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

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan
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, (276 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
The price is £222
includes taxes & fees
28 Sept - 29 Sept
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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, (1,003 reviews)
"Love that they have a food truck on the property!"
United States
Alexandra
The price is £116
includes taxes & fees
23 Sept - 24 Sept
Fisher Inn Resort & Marina
A beachside patio with white furniture, palm trees, and a thatched umbrella.

3. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,000 reviews)
"Great location,"
United States
Marianela
The price is £127
includes taxes & fees
24 Sept - 25 Sept
Drop Anchor
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, (293 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
The price is £121
includes taxes & fees
24 Sept - 25 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, (32 reviews)
"Very friendly staff"
United States
Maria
The price is £156
includes taxes & fees
27 Sept - 28 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, (1,782 reviews)
"Excellent location, nice breakfast."
United States
Suresh
The price is £162
includes taxes & fees
22 Oct - 23 Oct
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, (1,450 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
The price is £170
includes taxes & fees
8 Oct - 9 Oct
Cheeca Lodge & Spa
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

8. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,123 reviews)
"Great palace to stay at a reasonable price"
United States
John
The price is £211
includes taxes & fees
29 Sept - 30 Sept
Islander 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.

9. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,317 reviews)
"amazing clean stay."
United States
MICHAEL
The price is £174
includes taxes & fees
24 Sept - 25 Sept
Amara Cay Resort
A wooden dock extending over calm turquoise water, lined with white railings and palm trees.

10. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,021 reviews)
"Great place to stay for the night."
United States
Terry
The price is £120
includes taxes & fees
24 Sept - 25 Sept
Creekside Inn
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

11. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,005 reviews)
"The room was very nice and neat !"
United States
Leslie
The price is £113
includes taxes & fees
23 Sept - 24 Sept
La Jolla Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.

12. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,004 reviews)
"Great place"
United States
weder
The price is £124
includes taxes & fees
28 Sept - 29 Sept
Hadley Resort and Marina
A beach with rows of sun loungers and palm trees.

13. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (271 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is £106
includes taxes & fees
24 Sept - 25 Sept
Ragged Edge Resort & Marina
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

14. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"It was a great time staying at the resort. Really enjoyed that they had a bartender at the pool in the evenings."
United States
Colt
The price is £139
includes taxes & fees
23 Sept - 24 Sept
Pines & Palms Resort
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

15. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (175 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
The price is £188
includes taxes & fees
23 Sept - 24 Sept
Treasure Harbor
Two Adirondack chairs on a sandy beach with a wooden pier extending into calm water.

16. Coconut Palm Inn

Coconut Palm Inn
3.0 star property
Tavernier
9.6 out of 10, Exceptional, (557 reviews)
"Beautiful place hidden in Tavenier Great staff and the best sunset in the keys"
United States
ED
The price is £187
includes taxes & fees
23 Sept - 24 Sept
Coconut Palm Inn
A beach with palm trees, lounge chairs, and a clear view of the ocean.

17. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,093 reviews)
"The property was clean and the staff very polite"
United States
Ruddy
The price is £110
includes taxes & fees
28 Sept - 29 Sept
Hampton Inn Key Largo Manatee Bay
A beach with lounge chairs, palm trees, and a view of the water.

18. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (819 reviews)
"Always a great stay at Atlantic Bay."
United States
Annie
The price is £128
includes taxes & fees
28 Sept - 29 Sept
Atlantic Bay Resort
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

19. 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)
"Great place to stay"
United States
Omar Ahmad
The price is £99
includes taxes & fees
28 Sept - 29 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A beachside lounge with a wooden deck, thatched roof, and tropical plants.

20. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (464 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is £237
includes taxes & fees
28 Sept - 29 Sept
Bayside Villas by 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.
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Top Windley Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"Very quiet and peaceful stay. Amazing water and beach views from the balcony."
Michelle 4-night trip
Posted 4 hours ago
Chesapeake Beach Resort

Find out more about Windley Key

Windley Key Condo Resorts information

Number of reviews
13,231
Accommodation
0 Condo Resorts
Lowest Price
£73
Highest Price
£222

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