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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Windley Key guest houses

A beachside lounge with a thatched roof, lounge chairs, and a view of the ocean.

1. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (280 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is AU$195
includes taxes & fees
18 Nov - 19 Nov
Ragged Edge Resort & Marina
A clear blue pool surrounded by palm trees and a bridge in the background.

2. Charming Suite @Islamorada With Pool Access - Twilight Suite

Charming Suite @Islamorada With Pool Access - Twilight Suite
Matecumbe
The price is AU$3,436
includes taxes & fees
22 Nov - 23 Nov
Charming Suite @Islamorada With Pool Access - Twilight Suite
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

3. Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Matecumbe
The price is AU$3,433
includes taxes & fees
22 Nov - 23 Nov
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
A clear blue pool surrounded by palm trees and a bridge in the background.

4. Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite

Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite
Matecumbe
The price is AU$3,298
includes taxes & fees
21 Nov - 22 Nov
Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite
A deck with a white railing, a lounge chair, a blue towel, and a large umbrella.

5. Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Matecumbe
The price is AU$1,736
includes taxes & fees
21 Nov - 22 Nov
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
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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Learn more about Windley Key

Check out the local area in Windley Key—home to attractions like Windley Key Fossil Reef Geological State Park and Hog Heaven.

See all hotels in Windley Key
A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

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