15 Best Cabins in Windley Key - Cabins for Rent from $104

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

1. Drop Anchor

Islamorada

Marianela

$155 nightly

Sep 13 - Sep 14

Total with taxes and fees

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

2. Fisher Inn Resort & Marina

Islamorada

Alexandra

$147 nightly

Sep 21 - Sep 22

Total with taxes and fees

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

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

Islamorada

Ana

$248 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

4. Coconut Cove Resort and Marina

Islamorada

Jasmine

$149 nightly

Sep 13 - Sep 14

Total with taxes and fees

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

$186 nightly

Sep 22 - Sep 23

Total with taxes and fees

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

6. Chesapeake Beach Resort

Matecumbe

Suresh

$184 nightly

Oct 6 - Oct 7

Total with taxes and fees

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

7. Cheeca Lodge & Spa

Matecumbe

Mian

$214 nightly

Sep 15 - Sep 16

Total with taxes and fees

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

8. La Jolla Resort

Matecumbe

Tamara

$101 nightly

Sep 21 - Sep 22

Total with taxes and fees

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

9. Ragged Edge Resort & Marina

Islamorada

Marianne

$97 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

10. Islander Resort

Matecumbe

Sonia

$282 nightly

Sep 20 - Sep 21

Total with taxes and fees

A row of floating cottages with balconies and outdoor seating, docked along a waterway.

11. Treasure Harbor

Islamorada

Molly

$241 nightly

Oct 8 - Oct 9

Total with taxes and fees

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

12. Amara Cay Resort

Matecumbe

Amy

$204 nightly

Sep 15 - Sep 16

Total with taxes and fees

A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.

13. Breezy Palms Resort

Matecumbe

Lourdes

$111 nightly

Sep 13 - Sep 14

Total with taxes and fees

A building with a green roof and a sign that reads "Hadley House Oceanfront Resort."

14. Hadley Resort and Marina

Matecumbe

RAIBEL

$151 nightly

Sep 15 - Sep 16

Total with taxes and fees

A wooden sign with the name 'Creekside' above a white pergola entrance.

15. Creekside Inn

Tavernier

Terry

$142 nightly

Sep 17 - Sep 18

Total with taxes and fees

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

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

Key Largo

Felicitia

$125 nightly

Sep 28 - Sep 29

Total with taxes and fees

A two-story building with a covered porch and a pathway leading to it, surrounded by lush greenery and palm trees.

17. Casa Morada

Matecumbe

Lois

$186 nightly

Oct 7 - Oct 8

Total with taxes and fees

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

18. Drift Hotel

Key Largo

Sheily

$92 nightly

Sep 16 - Sep 17

Total with taxes and fees

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

19. Rock Reef Resort

Rock Harbor

Tia

$110 nightly

Sep 13 - Sep 14

Total with taxes and fees

A pathway leading to a yellow building with a door, surrounded by trees and a pink sculpture.

20. Atlantic Bay Resort

Tavernier

Annie

$171 nightly

Sep 28 - Sep 29

Total with taxes and fees

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Top Windley Key Hotel Reviews

Rock Reef Resort

8/10 Good

"The staff was great, the room was very clean and quiet."

The Pelican Key Largo Cottages

10/10 Excellent

"This is my new go-to place to stay in Key Largo! It's clean, quaint & a good location. The view at the dock at Sunset was stunning. We had two queens & a bathroom. Our room was right behind the check in building so it was convenient to us. There also seems to be a table & chairs outside each room, I didn't know that when I booked but I was able to have my morning tea outside. Another nice feature was the in-room fridge (which was super cold), the coffee maker & the microwave. This microwave was nice! It had a USB & 3-prong plug on the front of it & when it stops running it's locked & you have to push the unlock button. If you are traveling with kids, this is a wonderful safety feature! We walked down to the docks twice on our overnight stay. There are chairs on the beach & on the dock. There were plenty of local places to eat, but I recommend C&Cs Wood Fired Pizza for their happy hour from 4-6 pm. A pizza (6 slices) & a pitcher for $10! At the Cottages, the staff were super nice. Irina & the other lady at check in were so helpful. I even asked a grounds person a question & he was helpful too. I don't care about super fancy. I care about CLEAN, a great view & beautiful surrounding. It's all of this & more!"

Find out more about Windley Key

Windley Key Cabin Rentals information

Number of reviews	10,898
Accommodation	2 Cabin Rentals
Lowest Price	$104
Highest Price	$317

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 $104 to $317 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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Check prices for these dates

Recommended hotels in Windley Key

1. Drop Anchor

2. Fisher Inn Resort & Marina

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

4. Coconut Cove Resort and Marina

5. The Ocean View Inn & Pub

6. Chesapeake Beach Resort

7. Cheeca Lodge & Spa

8. La Jolla Resort

9. Ragged Edge Resort & Marina

10. Islander Resort

11. Treasure Harbor

12. Amara Cay Resort

13. Breezy Palms Resort

14. Hadley Resort and Marina

15. Creekside Inn

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

17. Casa Morada

18. Drift Hotel

19. Rock Reef Resort

20. Atlantic Bay Resort

Find vacation rentals that suit your style

Top Windley Key Hotel Reviews

Rock Reef Resort

Find out more about Windley Key

Windley Key Cabin Rentals information

Frequently asked questions

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