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

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8
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

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,000 reviews)
"Great stay for boaters! right on the water and easy to launch. The rooms were clean and had the essentials. The staff was super friendly and helpful."
United States
Melissa
The price is ￥29,737
￥39,138 total
includes taxes & fees
Aug 10 - Aug 11
Drop Anchor
View from property

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, (230 reviews)
"Room was beautiful, just as pictured on the website. It is a lovely place."
United States
CATHY
The price is ￥34,949
￥51,194 total
includes taxes & fees
Aug 18 - Aug 19
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (276 reviews)
"Amazing, beautiful place with the nicest, kindest people you will ever meet. I will be going back every year with my family because the place is just about perfect."
United States
Joseph
The price is ￥30,694
￥34,531 total
includes taxes & fees
Jul 21 - Jul 22
Coconut Cove Resort and Marina
Exterior

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,002 reviews)
"clean and spacious room."
United States
omar
The price is ￥19,188
￥26,886 total
includes taxes & fees
Aug 10 - Aug 11
Fisher Inn Resort & Marina
Classic Room, Patio, Garden View | WiFi (free)

The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.0 out of 10, Wonderful, (26 reviews)
"Food was excellent and the staff was delightful. Very accommodating"
United States
Mark
The price is ￥30,255
￥34,037 total
includes taxes & fees
Aug 4 - Aug 5
The Ocean View Inn & Pub
Water view

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,745 reviews)
"Love the place very clean and peaceful"
United States
Elizabeth
The price is ￥23,795
￥35,904 total
includes taxes & fees
Aug 16 - Aug 17
Chesapeake Beach Resort
Reception

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,337 reviews)
"Great place!!"
United States
David
The price is ￥35,332
￥51,624 total
includes taxes & fees
Aug 9 - Aug 10
Cheeca Lodge & Spa
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,072 reviews)
"Can't wait to stay there again!"
United States
Sarah
The price is ￥46,771
￥63,579 total
includes taxes & fees
Aug 2 - Aug 3
Islander Resort
Aerial view

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,286 reviews)
"Staff was helpful and they went out of their way to make sure our stay was good."
United States
Jon
The price is ￥24,838
￥39,819 total
includes taxes & fees
Aug 18 - Aug 19
Amara Cay Resort
Front of property

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,007 reviews)
"Is a place to relax, can visit many restaurants and places from this location."
United States
Jorge
The price is ￥23,239
￥26,146 total
includes taxes & fees
Jul 22 - Jul 23
Creekside Inn
Exterior

Coconut Palm Inn

Coconut Palm Inn
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (548 reviews)
"Nice quiet family friendly place to stay"
United States
James
The price is ￥33,471
￥44,050 total
includes taxes & fees
Jul 20 - Jul 21
Coconut Palm Inn
Exterior

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,003 reviews)
"Great staff"
United States
Ulrich
The price is ￥16,427
￥23,779 total
includes taxes & fees
Aug 2 - Aug 3
Hadley Resort and Marina
Suite, 1 King Bed with Sofa bed, Ocean View | Exterior

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,001 reviews)
"Clean quiet and serene. Staff was so helpful and kind!"
United States
Cassandra
The price is ￥27,295
￥42,583 total
includes taxes & fees
Aug 18 - Aug 19
La Siesta Resort & Villas
Exterior

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 ￥23,240
￥30,713 total
includes taxes & fees
Aug 4 - Aug 5
La Jolla Resort
Dock

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (452 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is ￥37,417
￥53,056 total
includes taxes & fees
Aug 16 - Aug 17
Bayside Villas by Islander Resort
Front of property

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (163 reviews)
"everything was good"
United States
ROGELIO
The price is ￥24,701
￥50,627 total
includes taxes & fees
Jul 26 - Jul 27
Treasure Harbor
Garden view

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,022 reviews)
"Nice place to stay"
United States
Ricardo
The price is ￥21,174
￥23,821 total
includes taxes & fees
Aug 2 - Aug 3
Hampton Inn Key Largo Manatee Bay
Exterior

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,008 reviews)
"Great stay"
United States
Edgar
The price is ￥42,711
￥57,003 total
includes taxes & fees
Aug 18 - Aug 19
Playa Largo Resort & Spa, Autograph Collection
Basic Room | WiFi (free), bed sheets

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.4 out of 10, Exceptional, (260 reviews)
"Easy check in, beautiful view and clean room"
United States
Lauren
The price is ￥34,202
￥38,478 total
includes taxes & fees
Aug 4 - Aug 5
Ragged Edge Resort & Marina
Aerial view

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)
"The resort has so much potential - but is currently being rehabbed due to the hurricanes a few years ago. We had a perfect room, recently redecorated and very well done! It’s located on a bay with a beautiful view. The pool was nice and open 24 hours a day- you can’t beat that!"
United States
Christine
The price is ￥18,855
￥26,362 total
includes taxes & fees
Jul 23 - Jul 24
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"The hammock was amazing!"
Angie 1-night trip
Posted 9 hours ago
Lime Tree Bay Resort

Find out more about Windley Key

Windley Key Cabin Rentals information

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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 to 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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