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Go beyond your typical stay in Windley Key

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Check prices for these dates
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 ResortIslamorada
9.0 out of 10, Wonderful, (308 reviews)
The price is ฿6,934
฿10,248 total
includes taxes & fees
29 Nov - 30 Nov

2. Coconut Cove Resort and Marina
Coconut Cove Resort and MarinaIslamorada
9.0 out of 10, Wonderful, (305 reviews)
The price is ฿5,656
฿6,363 total
includes taxes & fees
15 Nov - 16 Nov

3. Fisher Inn Resort & Marina
Fisher Inn Resort & MarinaIslamorada
8.2 out of 10, Very good, (1,000 reviews)
The price is ฿4,652
฿6,325 total
includes taxes & fees
8 Nov - 9 Nov

4. Drop Anchor
Drop AnchorIslamorada
8.6 out of 10, Excellent, (1,000 reviews)
The price is ฿3,820
฿5,469 total
includes taxes & fees
9 Nov - 10 Nov

5. The Ocean View Inn & Pub
The Ocean View Inn & PubIslamorada
9.2 out of 10, Wonderful, (34 reviews)
The price is ฿6,235
฿7,014 total
includes taxes & fees
16 Nov - 17 Nov

6. Hampton Inn Key Largo Manatee Bay
Hampton Inn Key Largo Manatee BayKey Largo
8.8 out of 10, Excellent, (1,127 reviews)
The price is ฿4,381
฿4,929 total
includes taxes & fees
16 Nov - 17 Nov

7. Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
9.2 out of 10, Wonderful, (1,507 reviews)
The price is ฿6,067
฿9,273 total
includes taxes & fees
29 Nov - 30 Nov

8. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
9.4 out of 10, Exceptional, (1,807 reviews)
The price is ฿5,055
฿7,569 total
includes taxes & fees
10 Nov - 11 Nov

9. Reefhouse Resort & Marina
Reefhouse Resort & MarinaKey Largo
9.2 out of 10, Wonderful, (1,563 reviews)
The price is ฿7,359
฿9,623 total
includes taxes & fees
29 Nov - 30 Nov

10. Islander Resort
Islander ResortMatecumbe
9.4 out of 10, Exceptional, (1,162 reviews)
The price is ฿6,021
฿9,231 total
includes taxes & fees
15 Nov - 16 Nov

11. Courtyard by Marriott Key Largo
Courtyard by Marriott Key LargoKey Largo
8.2 out of 10, Very good, (1,001 reviews)
The price is ฿4,789
฿5,387 total
includes taxes & fees
29 Nov - 30 Nov

12. Holiday Inn Key Largo by IHG
Holiday Inn Key Largo by IHGKey Largo
8.6 out of 10, Excellent, (1,075 reviews)
The price is ฿5,488
฿6,174 total
includes taxes & fees
9 Nov - 10 Nov

13. Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionRock Harbor
9.0 out of 10, Wonderful, (1,003 reviews)
The price is ฿8,801
฿11,746 total
includes taxes & fees
29 Nov - 30 Nov

14. Amara Cay Resort
Amara Cay ResortMatecumbe
8.8 out of 10, Excellent, (1,326 reviews)
The price is ฿5,625
฿8,775 total
includes taxes & fees
18 Nov - 19 Nov

15. Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by HiltonKey Largo
8.8 out of 10, Excellent, (1,199 reviews)
The price is ฿8,808
฿11,754 total
includes taxes & fees
15 Nov - 16 Nov

16. Sunset Cove Beach Resort
Sunset Cove Beach ResortKey Largo
9.2 out of 10, Wonderful, (1,000 reviews)
The price is ฿4,066
฿4,574 total
includes taxes & fees
29 Nov - 30 Nov

17. Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
7.8 out of 10, Good, (1,003 reviews)
The price is ฿3,283
฿4,754 total
includes taxes & fees
17 Nov - 18 Nov

18. Waterside Suites & Marina
Waterside Suites & MarinaKey Largo
9.0 out of 10, Wonderful, (1,519 reviews)
The price is ฿4,101
฿5,555 total
includes taxes & fees
10 Nov - 11 Nov

19. La Jolla Resort
La Jolla ResortMatecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
The price is ฿4,193
฿5,659 total
includes taxes & fees
18 Nov - 19 Nov

20. Bayside Inn Key Largo
Bayside Inn Key LargoKey Largo
8.4 out of 10, Very good, (1,860 reviews)
The price is ฿4,115
฿5,469 total
includes taxes & fees
11 Nov - 12 Nov
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
![]() Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada | ![]() Coconut Cove Resort and MarinaIslamorada | ![]() Fisher Inn Resort & MarinaIslamorada | ![]() Drop AnchorIslamorada | ![]() The Ocean View Inn & PubIslamorada |
|---|---|---|---|---|
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 |
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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.

Top Windley Key Hotel Reviews

Kona Kai Resort and Gallery - Adults Only
Kona Kai Resort and Gallery - Adults OnlyRock Harbor























































































































