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
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug
In one month
4 Sep - 6 Sep
In two months
2 Oct - 4 Oct

Our top choices for Windley Key resorts

Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, laptop workspace, iron/ironing board

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, (246 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
The price is AED 761
AED 1,125 total
includes taxes & fees
12 Aug - 13 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Balcony

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,365 reviews)
"I was an excellent vacation."
United States
Yuniel
The price is AED 596
AED 939 total
includes taxes & fees
18 Aug - 19 Aug
Cheeca Lodge & Spa
Room, 1 King Bed with Sofa bed, Oceanfront, Lanai | View from room

3. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,298 reviews)
"Beautiful hotel, amazing views , very friendly staff, I will definitely return to Amara cay"
United States
Estefani
The price is AED 586
AED 928 total
includes taxes & fees
10 Aug - 11 Aug
Amara Cay Resort
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

4. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,003 reviews)
"Great place to stay!"
United States
Brianne
The price is AED 568
AED 907 total
includes taxes & fees
9 Aug - 10 Aug
La Siesta Resort & Villas
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

5. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,437 reviews)
"Great place to stay!!"
United States
Javier
The price is AED 418
AED 636 total
includes taxes & fees
9 Aug - 10 Aug
Lime Tree Bay Resort
Private beach, white sand

6. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (152 reviews)
"It was perfect for our family if 4!"
United States
Kathleen
The price is AED 526
AED 591 total
includes taxes & fees
6 Aug - 7 Aug
Matecumbe Resort
Exterior

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)
"Lovely resort and very pet friendly which we loved!"
United States
Emily
The price is AED 878
AED 1,190 total
includes taxes & fees
31 Aug - 1 Sep
Playa Largo Resort & Spa, Autograph Collection
Exterior

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, (1,161 reviews)
"My family and I really enjoyed our stay."
United States
Jennifer
The price is AED 901
AED 1,216 total
includes taxes & fees
17 Aug - 18 Aug
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

Reefhouse Resort & Marina

Reefhouse Resort & Marina

8/10 Good
"Everything about the hotel was great except for the boat ramp. It is very steep and narrow."
Chris 5-night trip
Posted 5 hours ago
Reefhouse Resort & Marina

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