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

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

Our top choices for Windley Key resorts

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

1. 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, (255 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
The price is NT$5,553
NT$8,566 total
includes taxes & fees
Sep 7 - Sep 8
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,408 reviews)
"Wonderful stay! Friendly staff, clean rooms, highly recommend!"
United States
Jessica
The price is NT$4,723
NT$7,631 total
includes taxes & fees
Sep 2 - Sep 3
Cheeca Lodge & Spa
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

3. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,297 reviews)
"Best place to stay !!"
United States
David A
The price is NT$4,686
NT$7,590 total
includes taxes & fees
Aug 31 - Sep 1
Amara Cay Resort
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

4. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,002 reviews)
The price is NT$4,258
NT$7,108 total
includes taxes & fees
Aug 31 - Sep 1
La Siesta Resort & Villas

5. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,470 reviews)
"Would stay again!"
United States
Chadwick
The price is NT$3,553
NT$5,423 total
includes taxes & fees
Aug 31 - Sep 1
Lime Tree Bay Resort
A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.

6. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (158 reviews)
"Staff very friendly and accommodating Great location (plenty places to eat, fishing charters, Robbie’s just around the corner), boat parking, kayaking/bikes for use. Full size kitchen! Simply amazing for family, fishing trip. Would love to com back soon!"
United States
Anna
The price is NT$4,251
NT$4,782 total
includes taxes & fees
Aug 30 - Aug 31
Matecumbe Resort
An aerial view of a resort with a large pool, palm trees, and a beach.

7. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,003 reviews)
"Such a beautiful resort!"
United States
Rachel
The price is NT$7,829
NT$10,556 total
includes taxes & fees
Sep 20 - Sep 21
Playa Largo Resort & Spa, Autograph Collection
A hammock on a sandy beach with a view of the sea and a tree overhead.

8. Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,164 reviews)
The price is NT$7,512
NT$10,198 total
includes taxes & fees
Sep 28 - Sep 29
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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
"Absolutely lovely hotel, loads of activities free for use like paddleboarding, kayaking, fishing etc. pool was lovely and views incredible!!!!"
Isabelle 1-night trip
Posted 1 hour ago
Lime Tree Bay Resort

Find out more about Windley Key

Windley Key Resorts information

Number of reviews
5,296
Accommodation
9 Resorts
Lowest Price
NT$4,782
Highest Price
NT$10,556

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