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

Search Cabin Rentals in Windley Key

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

Exterior

1. 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 2.852.874 ₫
4.058.450 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Fisher Inn Resort & Marina
View from property

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, (273 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
The price is 5.182.786 ₫
7.733.331 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Premium bedding, iron/ironing board, free WiFi, individually decorated

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 4.571.233 ₫
6.053.268 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Drop Anchor
Exterior

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 3.874.447 ₫
4.358.753 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Coconut Cove Resort and Marina
Classic Room, Patio, Garden View | Free WiFi

5. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (31 reviews)
"Very friendly staff"
United States
Maria
The price is 4.847.153 ₫
5.452.852 ₫ total
includes taxes & fees
22 Sept - 23 Sept
The Ocean View Inn & Pub
Water view

6. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,778 reviews)
"Excellent location, nice breakfast."
United States
Suresh
The price is 3.930.019 ₫
5.884.784 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Chesapeake Beach Resort
Exterior

7. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 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 2.851.229 ₫
3.939.096 ₫ total
includes taxes & fees
30 Sept - 1 Oct
La Jolla Resort
Reception

8. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,434 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
The price is 3.876.682 ₫
6.263.964 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Cheeca Lodge & Spa
Basic Room | Free WiFi, bed sheets

9. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (270 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is 1.949.399 ₫
2.193.073 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Ragged Edge Resort & Marina
Exterior

10. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,120 reviews)
"Great palace to stay at a reasonable price"
United States
John
The price is 5.768.766 ₫
8.245.065 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Islander Resort
Aerial view

11. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,313 reviews)
"amazing clean stay."
United States
MICHAEL
The price is 4.019.413 ₫
6.423.439 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Amara Cay Resort
Exterior

12. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (748 reviews)
"Great resorts - will return again. Highly recommend"
United States
Lourdes
The price is 1.915.185 ₫
2.569.538 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Breezy Palms Resort
Front of property

13. 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 3.020.690 ₫
7.057.058 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Treasure Harbor
Aerial view

14. 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 2.435.285 ₫
3.564.727 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Exterior

15. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
"Great location and good rates for the 2 nights that we stayed. Staff was great and helpful. Closed to shops, cafe, and restaurants."
United States
Pang
The price is 3.074.027 ₫
4.307.248 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Hadley Resort and Marina
Front of property – evening/night

16. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,001 reviews)
"Very nice and clean we really enjoyed the private beach as well"
United States
Sheily
The price is 2.439.187 ₫
3.036.789 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Drift Hotel
Exterior

17. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,184 reviews)
"Absolutely lovely resort, we always have a wonderful stay ♥️"
United States
Tia
The price is 2.630.203 ₫
2.958.979 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Rock Reef Resort
Dock

18. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (462 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is 5.772.093 ₫
8.249.819 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Bayside Villas by Islander Resort
Front of property

19. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,017 reviews)
"Great place to stay for the night."
United States
Terry
The price is 3.721.029 ₫
4.186.157 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Creekside Inn
Reception

20. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (238 reviews)
"simple breakfast, older place but clean room, access to the beach - very convenient and nice!"
United States
ANDREW
The price is 2.608.101 ₫
3.299.781 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Seafarer 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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Beautiful place to stay with great service. Nikai Sushi is nothing worth recommending."
Wilhelm 1-night trip
Posted 1 hour ago
Cheeca Lodge & Spa

Find out more about Windley Key

Windley Key Cabin Rentals information

Number of reviews
11,876
Accommodation
0 Cabin Rentals
Lowest Price
2.193.073 ₫
Highest Price
8.249.819 ₫

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 2.193.073 ₫ to 8.249.819 ₫ 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 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.