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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

1. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,001 reviews)
"Great place. Friendly staff overall really wonderful."
United States
Siobhan
The price is P8,468
P11,571 total
includes taxes & fees
Oct 12 - Oct 13
Fisher Inn Resort & Marina
A pink and blue building with a beachside view, palm trees, and a sandy area.

2. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,001 reviews)
"Exceeded all my expectations, definitely going back. Highly recommend"
United States
Payman
The price is P8,240
P11,463 total
includes taxes & fees
Oct 6 - Oct 7
Drop Anchor
A resort with thatched-roof structures, palm trees, and a sandy beach area.

3. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (294 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
The price is P9,336
P10,503 total
includes taxes & fees
Oct 4 - Oct 5
Coconut Cove Resort and Marina
A coastal resort with a beach, a swimming pool, and multiple buildings.

4. 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, (281 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
The price is P13,515
P19,796 total
includes taxes & fees
Oct 18 - Oct 19
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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 P11,673
P13,131 total
includes taxes & fees
Oct 6 - Oct 7
The Ocean View Inn & Pub
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

6. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,789 reviews)
"Excellent location, nice breakfast."
United States
Suresh
The price is P9,464
P14,172 total
includes taxes & fees
Oct 7 - Oct 8
Chesapeake Beach Resort
A courtyard with palm trees and flower beds, surrounded by buildings with balconies and a central entrance.

7. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,462 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
The price is P9,357
P15,119 total
includes taxes & fees
Oct 4 - Oct 5
Cheeca Lodge & Spa
A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

8. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Loved the amenities"
United States
Kayla
The price is P6,076
P8,602 total
includes taxes & fees
Oct 6 - Oct 7
La Jolla Resort
A row of floating cottages with balconies and outdoor seating, docked along a waterway.

9. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (175 reviews)
"Beautiful unique place"
United States
Laura
The price is P6,710
P16,360 total
includes taxes & fees
Oct 4 - Oct 5
Treasure Harbor
A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.

10. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (758 reviews)
"We loved our stay! Great location, clean rooms."
United States
Zack
The price is P5,122
P6,762 total
includes taxes & fees
Oct 4 - Oct 5
Breezy Palms Resort
An aerial view of a resort with a swimming pool, palm trees, and a dock.

11. 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 P9,685
P15,478 total
includes taxes & fees
Oct 18 - Oct 19
Amara Cay Resort
A building with a green roof and a sign that reads "Hadley House Oceanfront Resort."

12. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
"Great place"
United States
weder
The price is P8,468
P11,571 total
includes taxes & fees
Oct 18 - Oct 19
Hadley Resort and Marina
A two-story building with a balcony, a sign reading "OFFICE," and a "RESERVED PARKING" sign.

13. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (273 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is P9,833
P11,063 total
includes taxes & fees
Oct 18 - Oct 19
Ragged Edge Resort & Marina
A two-story building with a white facade, a balcony, and a tree in front.

14. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,182 reviews)
"Absolutely lovely resort, we always have a wonderful stay ♥️"
United States
Tia
The price is P6,338
P7,130 total
includes taxes & fees
Oct 12 - Oct 13
Rock Reef Resort
A tree with string lights, a wooden bench, and a building in the background.

15. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,001 reviews)
"Excellent location"
United States
kelly
The price is P5,830
P7,265 total
includes taxes & fees
Oct 7 - Oct 8
Drift Hotel
A wooden sign with the name 'Creekside' above a white pergola entrance.

16. 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 P8,966
P10,087 total
includes taxes & fees
Oct 4 - Oct 5
Creekside Inn
A resort with a pool, multiple buildings, and a waterfront view.

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, (1,002 reviews)
"Great place to stay"
United States
Omar Ahmad
The price is P6,429
P9,219 total
includes taxes & fees
Oct 14 - Oct 15
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A resort with palm trees, a white building, and a sandy ground.

18. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,126 reviews)
"Amazing place would definitely recommend"
United States
Steven
The price is P17,973
P24,812 total
includes taxes & fees
Oct 27 - Oct 28
Islander Resort
A blue building with a sign reading "OFFICE" and a wreath on the door. There are potted plants and striped chairs outside.

19. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (246 reviews)
"simple breakfast, older place but clean room, access to the beach - very convenient and nice!"
United States
ANDREW
The price is P5,752
P7,352 total
includes taxes & fees
Oct 4 - Oct 5
Seafarer Key Largo
A pathway leading to a building with multiple floors, surrounded by lush greenery and palm trees.

20. Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very good, (1,001 reviews)
"It was a quiet place to stay for our honeymoon."
United States
Arthur
The price is P7,621
P9,952 total
includes taxes & fees
Oct 7 - Oct 8
Ocean Pointe Suites at 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.
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Top Windley Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"Breakfast was excellent and the view and private beach was amazing"
Leihla 4-night trip
Posted 2 hours ago
Chesapeake Beach Resort

Find out more about Windley Key

Windley Key Cabin Rentals information

Number of reviews
9,848
Accommodation
0 Cabin Rentals
Lowest Price
P6,762
Highest Price
P24,812

Frequently asked questions

Are there cheap cabins in Windley Key?
Whether you'd prefer to stay next to the water or in the hills, we have a fantastic range of cheap cabins in Windley Key to suit your style and budget. Priced from P6,762 to P24,812 a night, your perfect cabin rental is waiting here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why should I book a cabin in Windley Key?
For a vacation in the great outdoors at an impressive price, there's nothing better than a cabin. Imagine rising to the sounds of the wilderness and having breakfast on your deck surrounded by stunning views. Book a cabin in Windley Key and say "see ya" to the hustle and bustle of modern life. Whether they're riverside, beachside or in the mountains, cabins offer a relaxing, rustic experience for those in need of a break.

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