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

Search Inns in Windley Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

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, (306 reviews)
"Great place to stay!"
United States
Liosbel
The price is P13,207
P19,519 total
includes taxes & fees
Nov 29 - Nov 30
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beachside patio with white furniture, palm trees, and a thatched umbrella.

2. 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 P6,555
P9,606 total
includes taxes & fees
Nov 3 - Nov 4
Drop Anchor
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

3. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (304 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
The price is P10,772
P12,119 total
includes taxes & fees
Nov 3 - Nov 4
Coconut Cove Resort and Marina
A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.

4. 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 P11,875
P13,359 total
includes taxes & fees
Nov 16 - Nov 17
The Ocean View Inn & Pub
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

5. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,002 reviews)
"Very clean very quiet Close to nice restaurants and bars"
United States
Jose
The price is P9,695
P12,987 total
includes taxes & fees
Nov 29 - Nov 30
Fisher Inn Resort & Marina
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

6. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,497 reviews)
"Great place. Phenomenal food!"
United States
Brandon
The price is P11,556
P17,662 total
includes taxes & fees
Nov 8 - Nov 9
Cheeca Lodge & Spa
A beach with palm trees, lounge chairs, and a clear view of the ocean.

7. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,123 reviews)
"Great stay"
United States
Joliene
The price is P8,310
P9,349 total
includes taxes & fees
Nov 30 - Dec 1
Hampton Inn Key Largo Manatee Bay
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

8. 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, (1,005 reviews)
"The view, the property amenities and room are great! Had a great time!"
United States
ruben
The price is P6,253
P9,056 total
includes taxes & fees
Nov 17 - Nov 18
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A beach with palm trees and lounge chairs.

9. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,805 reviews)
"Nice beach walkable property Great breakfast made to order"
United States
kent brian
The price is P9,628
P14,417 total
includes taxes & fees
Nov 3 - Nov 4
Chesapeake Beach Resort
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

10. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,003 reviews)
"Excellent location"
United States
kelly
The price is P5,211
P6,579 total
includes taxes & fees
Nov 3 - Nov 4
Drift Hotel
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

11. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,201 reviews)
"cute nice place in an incredible spot. Will visit there again for sure."
United States
keith
The price is P5,756
P6,475 total
includes taxes & fees
Nov 15 - Nov 16
Rock Reef Resort
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

12. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,324 reviews)
"Great location as well."
United States
Amir
The price is P10,713
P16,714 total
includes taxes & fees
Nov 15 - Nov 16
Amara Cay Resort
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

13. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,006 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
The price is P7,458
P8,390 total
includes taxes & fees
Dec 2 - Dec 3
Sunset Cove Beach Resort
Terrace/patio

14. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,561 reviews)
"Very friendly staff, quiet and low key if that’s what you’re looking for"
United States
Mark Blair
The price is P7,895
P11,750 total
includes taxes & fees
Nov 3 - Nov 4
Lime Tree Bay Resort
A beach with palm trees, a dock, and a boat named "STYX".

15. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,005 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
The price is P5,914
P6,654 total
includes taxes & fees
Nov 3 - Nov 4
The Pelican Key Largo Cottages
A beach with palm trees, thatched-roof huts, and lounge chairs.

16. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (777 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is P4,406
P8,261 total
includes taxes & fees
Nov 3 - Nov 4
Breezy Palms Resort
A wooden dock extending over calm turquoise water, lined with white railings and palm trees.

17. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,017 reviews)
"Can’t wait to go back"
United States
Markevus
The price is P9,075
P10,209 total
includes taxes & fees
Nov 29 - Nov 30
Creekside Inn
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

18. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
The price is P10,218
P13,288 total
includes taxes & fees
Nov 8 - Nov 9
La Jolla Resort
A balcony with a view of the sea, a table, and two chairs.

19. Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,516 reviews)
"Nice location. Relaxing stay. Pet friendly."
United States
Marco
The price is P7,811
P10,580 total
includes taxes & fees
Nov 3 - Nov 4
Waterside Suites & Marina
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

20. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,160 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 P14,788
P21,297 total
includes taxes & fees
Nov 3 - Nov 4
Islander Resort
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windley Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Excellent stay would definitely stay again"
Lisa D 1-night trip
Posted 3 hours ago
Chesapeake Beach Resort

Find out more about Windley Key

Windley Key Inns information

Number of reviews
9,457
Accommodation
0 Inns
Lowest Price
P6,475
Highest Price
P21,297

Explore a world of travel with Expedia