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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec
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, (1,002 reviews)
"Amazing sunrise"
United States
James
The price is AU$243
includes taxes & fees
21 Sept - 22 Sept
Fisher Inn Resort & Marina
A coastal resort with a beach, a swimming pool, and multiple buildings.

2. 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, (262 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
The price is AU$388
includes taxes & fees
13 Sept - 14 Sept
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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, (287 reviews)
"Clean room, helpful staff, very friendly and welcoming"
United States
Jasmine
The price is AU$216
includes taxes & fees
4 Oct - 5 Oct
Coconut Cove Resort and Marina
A pink and blue building with a beachside view, palm trees, and a sandy area.

4. 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$242
includes taxes & fees
8 Sept - 9 Sept
Drop Anchor
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
9.0 out of 10, Wonderful, (28 reviews)
"Staff was friendly and Inn was well maintained. My daughter loved the pool! It had a bar and restaurant attached to property so was nice being able to grab a drink for the pool area."
United States
Patrice
The price is AU$291
includes taxes & fees
7 Sept - 8 Sept
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, (1,782 reviews)
"Excellent location, nice breakfast."
United States
Suresh
The price is AU$253
includes taxes & fees
7 Oct - 8 Oct
Chesapeake Beach Resort
A two-story building with a balcony, a sign reading "OFFICE," and a "RESERVED PARKING" sign.

7. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (266 reviews)
"Great quaint stay on the water. Shower is awesome."
United States
Marianne
The price is AU$109
includes taxes & fees
8 Sept - 9 Sept
Ragged Edge Resort & Marina
A resort with palm trees, a white building, and a sandy ground.

8. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,120 reviews)
"Property is beautiful, staff is great and overall an amazing place to stay."
United States
Sonia
The price is AU$399
includes taxes & fees
13 Sept - 14 Sept
Islander Resort
A courtyard with palm trees and flower beds, surrounded by buildings with balconies and a central entrance.

9. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,441 reviews)
"Excellent stay."
United States
Mian
The price is AU$334
includes taxes & fees
7 Sept - 8 Sept
Cheeca Lodge & Spa
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
8.8 out of 10, Excellent, (741 reviews)
"Good location"
United States
Orlando
The price is AU$131
includes taxes & fees
7 Sept - 8 Sept
Breezy Palms Resort
A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

11. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Good location and great staff"
United States
adrian
The price is AU$304
includes taxes & fees
20 Sept - 21 Sept
La Jolla Resort
A row of floating cottages with balconies and outdoor seating, docked along a waterway.

12. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (173 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
The price is AU$405
includes taxes & fees
7 Sept - 8 Sept
Treasure Harbor
An aerial view of a resort with a swimming pool, palm trees, and a dock.

13. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,311 reviews)
"Wonderful resort, very friendly staff, would definitely stay again!"
United States
Amy
The price is AU$324
includes taxes & fees
14 Sept - 15 Sept
Amara Cay Resort
A building with a green roof and a sign that reads "Hadley House Oceanfront Resort."

14. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
The price is AU$256
includes taxes & fees
7 Sept - 8 Sept
Hadley Resort and Marina
A wooden sign with the name 'Creekside' above a white pergola entrance.

15. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,020 reviews)
"Great place to stay!!!!"
United States
Cristy
The price is AU$208
includes taxes & fees
15 Sept - 16 Sept
Creekside Inn
A resort with a pool, multiple buildings, and a waterfront view.

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)
"Nice location"
United States
WORTHINGTON
The price is AU$197
includes taxes & fees
13 Sept - 14 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A tree with string lights, a wooden bench, and a building in the background.

17. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,008 reviews)
"Very nice and clean we really enjoyed the private beach as well"
United States
Sheily
The price is AU$145
includes taxes & fees
8 Sept - 9 Sept
Drift Hotel
A two-story building with a white facade, a balcony, and a tree in front.

18. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,179 reviews)
"Amazing property and staff"
United States
Tia
The price is AU$170
includes taxes & fees
10 Sept - 11 Sept
Rock Reef Resort
A pathway leading to a building with multiple floors, surrounded by lush greenery and palm trees.

19. Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very good, (1,010 reviews)
"Great place"
United States
Felix
The price is AU$230
includes taxes & fees
1 Oct - 2 Oct
Ocean Pointe Suites at Key Largo
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.

20. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"I had an excellent stay at the resort. and look forward to returning!"
United States
Isabel
The price is AU$384
includes taxes & fees
9 Sept - 10 Sept
Pines & Palms 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

Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Very clean and nice hotel just one thing need to improve hot water in the shower"
Rosibel 2-night trip
Posted 1 hour ago
Bayside Inn Key Largo

Find out more about Windley Key

Windley Key Cabin Rentals information

Number of reviews
10,296
Accommodation
2 Cabin Rentals
Lowest Price
AU$109
Highest Price
AU$405

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 AU$109 to AU$405 a night, your perfect cabin home 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 holiday 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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