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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20
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, (1,002 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
$158 nightly
The price is $178
Aug 30 - Aug 31
Total with taxes and fees
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, (255 reviews)
"I’d recommend getting breakfast locally instead of the resort’s breakfast. Very friendly and helpful staff."
United States
Dareen
$240 nightly
The price is $270
Sep 7 - Sep 8
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Room

3. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,000 reviews)
"Great location,"
United States
Marianela
$206 nightly
The price is $228
Aug 29 - Aug 30
Total with taxes and fees
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, (283 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
$140 nightly
The price is $158
Aug 30 - Aug 31
Total with taxes and fees
Coconut Cove Resort and Marina
Classic Room, Patio, Garden View

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
$186 nightly
The price is $210
Sep 7 - Sep 8
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, (1,764 reviews)
"Great stay"
United States
Yeniaris
$194 nightly
The price is $218
Sep 22 - Sep 23
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, (1,406 reviews)
"Wonderful stay! Friendly staff, clean rooms, highly recommend!"
United States
Jessica
$211 nightly
The price is $237
Sep 2 - Sep 3
Total with taxes and fees
Cheeca Lodge & Spa
Exterior

8. 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
$117 nightly
The price is $132
Aug 31 - Sep 1
Total with taxes and fees
La Jolla Resort
Basic Room

9. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (265 reviews)
"Great place. Highly recommended it"
United States
Katarzyna
$78 nightly
The price is $87
Sep 1 - Sep 2
Total with taxes and fees
Ragged Edge Resort & Marina
Exterior

10. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,001 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
$153 nightly
The price is $172
Sep 8 - Sep 9
Total with taxes and fees
Hadley Resort and Marina
Front of property

11. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (172 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
$259 nightly
The price is $292
Sep 7 - Sep 8
Total with taxes and fees
Treasure Harbor
Aerial view

12. 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
$122 nightly
The price is $137
Aug 30 - Aug 31
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Aerial view

13. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,296 reviews)
"Best place to stay !!"
United States
David A
$205 nightly
The price is $231
Sep 2 - Sep 3
Total with taxes and fees
Amara Cay Resort
Exterior

14. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,107 reviews)
"Property is beautiful, staff is great and overall an amazing place to stay."
United States
Sonia
$284 nightly
The price is $320
Sep 22 - Sep 23
Total with taxes and fees
Islander Resort
Exterior

15. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,169 reviews)
"Super nice place with family good parking area private beach"
United States
manuel
$95 nightly
The price is $107
Sep 27 - Sep 28
Total with taxes and fees
Rock Reef Resort
Front of property - evening/night

16. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,000 reviews)
"Very nice and clean we really enjoyed the private beach as well"
United States
Sheily
$116 nightly
The price is $131
Sep 2 - Sep 3
Total with taxes and fees
Drift Hotel
Exterior

17. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (734 reviews)
"Good location"
United States
Orlando
$117 nightly
The price is $131
Sep 1 - Sep 2
Total with taxes and fees
Breezy Palms Resort
Front of property

18. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,015 reviews)
"Great place to stay!!!!"
United States
Cristy
$138 nightly
The price is $155
Sep 8 - Sep 9
Total with taxes and fees
Creekside Inn
Exterior

19. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,005 reviews)
"I had an excellent stay at the resort. and look forward to returning!"
United States
Isabel
$205 nightly
The price is $231
Sep 2 - Sep 3
Total with taxes and fees
Pines & Palms Resort
Exterior

20. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (343 reviews)
"Very relaxing and low key spot with lots of fun outdoor amenities, staff got us into our room early and were super helpful and friendly. Would stay here again."
United States
Michelle
$142 nightly
The price is $160
Sep 2 - Sep 3
Total with taxes and fees
Kona Kai Resort and Gallery - Adults Only
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

10/10 Excellent
"Everything about Lime Tree was excellent! We can't wait to go back!"
Paula 4-night trip
Posted 5 hours ago
Lime Tree Bay Resort

Find out more about Windley Key

Windley Key Cabin Rentals information

Number of reviews
4,448
Accommodation
2 Cabin Rentals
Lowest Price
$87
Highest Price
$320

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 $87 to $320 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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