Windley Key 4 Stars Hotels

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Check prices for these dates

Tonight
Nov 10 - Nov 11
Tomorrow
Nov 11 - Nov 12
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Our top choices for Windley Key 4-star hotels

A beach with thatched umbrellas, palm trees, and blue lounge chairs.

1. Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,569 reviews)
"Very nice property, rooms were well appointed, oceanside fire pit was a nice touch."
Canada
Vince
The price is NT$7,195
NT$9,408 total
includes taxes & fees
Nov 29 - Nov 30
Reefhouse Resort & Marina
A beach with lounge chairs and a pier extending into the water.

2. 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
8.8 out of 10, Excellent, (1,202 reviews)
"Very relaxing the beach was nice and pretty from that side of the property clean rooms staff was nice and helpful they made the stay enjoyable"
United States
Damion
The price is NT$8,639
NT$11,528 total
includes taxes & fees
Nov 29 - Nov 30
Baker's Cay Resort Key Largo, Curio Collection by Hilton
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

3. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,164 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
United States
DEBORAH
The price is NT$5,882
NT$9,017 total
includes taxes & fees
Nov 15 - Nov 16
Islander 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.

4. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,338 reviews)
"Great location as well."
United States
Amir
The price is NT$5,517
NT$8,607 total
includes taxes & fees
Nov 16 - Nov 17
Amara Cay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

5. 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, (311 reviews)
"Great place to stay!"
United States
Liosbel
The price is NT$6,801
NT$10,051 total
includes taxes & fees
Nov 29 - Nov 30
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
An aerial view of a resort with a large pool, palm trees, and a beach.

6. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,004 reviews)
"Everything was amazing!!! Beautiful hotel and great location."
United States
Jorge
The price is NT$8,632
NT$11,521 total
includes taxes & fees
Dec 1 - Dec 2
Playa Largo Resort & Spa, Autograph Collection
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

7. 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$5,074
NT$8,108 total
includes taxes & fees
Nov 16 - Nov 17
La Siesta Resort & Villas
A beach with palm trees, lounge chairs, and a thatched-roof structure.

8. Condo in the Keys

Condo in the Keys
4.0 star property
Tavernier
8.2 out of 10, Very good, (17 reviews)
"Love the location "
United States
Angela
Condo in the Keys
Interior

9. Florida Keys Getaway w/ Stunning Ocean Views

Florida Keys Getaway w/ Stunning Ocean Views
4.0 star property
Long Key
Florida Keys Getaway w/ Stunning Ocean Views
A beachside patio with outdoor seating, palm trees, and a view of the marina.

10. Key Largo Condo - Community Pool, Marina & Beach!

Key Largo Condo - Community Pool, Marina & Beach!
4.0 star property
Key Largo
Key Largo Condo - Community Pool, Marina & Beach!

Top Windley Key Hotel Reviews

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
Islander Resort

Islander Resort

Islander Resort
Matecumbe

10/10 Excellent

Thoroughly enjoyed our stay! H-keeping was reliable in regards to linens/towels but a bit inconsistent when refreshing room amenities (coffee cups, etc).
United States
Patrick
Reviewed April 21, 2025
Islander Resort

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