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 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3
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, (1,005 reviews)
"Love that they have a food truck on the property!"
United States
Alexandra
$147 nightly
The price is $166
Sep 21 - Sep 22
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, (265 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
$248 nightly
The price is $279
Sep 15 - Sep 16
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior

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
$149 nightly
The price is $168
Sep 9 - Sep 10
Total with taxes and fees
Coconut Cove Resort and Marina
Premium bedding, iron/ironing board, WiFi (free), individually decorated

4. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,002 reviews)
"Great location,"
United States
Marianela
$155 nightly
The price is $171
Sep 9 - Sep 10
Total with taxes and fees
Drop Anchor
Classic Room, Patio, Garden View | WiFi (free)

5. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (29 reviews)
"Very friendly staff"
United States
Maria
$186 nightly
The price is $210
Oct 7 - Oct 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, (1,787 reviews)
"Excellent location, nice breakfast."
United States
Suresh
$158 nightly
The price is $178
Oct 8 - Oct 9
Total with taxes and fees
Chesapeake Beach Resort
Basic Room | WiFi (free), bed sheets

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
$78 nightly
The price is $87
Sep 13 - Sep 14
Total with taxes and fees
Ragged Edge Resort & Marina
Exterior

8. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,122 reviews)
"Property is beautiful, staff is great and overall an amazing place to stay."
United States
Sonia
$256 nightly
The price is $288
Sep 15 - Sep 16
Total with taxes and fees
Islander Resort
Reception

9. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,446 reviews)
"Excellent stay."
United States
Mian
$220 nightly
The price is $220
Oct 4 - Oct 5
Total with taxes and fees
Cheeca Lodge & Spa
Exterior

10. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (742 reviews)
"Great resorts - will return again. Highly recommend"
United States
Lourdes
$111 nightly
The price is $125
Sep 9 - Sep 10
Total with taxes and fees
Breezy Palms Resort
Exterior

11. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 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
$186 nightly
The price is $209
Sep 22 - Sep 23
Total with taxes and fees
La Jolla Resort
Front of property

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
$254 nightly
The price is $286
Oct 1 - Oct 2
Total with taxes and fees
Treasure Harbor
Aerial view

13. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,314 reviews)
"Wonderful resort, very friendly staff, would definitely stay again!"
United States
Amy
$205 nightly
The price is $231
Sep 15 - Sep 16
Total with taxes and fees
Amara Cay Resort
Exterior

14. 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
$164 nightly
The price is $185
Sep 9 - Sep 10
Total with taxes and fees
Hadley Resort and Marina
Front of property

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
$142 nightly
The price is $159
Sep 17 - Sep 18
Total with taxes and fees
Creekside Inn
Aerial 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, (1,004 reviews)
"The place, staff, swimming pool and amenities was excellent and the breakfast 10/10."
Canada
Felicitia
$126 nightly
The price is $142
Sep 15 - Sep 16
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Front of property - evening/night

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
$95 nightly
The price is $107
Sep 9 - Sep 10
Total with taxes and fees
Drift Hotel
Exterior

18. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,182 reviews)
"Amazing property and staff"
United States
Tia
$110 nightly
The price is $123
Sep 27 - Sep 28
Total with taxes and fees
Rock Reef Resort
Garden view

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, (1,012 reviews)
"Great place"
United States
Felix
$133 nightly
The price is $150
Sep 24 - Sep 25
Total with taxes and fees
Ocean Pointe Suites at Key Largo
Exterior

20. 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
$179 nightly
The price is $201
Sep 9 - Sep 10
Total with taxes and fees
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

Rock Reef Resort

Rock Reef Resort

10/10 Excellent
"Muy tranquila, limpieza, buena ubicación, pero en la pequeña playa hay un cocodrilo"
Maria Elena 2-night trip
Posted 2 hours ago
Rock Reef Resort

Find out more about Windley Key

Windley Key Cabin Rentals information

Number of reviews
13,173
Accommodation
2 Cabin Rentals
Lowest Price
$87
Highest Price
$288

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 $288 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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