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

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Check prices for these dates

Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept
In one month
9 Oct - 11 Oct
In two months
6 Nov - 8 Nov
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

A beachside patio with white furniture, palm trees, and a thatched umbrella.

1. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,001 reviews)
"Great location,"
United States
Marianela
The price is AU$216
includes taxes & fees
13 Sept - 14 Sept
Drop Anchor
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

2. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,000 reviews)
"Love that they have a food truck on the property!"
United States
Alexandra
The price is AU$231
includes taxes & fees
21 Sept - 22 Sept
Fisher Inn Resort & Marina
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

3. 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, (269 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
The price is AU$389
includes taxes & fees
20 Sept - 21 Sept
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

4. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (287 reviews)
"Clean room, helpful staff, very friendly and welcoming"
United States
Jasmine
The price is AU$234
includes taxes & fees
13 Sept - 14 Sept
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.

5. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (30 reviews)
"Very friendly staff"
United States
Maria
The price is AU$292
includes taxes & fees
13 Sept - 14 Sept
The Ocean View Inn & Pub
A beach with palm trees and lounge chairs.

6. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,775 reviews)
"Excellent location, nice breakfast."
United States
Suresh
The price is AU$308
includes taxes & fees
24 Sept - 25 Sept
Chesapeake Beach Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

7. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,436 reviews)
"Excellent stay."
United States
Mian
The price is AU$336
includes taxes & fees
15 Sept - 16 Sept
Cheeca Lodge & Spa
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

8. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"Loved this place! driving in I wasn’t too sure but when we open the door to our King suite absolutely stunning clean smelled amazing and walk right up to the water. You can paddleboard kayak. We loved our stay."
United States
Tamara
The price is AU$168
includes taxes & fees
22 Sept - 23 Sept
La Jolla Resort
A beach with rows of sun loungers and palm trees.

9. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (269 reviews)
"Great quaint stay on the water. Shower is awesome."
United States
Marianne
The price is AU$130
includes taxes & fees
20 Sept - 21 Sept
Ragged Edge Resort & Marina
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

10. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,115 reviews)
"Property is beautiful, staff is great and overall an amazing place to stay."
United States
Sonia
The price is AU$428
includes taxes & fees
21 Sept - 22 Sept
Islander Resort
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

11. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (176 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
The price is AU$378
includes taxes & fees
1 Oct - 2 Oct
Treasure Harbor
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, (1,306 reviews)
"Wonderful resort, very friendly staff, would definitely stay again!"
United States
Amy
The price is AU$325
includes taxes & fees
17 Sept - 18 Sept
Amara Cay Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.

13. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (745 reviews)
"Great resorts - will return again. Highly recommend"
United States
Lourdes
The price is AU$156
includes taxes & fees
13 Sept - 14 Sept
Breezy Palms Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.

14. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,006 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
The price is AU$238
includes taxes & fees
15 Sept - 16 Sept
Hadley Resort and Marina
A wooden dock extending over calm turquoise water, lined with white railings and palm trees.

15. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,020 reviews)
"Great place to stay for the night."
United States
Terry
The price is AU$207
includes taxes & fees
20 Sept - 21 Sept
Creekside Inn
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

16. 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, (1,002 reviews)
"Great place to stay"
United States
Omar Ahmad
The price is AU$198
includes taxes & fees
20 Sept - 21 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham

17. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (457 reviews)
"The hotel was in the mist of redoing it's landscaping by adding gaint palm trees and some new boat docks, but it didn't interfere with the overall feel of the place. We enjoyed the free paddle boards and pool. Its also located on a beautiful part of the Keys"
United States
Lois
The price is AU$264
includes taxes & fees
7 Oct - 8 Oct
Casa Morada
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

18. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,003 reviews)
"Very nice and clean we really enjoyed the private beach as well"
United States
Sheily
The price is AU$150
includes taxes & fees
22 Sept - 23 Sept
Drift Hotel
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

19. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,181 reviews)
"Amazing property and staff"
United States
Tia
The price is AU$158
includes taxes & fees
27 Sept - 28 Sept
Rock Reef Resort
A beach with lounge chairs, palm trees, and a view of the water.

20. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (815 reviews)
"Always a great stay at Atlantic Bay."
United States
Annie
The price is AU$240
includes taxes & fees
28 Sept - 29 Sept
Atlantic Bay 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.
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Top Windley Key Hotel Reviews

Drop Anchor

Drop Anchor

8/10 Good
"Muy tranquilo"
Moraima 2-night trip
Posted less than an hour ago
Drop Anchor

Find out more about Windley Key

Windley Key Holiday Parks information

Number of reviews
9,775
Accommodation
0 Holiday Parks
Lowest Price
AU$130
Highest Price
AU$428

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