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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Windley Key villas

A balcony with wicker chairs and a small table, overlooking a body of water and trees.

1. Key Largo Kawama villa K1, 3/3

Key Largo Kawama villa K1, 3/3
Key Largo
9.8 out of 10, Exceptional, (191 reviews)
"This was a great location, very clean and well equipped. Great stay!"
United States
Diana
The price is €552
includes taxes & fees
11 Nov - 12 Nov
Key Largo Kawama villa K1, 3/3
A balcony with two wicker chairs and a small table, overlooking a pool area with palm trees and buildings in the background.

2. Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Key Largo
9.6 out of 10, Exceptional, (143 reviews)
"We couldn’t have asked for more! And we had the saltwater lagoon and the pool and bicycles and the ocean all right outside our door. What a beautiful place to stay!"
United States
Kara L.
The price is €580
includes taxes & fees
13 Nov - 14 Nov
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
A resort with a central pool, multiple buildings, and a view of the ocean.

3. Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Rock Harbor
10.0 out of 10, Exceptional, (108 reviews)
"Amazing place!!"
United States
Sonal G.
The price is €802
includes taxes & fees
28 Nov - 29 Nov
Beautiful Oceanside Mariner`s 3 Bedroom Townhome
A balcony with a view of the beach and ocean, equipped with ceiling fans, outdoor furniture, and a railing.

4. Beachfront Estate - Two Villas / Heated Pools / Docks / Dolphin & Mahi Key

Beachfront Estate - Two Villas / Heated Pools / Docks / Dolphin & Mahi Key
Matecumbe
Beachfront Estate - Two Villas / Heated Pools / Docks / Dolphin & Mahi Key
A poolside area with lounge chairs and a hot tub.

5. Heated Pool • Hot Tub • Theater • Waterfront

Heated Pool • Hot Tub • Theater • Waterfront
Buccaneer Point
The price is €3,069
includes taxes & fees
8 Nov - 9 Nov
Heated Pool • Hot Tub • Theater • Waterfront
A patio with outdoor seating, a fire pit, and a thatched-roof structure.

6. PRIVATE BEACH / Heated Pool / Private Dock / Dolphin Key

PRIVATE BEACH / Heated Pool / Private Dock / Dolphin Key
Matecumbe
10.0 out of 10, Exceptional, (1 review)
"Very nice house. Easy to communicate with host. Views just as pictured, great. Dock in front of house is too shallow for a boat but host can provide boat slip very within walking distance 30’ boat max."
United States
Jason B.
PRIVATE BEACH / Heated Pool / Private Dock / Dolphin Key
A balcony with two wicker rocking chairs, a small table with a plant, and a view of trees and water.

7. Kawama L1 Key Largo Vacation Rental | 3 Bedroom Villa

Kawama L1 Key Largo Vacation Rental | 3 Bedroom Villa
Key Largo
9.4 out of 10, Exceptional, (231 reviews)
"This vila was perfect for our stay! It was centrally located, clean, well stocked kitchen."
United States
Debra J.
The price is €515
includes taxes & fees
8 Nov - 9 Nov
Kawama L1 Key Largo Vacation Rental | 3 Bedroom Villa
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

Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Absolutely Beautiful!! The balcony overlooking the harbor with yachts was the best. Pictures of the property were spit on. Would definitely recommend to family and friends."
Patricia 1-night trip
Posted 2 hours ago
Waterside Suites & Marina

Find out more about Windley Key

Windley Key Villas information

Number of reviews
674
Accommodation
77 Villas
Lowest Price
€515
Highest Price
€802

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