Independent, Windley Key hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
28 Jul - 29 Jul
Tomorrow
29 Jul - 30 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Windley Key Independent Hotels

Cheeca Lodge & Spa
Relax on the beach with lounge chairs, a shaded hut, and a long pier extending into the calm sea.

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1147)
"Great chill location. "
The price is S$438
includes taxes & fees
11 Aug - 12 Aug
Cheeca Lodge & Spa
Chesapeake Beach Resort
Relax on the beach with a tranquil ocean view and comfortable sun loungers.

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1494)
"Super nice staff! Great place to stay! "
The price is S$334
includes taxes & fees
4 Aug - 5 Aug
Chesapeake Beach Resort
Bayside Inn Key Largo
Relax by the oceanfront pool surrounded by palm trees and lounge under the shade of an umbrella.

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1552)
"Great location and loved the pier to watch the fireworks! "
The price is S$202
includes taxes & fees
26 Aug - 27 Aug
Bayside Inn Key Largo
Amara Cay Resort
Relax in a serene outdoor seating area with Adirondack chairs around a central fire pit, surrounded by palm trees and ocean views.

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1246)
"Amazing stay"
The price is S$319
includes taxes & fees
10 Aug - 11 Aug
Amara Cay Resort
Creekside Inn Islamorada
Enjoy waterfront views from a balcony overlooking the calm waterway, surrounded by lush greenery.

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very good, (1010)
"Loved staying here, amazing friendly staff, great location, would surely stay here again"
The price is S$180
includes taxes & fees
12 Aug - 13 Aug
Creekside Inn Islamorada
La Siesta Resort & Villas
Relax by the uniquely shaped pool surrounded by palm trees and shaded by umbrellas.

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1008)
"We really enjoyed our stay. The staff was very nice, the grounds were kept clean. Our house was perfect. Will definitely be back!"
The price is S$315
includes taxes & fees
10 Aug - 11 Aug
La Siesta Resort & Villas
Lime Tree Bay Resort
Relax by the clear swimming pool surrounded by lounge chairs and umbrellas, with access to the beach and shallow waters.

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1095)
"We love staying at Lime Tree Bay. The setting is beautiful and the staff are very friendly and helpful, and they made us feel very welcome. "
Lime Tree Bay Resort
The Pelican Key Largo Cottages
Relax on the beach with a serene sea view, surrounded by palm trees and a tranquil atmosphere.

The Pelican Key Largo Cottages

2.0 star property
8.8 out of 10, Excellent, (1010)
"Staff was super friendly and place was adorable "
The price is S$140
includes taxes & fees
12 Aug - 13 Aug
The Pelican Key Largo Cottages
Drift Hotel
Relax on the beach with lounge chairs and kayaks at your disposal.

Drift Hotel

2.5 star property
9.0 out of 10, Wonderful, (1009)
"Very nice place , good staff"
Drift Hotel
Rock Reef Resort
Relax in a serene beachside setting beneath a thatched-roof structure, surrounded by lounge chairs and a picnic table.

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1015)
"Rock Reef was the perfect place, very clean, cute and Ashley at the office was beautiful and bubbly. Had a wonderful stay. "
Rock Reef Resort
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windley Key Hotel Reviews

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Great hotel a family room "
Raul 1-night trip
Posted 16 hours ago
Amara Cay Resort