Windley Key Cabin Rentals

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

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

In two months

In three months

In four months

No exact matches found, but these alternatives could be just right

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

RM817 total

includes taxes & fees

25 Oct - 26 Oct

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

2. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

RM684 total

includes taxes & fees

26 Oct - 27 Oct

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

RM1,397 total

includes taxes & fees

2 Nov - 3 Nov

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

4. Drop Anchor

Islamorada

Leydis

RM736 total

includes taxes & fees

27 Oct - 28 Oct

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

RM856 total

includes taxes & fees

28 Oct - 29 Oct

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

6. Islander Resort

Matecumbe

Bryan

RM1,084 total

includes taxes & fees

15 Nov - 16 Nov

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

7. Chesapeake Beach Resort

Matecumbe

Dianne

RM923 total

includes taxes & fees

3 Nov - 4 Nov

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

8. Hampton Inn Key Largo Manatee Bay

Key Largo

Joliene

RM527 total

includes taxes & fees

17 Nov - 18 Nov

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

9. Cheeca Lodge & Spa

Matecumbe

Patricia

RM1,213 total

includes taxes & fees

19 Nov - 20 Nov

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

10. Rock Reef Resort

Rock Harbor

DONALD

RM350 total

includes taxes & fees

27 Oct - 28 Oct

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

11. Amara Cay Resort

Matecumbe

Ronald

RM1,071 total

includes taxes & fees

15 Nov - 16 Nov

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

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

Key Largo

Omar Ahmad

RM580 total

includes taxes & fees

29 Oct - 30 Oct

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

RM589 total

includes taxes & fees

25 Oct - 26 Oct

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

14. Lime Tree Bay Resort

Long Key

Christopher Michael

RM752 total

includes taxes & fees

26 Oct - 27 Oct

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

RM499 total

includes taxes & fees

25 Oct - 26 Oct

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

16. Drift Hotel

Key Largo

kelly

RM456 total

includes taxes & fees

26 Oct - 27 Oct

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

RM677 total

includes taxes & fees

25 Oct - 26 Oct

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

18. Dolphin Point Villas

Key Largo

Ernest

RM690 total

includes taxes & fees

25 Oct - 26 Oct

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

RM772 total

includes taxes & fees

25 Oct - 26 Oct

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

20. Ragged Edge Resort & Marina

Islamorada

Nathalie

RM633 total

includes taxes & fees

29 Oct - 30 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

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	0 Cabin Rentals
Lowest Price	RM350
Highest Price	RM1,397

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 RM350 to RM1,397 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 holiday 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.

Search Cabin Rentals in Windley Key

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 holiday 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