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Find Cheap Hotels in Windley Key, FL

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Check availability on Windley Key Cheap Hotels

Tonight
11 Aug - 12 Aug
Tomorrow
12 Aug - 13 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Windley Key cheap hotels

1. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
MARC
£109
includes taxes & fees
1 Sept - 2 Sept
Fisher Inn Resort & Marina

2. Drop Anchor

Drop Anchor
Islamorada
United States
Noel
£112
includes taxes & fees
12 Aug - 13 Aug
Drop Anchor

3. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Lisa C
£124
includes taxes & fees
30 Aug - 31 Aug
Coconut Cove Resort and Marina

4. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Ana
£227
includes taxes & fees
18 Aug - 19 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

5. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Mark
£155
includes taxes & fees
12 Aug - 13 Aug
The Ocean View Inn & Pub

6. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
alicia
£165
includes taxes & fees
25 Aug - 26 Aug
Chesapeake Beach Resort

7. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Yuniel
£178
includes taxes & fees
18 Aug - 19 Aug
Cheeca Lodge & Spa

8. Creekside Inn

Creekside Inn
Tavernier
United States
Cristy
£112
includes taxes & fees
18 Aug - 19 Aug
Creekside Inn

9. La Jolla Resort

La Jolla Resort
Matecumbe
United States
adrian
£106
includes taxes & fees
2 Sept - 3 Sept
La Jolla Resort

10. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
£115
includes taxes & fees
10 Sept - 11 Sept
Hadley Resort and Marina
View all properties

Find out more about Windley Key

How to get cheap hotels in Windley Key?

✅ The length of stay in Windley Key often varies depending on the nature of the trip, but many travellers opt to stay for several days or up to a week to take in Windley Key's notable landmarks and points of interest.

✅  If you're looking for cheap hotels in Windley Key in 2026, book your hotel well in advance. Reserving your stay at least a few weeks or months ahead of time can help you take advantage of amazing rates on cheap hotels in Windley Key, and if your plans change you can find many options of hotels with free cancelation.

✅  To find affordable hotels in Windley Key on Expedia, start by entering your travel dates and the number of individuals in your group. Once you've provided this information, you can refine your search results by filtering for budget hotels in Windley Key.

✅  Use the filtering tools offered by Expedia to refine your search results by location, price limits, amenities such as breakfast included, and other factors that matter to you. This will help you quickly locate the ideal budget-friendly hotel that fits your specific requirements.

✅  If you're looking to save money on a cheap hotel in Windley Key, the ideal time to go is usually during the off-season in Windley Key. On Expedia, you can find hotels from £106*.

✅  Windley Key offers numerous budget-friendly attractions and activities for travellers, such as art and exhibits at free museums and galleries or exploring Windley Key on foot.

✅  One of the best ways to find cheap hotels in Windley Key is to search Expedia for properties that provide family-friendly accommodations and features such as activities and complimentary meals, and then sort these by price.

*Prices and availability are subject to change. Additional terms may apply.

Top Windley Key Hotel Reviews

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

10/10 Excellent
"The property was maintained as well as possible considering that they are renovations going on. The stay was still great."
Rick 2-night trip
Posted less than an hour ago
Hampton Inn Key Largo Manatee Bay
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"Great hotel tucked away with its own private beach! Bar on the beach with a wonderful bartender Jasmine!! Will definitely be back."
Leta 2-night trip
Posted 9 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Sunset Cove Beach Resort

Sunset Cove Beach Resort

10/10 Excellent
"We had a great stay and appreciated the kayaks and floaties available for use!"
Krystle 3-night trip
Posted 11 hours ago
Sunset Cove Beach Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"It was clean, family friendly, quiet but yet plenty to do. It’s island time so sometimes when you want to do an activity like kayaking the employees take their time or when the coffee runs out in the main lobby it can be a guessing game as to who will fill it. We loved our stay though and they were so sweet to our toddler."
Rachel 5-night trip
Posted 13 hours ago
Amara Cay Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Great property. Didn’t realize they were newly opened. Staff very friendly. Lots of things to do - big chess, poll, water sports, ping pong. Room was spacious and great view from balcony. Would definitely recommend."
Susan 1-night trip
Posted 17 hours ago
Lime Tree Bay Resort
Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

10/10 Excellent
"Everything perfect"
Osmany 1-night trip
Posted 1 day ago
Holiday Inn Key Largo by IHG
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"This was our favorite part of our 12 day trip to the keys. We got a beautiful cottage w hammocks, a screened in porch, and right at a little beach entrance. We night swam and people were fishing around the clock. Was the dreamy feeling I wanted to find in the Keys. The lady checking in was very nice"
Elizabeth 1-night trip
Posted 2 days ago
The Pelican Key Largo Cottages
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"We had a great stay at the Waterside suits and marine ."
Lynn 2-night trip
Posted 5 days ago
Waterside Suites & Marina

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