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

Search Cabin Rentals in Windley Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13
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, (1,003 reviews)
"Great location,"
United States
Marianela
The price is P5,828
P8,707 total
includes taxes & fees
Aug 18 - Aug 19
Drop Anchor
Exterior

2. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,003 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
The price is P6,217
P8,999 total
includes taxes & fees
Sep 1 - Sep 2
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
The price is P12,732
P18,818 total
includes taxes & fees
Sep 7 - Sep 8
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, (281 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
The price is P9,156
P10,300 total
includes taxes & fees
Aug 30 - Aug 31
Coconut Cove Resort and Marina
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
The price is P11,448
P12,878 total
includes taxes & fees
Aug 18 - Aug 19
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, (1,751 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
The price is P9,282
P13,899 total
includes taxes & fees
Aug 18 - Aug 19
Chesapeake Beach Resort
Reception

7. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,397 reviews)
"Wonderful stay! Friendly staff, clean rooms, highly recommend!"
United States
Jessica
The price is P9,156
P14,794 total
includes taxes & fees
Aug 18 - Aug 19
Cheeca Lodge & Spa
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
The price is P8,462
P9,519 total
includes taxes & fees
Sep 9 - Sep 10
Ragged Edge Resort & Marina
Front of property

9. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (171 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
The price is P7,134
P16,667 total
includes taxes & fees
Aug 18 - Aug 19
Treasure Harbor
Exterior

10. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,009 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
The price is P6,738
P9,585 total
includes taxes & fees
Sep 7 - Sep 8
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
The price is P6,833
P9,416 total
includes taxes & fees
Aug 25 - Aug 26
La Jolla Resort
Exterior

12. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (727 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
The price is P6,305
P8,073 total
includes taxes & fees
Sep 1 - Sep 2
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
The price is P7,581
P8,529 total
includes taxes & fees
Aug 24 - Aug 25
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, (1,003 reviews)
"Very nice place"
United States
Mae L
The price is P6,028
P8,730 total
includes taxes & fees
Sep 1 - Sep 2
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, (1,287 reviews)
"Beautiful hotel, amazing views , very friendly staff, I will definitely return to Amara cay"
United States
Estefani
The price is P10,328
P16,113 total
includes taxes & fees
Aug 19 - Aug 20
Amara Cay Resort
Exterior

16. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,168 reviews)
"Super nice place with family good parking area private beach"
United States
manuel
The price is P6,406
P7,207 total
includes taxes & fees
Sep 13 - Sep 14
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, (1,008 reviews)
"Very nice and clean we really enjoyed the private beach as well"
United States
Sheily
The price is P5,945
P7,380 total
includes taxes & fees
Aug 19 - Aug 20
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
The price is P10,766
P15,499 total
includes taxes & fees
Aug 30 - Aug 31
Pines & Palms Resort
Exterior

19. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,105 reviews)
"Staff and resort were amazing!"
United States
Chris
The price is P14,256
P20,186 total
includes taxes & fees
Aug 18 - Aug 19
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
The price is P11,559
P15,423 total
includes taxes & fees
Aug 18 - Aug 19
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windley Key Hotel Reviews

Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Great property friendly staff have no complaints @ all"
Carlos 2-night trip
Posted 4 hours ago
Bayside Inn Key Largo

Find out more about Windley Key

Windley Key Cabin Rentals information

Number of reviews
13,240
Accommodation
0 Cabin Rentals
Lowest Price
P7,380
Highest Price
P20,386

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 P7,380 to P20,386 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.

Explore a world of travel with Expedia