Top Windley Key Cabin Rentals

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

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Recommended hotels in Windley Key

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

1. Fisher Inn Resort & Marina

Islamorada

Robyn

CA $236 total

includes taxes & fees

Oct 28 - Oct 29

A resort with thatched-roof structures, palm trees, and a sandy beach area.

2. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

CA $235 total

includes taxes & fees

Oct 27 - Oct 28

A coastal resort with a beach, a swimming pool, and multiple buildings.

3. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Islamorada

Liosbel

CA $479 total

includes taxes & fees

Nov 1 - Nov 2

A pink and blue building with a beachside view, palm trees, and a sandy area.

4. Drop Anchor

Islamorada

Leydis

CA $253 total

includes taxes & fees

Oct 27 - Oct 28

A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.

5. The Ocean View Inn & Pub

Islamorada

Maria

CA $294 total

includes taxes & fees

Oct 28 - Oct 29

A resort with palm trees, a white building, and a sandy ground.

6. Islander Resort

Matecumbe

Bryan

CA $373 total

includes taxes & fees

Nov 15 - Nov 16

A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

7. Chesapeake Beach Resort

Matecumbe

Dianne

CA $301 total

includes taxes & fees

Nov 4 - Nov 5

A tropical garden with various plants and a large rock centerpiece.

8. Hampton Inn Key Largo Manatee Bay

Key Largo

Joliene

CA $181 total

includes taxes & fees

Nov 17 - Nov 18

A courtyard with palm trees and flower beds, surrounded by buildings with balconies and a central entrance.

9. Cheeca Lodge & Spa

Matecumbe

Patricia

CA $403 total

includes taxes & fees

Nov 19 - Nov 20

A two-story building with a white facade, a balcony, and a tree in front.

10. Rock Reef Resort

Rock Harbor

DONALD

CA $120 total

includes taxes & fees

Oct 28 - Oct 29

An aerial view of a resort with a swimming pool, palm trees, and a dock.

11. Amara Cay Resort

Matecumbe

Ronald

CA $355 total

includes taxes & fees

Nov 17 - Nov 18

A resort with a pool, multiple buildings, and a waterfront view.

12. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

Omar Ahmad

CA $199 total

includes taxes & fees

Oct 29 - Oct 30

A tropical resort with a paved pathway leading to a building, surrounded by palm trees and lush greenery.

13. Kona Kai Resort and Gallery - Adults Only

Rock Harbor

Billy

CA $202 total

includes taxes & fees

Oct 26 - Oct 27

An aerial view of a resort with a beach, palm trees, and a swimming pool.

14. Lime Tree Bay Resort

Long Key

Christopher Michael

CA $258 total

includes taxes & fees

Oct 26 - Oct 27

A blue building with a sign reading "OFFICE" and a wreath on the door. There are potted plants and striped chairs outside.

15. Seafarer Key Largo

Rock Harbor

Soraya

CA $171 total

includes taxes & fees

Oct 25 - Oct 26

A tree with string lights, a wooden bench, and a building in the background.

16. Drift Hotel

Key Largo

kelly

CA $145 total

includes taxes & fees

Oct 29 - Oct 30

A Waterside Suites & Marina hotel with a modern design, featuring a prominent sign, a staircase leading to the entrance, and a clear view of the sky.

17. Waterside Suites & Marina

Key Largo

Josue

CA $213 total

includes taxes & fees

Oct 29 - Oct 30

A waterfront property with a large building, a dock, lounge chairs, and a thatched-roof area.

18. Dolphin Point Villas

Key Largo

Ernest

CA $237 total

includes taxes & fees

Oct 25 - Oct 26

A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

19. La Jolla Resort

Matecumbe

Brett

CA $265 total

includes taxes & fees

Oct 25 - Oct 26

A two-story building with a balcony, a sign reading "OFFICE," and a "RESERVED PARKING" sign.

20. Ragged Edge Resort & Marina

Islamorada

Nathalie

CA $219 total

includes taxes & fees

Oct 29 - Oct 30

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Top Windley Key Hotel Reviews

Islander Resort

10/10 Excellent

"Loved it and would come back"

Reefhouse Resort & Marina

10/10 Excellent

""The view was absolutely amazing and the property was gorgeous. Everything about our stay was perfect—our only complaint was that the pool was cold and took the family a while to get used to. However, in defense of the property, we did visit in October! We will definitely be returning!""

Waterside Suites & Marina

8/10 Good

"The room was clean and grounds kept nice. Kitchenette - I wish there were better utensils to cook with. The bed was very firm - we sleep on a firm mattress at home, but this was a very firm mattress. Good location and the patio is nice. Didn't even realize there was a pool until the last day we were here."

Hampton Inn Key Largo Manatee Bay

10/10 Excellent

"The staff were wonderful, especially Jolene. The first impression is this hotel needs some TLC. The hotel is going through a renovation, which will be great, but it has so much character now. I ended up loving this quirky hotel. We stayed twice - first we had a room not renovated and second a room that was renovated. The little beach is nice - some people there saw Manatees, but we weren't so lucky. The landscaping in the courtyard is very nice and we were greeted with Iguanas and Ibis, which was fun. The pool looked very inviting and many guests were using it. I'd love to have an opportunity to come back to this hotel."

The Pelican Key Largo Cottages

10/10 Excellent

"We first were given a very small room. It was clean but tiny. We up graded ourselves the waterfront property and oh my was it lovely. Only notable thing was the single serve coffee pot did not match the multi family room (they really should get a at least 4 cup pot). Lol I highly recommend this place it was lovely."

Find out more about Windley Key

Windley Key Cabin Rentals information

Number of reviews	12,248
Accommodation	2 Cabin Rentals
Lowest Price	CA $120
Highest Price	CA $479

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 CA $120 to CA $479 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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Book Cabin Rentals in Windley Key on Expedia.com

Find Cabins in Windley Key for Rent from CA $120

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Windley Key

1. Fisher Inn Resort & Marina

2. Coconut Cove Resort and Marina

3. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

4. Drop Anchor

5. The Ocean View Inn & Pub

6. Islander Resort

7. Chesapeake Beach Resort

8. Hampton Inn Key Largo Manatee Bay

9. Cheeca Lodge & Spa

10. Rock Reef Resort

11. Amara Cay Resort

12. Dove Creek Resort & Marina, Trademark Collection by Wyndham

13. Kona Kai Resort and Gallery - Adults Only

14. Lime Tree Bay Resort

15. Seafarer Key Largo

16. Drift Hotel

17. Waterside Suites & Marina

18. Dolphin Point Villas

19. La Jolla Resort

20. Ragged Edge Resort & Marina

Find vacation rentals that suit your style

Top Windley Key Hotel Reviews

Islander Resort

Find out more about Windley Key

Windley Key Cabin Rentals information

Frequently asked questions

Explore a world of travel with Expedia