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
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

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, (291 reviews)
"Great place to stay!"
United States
Liosbel
The price is NT$7,636
NT$10,925 total
includes taxes & fees
Nov 3 - Nov 4
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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.

2. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,323 reviews)
"Super clean resort."
United States
Danielle
The price is NT$4,935
NT$7,886 total
includes taxes & fees
Oct 18 - Oct 19
Amara Cay Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,477 reviews)
"Staff is very helpful, rooms are clean, and there is a lot to do on the property!"
United States
Morgan
The price is NT$6,353
NT$9,482 total
includes taxes & fees
Oct 14 - Oct 15
Cheeca Lodge & Spa
Terrace/patio

4. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,539 reviews)
"We will definitely stay here again! Beautiful property that was always clean and peaceful."
United States
Katie
The price is NT$3,689
NT$5,586 total
includes taxes & fees
Oct 14 - Oct 15
Lime Tree Bay Resort
An aerial view of a resort with a large pool, palm trees, and a beach.

5. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,001 reviews)
"Everything was amazing!!! Beautiful hotel and great location."
United States
Jorge
The price is NT$8,396
NT$11,205 total
includes taxes & fees
Nov 1 - Nov 2
Playa Largo Resort & Spa, Autograph Collection
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

6. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,000 reviews)
"Great place to stay!"
United States
Brianne
The price is NT$5,366
NT$8,371 total
includes taxes & fees
Nov 8 - Nov 9
La Siesta Resort & Villas
A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.

7. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (174 reviews)
"A very peaceful place."
United States
angel
The price is NT$4,281
NT$4,816 total
includes taxes & fees
Oct 14 - Oct 15
Matecumbe Resort
A wooden deck with a view of the ocean and a palm tree.

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, (1,185 reviews)
The price is NT$9,398
NT$12,332 total
includes taxes & fees
Oct 28 - Oct 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

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

8/10 Good
"Open the bar and restaurant"
Thomas 2-night trip
Posted less than an hour ago
Coconut Cove Resort and Marina

Find out more about Windley Key

Windley Key Resorts information

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