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

Search cabins in Windley Key

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

Premium bedding, iron/ironing board, WiFi (free), individually decorated

1. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,001 reviews)
"Great location,"
United States
Marianela
$133 nightly
The price is $145
Aug 19 - Aug 20
Total with taxes and fees
Drop Anchor
Exterior

2. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,002 reviews)
"We stay here once or twice a year, the staff is very friendly. The amenities are perfect and the location is right where you want to be."
United States
MARC
$139 nightly
The price is $156
Sep 2 - Sep 3
Total with taxes and fees
Fisher Inn Resort & Marina
View from property

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, (250 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
$272 nightly
The price is $306
Sep 7 - Sep 8
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior

4. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (280 reviews)
"Amazing staff! Clancy is great! This place is so cute family oriented and friendly! I cant wait to stay here again!"
United States
Lisa C
$149 nightly
The price is $168
Aug 30 - Aug 31
Total with taxes and fees
Coconut Cove Resort and Marina
Classic Room, Patio, Garden View | WiFi (free)

5. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.0 out of 10, Wonderful, (27 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
$186 nightly
The price is $210
Aug 19 - Aug 20
Total with taxes and fees
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, (1,748 reviews)
"The property was bery nice great location, its pet friendly staff was great and the breakfast was amazing...You have restaurants right next to the property that you dont need to drive anywhere...would be there again 🙏🙏"
United States
Rey
$194 nightly
The price is $218
Aug 26 - Aug 27
Total with taxes and fees
Chesapeake Beach Resort
Reception

7. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,390 reviews)
"Wonderful stay! Friendly staff, clean rooms, highly recommend!"
United States
Jessica
$214 nightly
The price is $241
Aug 18 - Aug 19
Total with taxes and fees
Cheeca Lodge & Spa
Basic Room | WiFi (free), bed sheets

8. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (262 reviews)
"Easy check in, beautiful view and clean room"
United States
Lauren
$153 nightly
The price is $172
Sep 9 - Sep 10
Total with taxes and fees
Ragged Edge Resort & Marina
Front of property

9. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (170 reviews)
"The houseboat were a great experience not only for the kid's but the adults also. Seeing the manatees swim around the cove was awesome! It was a great place to meet your neighbors as the porches are very close. The swimming pool is a great addition to the property! If going back to the area, I would definitely go there again! We really enjoyed our visit there!"
United States
Kelly
$254 nightly
The price is $286
Aug 17 - Aug 18
Total with taxes and fees
Treasure Harbor
Exterior

10. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,007 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
$138 nightly
The price is $155
Sep 7 - Sep 8
Total with taxes and fees
Hadley Resort and Marina
Exterior

11. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Good location and great staff"
United States
adrian
$127 nightly
The price is $143
Aug 25 - Aug 26
Total with taxes and fees
La Jolla Resort
Exterior

12. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (726 reviews)
"Great place to stay rooms were really nice nice boat ramp plenty of parking restaurants right down the street to eat at no complaints nice pool everybody was friendly room was ice cold from the air condition full kitchen nice balcony looking out over the ocean great stay"
United States
roger
$141 nightly
The price is $159
Aug 27 - Aug 28
Total with taxes and fees
Breezy Palms Resort
Front of property

13. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,014 reviews)
"Great place to stay!!!!"
United States
Cristy
$133 nightly
The price is $149
Aug 27 - Aug 28
Total with taxes and fees
Creekside Inn
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, (1,001 reviews)
"Very nice place"
United States
Mae L
$116 nightly
The price is $131
Sep 2 - Sep 3
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Aerial view

15. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,283 reviews)
"Beautiful hotel, amazing views , very friendly staff, I will definitely return to Amara cay"
United States
Estefani
$220 nightly
The price is $248
Aug 30 - Aug 31
Total with taxes and fees
Amara Cay Resort
Exterior

16. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,167 reviews)
"Super nice place with family good parking area private beach"
United States
manuel
$104 nightly
The price is $117
Sep 13 - Sep 14
Total with taxes and fees
Rock Reef Resort
Front of property - evening/night

17. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,006 reviews)
"Very nice a cozy hotel . Location is perfect for boating . Our children enjoyed the kayak and the amenities . Five star"
United States
oscar
$98 nightly
The price is $110
Aug 19 - Aug 20
Total with taxes and fees
Drift Hotel
Exterior

18. 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
$224 nightly
The price is $252
Aug 30 - Aug 31
Total with taxes and fees
Pines & Palms Resort
Exterior

19. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,100 reviews)
"Great stop on our key island hopping adventure"
United States
Chris
$308 nightly
The price is $346
Aug 27 - Aug 28
Total with taxes and fees
Islander Resort
Exterior

20. Coconut Palm Inn

Coconut Palm Inn
3.0 star property
Tavernier
9.6 out of 10, Exceptional, (554 reviews)
"So happy with the stay, everything was clean and spacious. This is a little treasure nested in the keys. Can’t wait to be back"
United States
judith
$244 nightly
The price is $275
Aug 17 - Aug 18
Total with taxes and fees
Coconut Palm Inn
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

Lime Tree Bay Resort

Lime Tree Bay Resort

8/10 Good
"The hotel is comprised of three buildings. One by the beach, which is the one you want and two others across a very busy street. Not ideal for older individuals who may have some trouble walking or getting around."
Anthony 1-night trip
Posted 13 hours ago
Lime Tree Bay Resort

Find out more about Windley Key

Windley Key Cabin Rentals information

Number of reviews
7,959
Accommodation
2 Cabin Rentals
Lowest Price
$110
Highest Price
$346

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 $110 to $346 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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