Find hotels in Windley Key, FL from ฿3,034

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Go beyond your typical stay in Windley Key

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Our top choices for Windley Key hotels

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (308 reviews)
"Great place to stay!"
United States
Liosbel
The price is ฿6,934
฿10,248 total
includes taxes & fees
29 Nov - 30 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

2. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (305 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
The price is ฿5,656
฿6,363 total
includes taxes & fees
15 Nov - 16 Nov
Coconut Cove Resort and Marina

3. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,000 reviews)
"We enjoyed everything!"
United States
Susan
The price is ฿4,652
฿6,325 total
includes taxes & fees
8 Nov - 9 Nov
Fisher Inn Resort & Marina

4. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,000 reviews)
"Everything was nice and clean. I enjoyed my stay there."
United States
Leydis
The price is ฿3,820
฿5,469 total
includes taxes & fees
9 Nov - 10 Nov
Drop Anchor

5. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (34 reviews)
"Very friendly staff"
United States
Maria
The price is ฿6,235
฿7,014 total
includes taxes & fees
16 Nov - 17 Nov
The Ocean View Inn & Pub

6. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,127 reviews)
"Great stay"
United States
Joliene
The price is ฿4,381
฿4,929 total
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn Key Largo Manatee Bay

7. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,507 reviews)
"Great place. Phenomenal food!"
United States
Brandon
The price is ฿6,067
฿9,273 total
includes taxes & fees
29 Nov - 30 Nov
Cheeca Lodge & Spa

8. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,807 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
The price is ฿5,055
฿7,569 total
includes taxes & fees
10 Nov - 11 Nov
Chesapeake Beach Resort

9. Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,563 reviews)
"Very nice property, rooms were well appointed, oceanside fire pit was a nice touch."
Canada
Vince
The price is ฿7,359
฿9,623 total
includes taxes & fees
29 Nov - 30 Nov
Reefhouse Resort & Marina

10. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,162 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
United States
DEBORAH
The price is ฿6,021
฿9,231 total
includes taxes & fees
15 Nov - 16 Nov
Islander Resort

11. Courtyard by Marriott Key Largo

Courtyard by Marriott Key Largo
3.0 star property
Key Largo
8.2 out of 10, Very good, (1,001 reviews)
"Great hotel, we’ll be back :)"
United States
Anna
The price is ฿4,789
฿5,387 total
includes taxes & fees
29 Nov - 30 Nov
Courtyard by Marriott Key Largo

12. Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,075 reviews)
"Great hotel"
United States
suany
The price is ฿5,488
฿6,174 total
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Key Largo by IHG

13. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,003 reviews)
"Everything was amazing!!! Beautiful hotel and great location."
United States
Jorge
The price is ฿8,801
฿11,746 total
includes taxes & fees
29 Nov - 30 Nov
Playa Largo Resort & Spa, Autograph Collection

14. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,326 reviews)
"Great location as well."
United States
Amir
The price is ฿5,625
฿8,775 total
includes taxes & fees
18 Nov - 19 Nov
Amara Cay Resort

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.8 out of 10, Excellent, (1,199 reviews)
"Very relaxing the beach was nice and pretty from that side of the property clean rooms staff was nice and helpful they made the stay enjoyable"
United States
Damion
The price is ฿8,808
฿11,754 total
includes taxes & fees
15 Nov - 16 Nov
Baker's Cay Resort Key Largo, Curio Collection by Hilton

16. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,000 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
The price is ฿4,066
฿4,574 total
includes taxes & fees
29 Nov - 30 Nov
Sunset Cove Beach Resort

17. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,003 reviews)
"The view, the property amenities and room are great! Had a great time!"
United States
ruben
The price is ฿3,283
฿4,754 total
includes taxes & fees
17 Nov - 18 Nov
Dove Creek Resort & Marina, Trademark Collection by Wyndham

18. Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,519 reviews)
"Just a quick stay but was very comfortable."
United States
Bryan
The price is ฿4,101
฿5,555 total
includes taxes & fees
10 Nov - 11 Nov
Waterside Suites & Marina

19. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
The price is ฿4,193
฿5,659 total
includes taxes & fees
18 Nov - 19 Nov
La Jolla Resort

20. Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.4 out of 10, Very good, (1,860 reviews)
"This is a lovely place and I would happily stay here again."
United States
joseph g
The price is ฿4,115
฿5,469 total
includes taxes & fees
11 Nov - 12 Nov
Bayside Inn Key Largo
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.

Compare top hotels in Windley Key

4.0 star property
Islamorada
3.0 star property
Islamorada
3.5 star property
Islamorada
3.0 star property
Islamorada
2.0 star property
Islamorada
9.0
Wonderful
308 reviews
9.0
Wonderful
305 reviews
8.2
Very good
1,000 reviews
8.6
Excellent
1,000 reviews
9.2
Wonderful
34 reviews
The price is ฿6,934
฿10,248 total
includes taxes & fees
29 Nov - 30 Nov
The price is ฿5,656
฿6,363 total
includes taxes & fees
15 Nov - 16 Nov
The price is ฿4,652
฿6,325 total
includes taxes & fees
8 Nov - 9 Nov
The price is ฿3,820
฿5,469 total
includes taxes & fees
9 Nov - 10 Nov
The price is ฿6,235
฿7,014 total
includes taxes & fees
16 Nov - 17 Nov
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • No Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • No WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Stay near popular Windley Key attractions

Learn more about Windley Key

Check out the local area in Windley Key—home to attractions like Windley Key Fossil Reef Geological State Park and Hog Heaven.

A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Top Windley Key Hotel Reviews