars in Islamorada
- Van Car Rentals in Islamorada
- Avis Rental Cars in Islamorada
- Alamo Rent A Car Rental Cars in Islamorada
- Luxury Car Rentals in Islamorada
- National Car Rental Rental Cars in Islamorada
- Convertible Car Rentals in Islamorada
