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

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

1. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,003 reviews)
"Love that they have a food truck on the property!"
United States
Alexandra
The price is Rp1.956.924
Rp2.783.888 total
includes taxes & fees
23 Sept - 24 Sept
Fisher Inn Resort & Marina
A beach with palm trees, a thatched-roof hut, and beach chairs.

2. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,000 reviews)
"Great location,"
United States
Marianela
The price is Rp2.136.033
Rp3.027.682 total
includes taxes & fees
24 Sept - 25 Sept
Drop Anchor
A wooden deck with a thatched roof, overlooking a beach with palm trees and a clear blue sky.

3. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (293 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
The price is Rp2.659.203
Rp2.991.603 total
includes taxes & fees
24 Sept - 25 Sept
Coconut Cove Resort and Marina
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

4. 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, (276 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
The price is Rp3.537.394
Rp5.278.211 total
includes taxes & fees
30 Sept - 1 Oct
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.

5. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (32 reviews)
"Very friendly staff"
United States
Maria
The price is Rp3.324.896
Rp3.740.374 total
includes taxes & fees
27 Sept - 28 Sept
The Ocean View Inn & Pub
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

6. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,782 reviews)
"Excellent location, nice breakfast."
United States
Suresh
The price is Rp2.682.346
Rp4.016.528 total
includes taxes & fees
23 Sept - 24 Sept
Chesapeake Beach Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

7. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,005 reviews)
"The room was very nice and neat !"
United States
Leslie
The price is Rp1.956.924
Rp2.703.576 total
includes taxes & fees
23 Sept - 24 Sept
La Jolla Resort
A bathroom with a large bathtub, a view of the sea, and a pier with boats.

8. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,450 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
The price is Rp2.659.203
Rp4.296.754 total
includes taxes & fees
24 Sept - 25 Sept
Cheeca Lodge & Spa
A covered patio with a table and chairs, overlooking a beach with palm trees and a view of the ocean.

9. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (272 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is Rp2.403.402
Rp2.703.827 total
includes taxes & fees
24 Sept - 25 Sept
Ragged Edge Resort & Marina
A row of floating cottages with balconies and outdoor seating, docked along a waterway.

10. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (175 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
The price is Rp1.750.791
Rp4.479.375 total
includes taxes & fees
23 Sept - 24 Sept
Treasure Harbor
A covered outdoor area with a wooden deck, palm trees, and a view of the beach.

11. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (749 reviews)
"It was very cozy. I was able to relax while I was celebrating my anniversary with my wife. The bed was super comfortable. The shower was excellent, and the staff was very friendly."
United States
Dionisio
The price is Rp1.224.661
Rp1.662.448 total
includes taxes & fees
29 Sept - 30 Sept
Breezy Palms Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.

12. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,004 reviews)
"Great place"
United States
weder
The price is Rp2.108.623
Rp2.954.549 total
includes taxes & fees
28 Sept - 29 Sept
Hadley Resort and Marina
A patio with a wooden table and chairs, a sofa, and a striped ottoman. There are palm trees and a view of the beach.

13. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,123 reviews)
"Great palace to stay at a reasonable price"
United States
John
The price is Rp3.476.128
Rp5.109.309 total
includes taxes & fees
30 Sept - 1 Oct
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.

14. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,317 reviews)
"amazing clean stay."
United States
MICHAEL
The price is Rp2.758.700
Rp4.408.689 total
includes taxes & fees
27 Sept - 28 Sept
Amara Cay Resort
A tree with string lights, a wooden bench, and a building in the background.

15. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,005 reviews)
"Excellent location"
United States
kelly
The price is Rp1.673.156
Rp2.083.079 total
includes taxes & fees
27 Sept - 28 Sept
Drift Hotel
A resort with a pool, multiple buildings, and a waterfront view.

16. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,003 reviews)
"Great place to stay"
United States
Omar Ahmad
The price is Rp1.590.168
Rp2.354.866 total
includes taxes & fees
28 Sept - 29 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A covered outdoor area with a view of a beach and palm trees.

17. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,186 reviews)
"Absolutely lovely resort, we always have a wonderful stay ♥️"
United States
Tia
The price is Rp1.796.222
Rp2.020.750 total
includes taxes & fees
24 Sept - 25 Sept
Rock Reef Resort
A beachside view with a clear sky, calm water, and a blue umbrella providing shade.

18. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (240 reviews)
"simple breakfast, older place but clean room, access to the beach - very convenient and nice!"
United States
ANDREW
The price is Rp1.781.127
Rp2.253.489 total
includes taxes & fees
23 Sept - 24 Sept
Seafarer Key Largo
A balcony with a view of a beach, palm trees, and a clear sky.

19. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,008 reviews)
"Very pleasant stay would recommend to anyone looking for a fun get away"
United States
Payton
The price is Rp2.077.686
Rp2.337.486 total
includes taxes & fees
24 Sept - 25 Sept
Sunset Cove Beach Resort
A view from a window overlooking a beach with palm trees and a wooden pier.

20. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (458 reviews)
"The hotel was in the mist of redoing it's landscaping by adding gaint palm trees and some new boat docks, but it didn't interfere with the overall feel of the place. We enjoyed the free paddle boards and pool. Its also located on a beautiful part of the Keys"
United States
Lois
The price is Rp2.794.840
Rp3.344.974 total
includes taxes & fees
19 Oct - 20 Oct
Casa Morada
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

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Todo perfecto solo q en los Restaurantes no hay desayuno incluido, y los Plato’s están por en ima de la media de sus precios y en realidad no vale la pens pagarlos en ima de eso se demoran mucho"
Raul 2-night trip
Posted less than an hour ago
Playa Largo Resort & Spa, Autograph Collection

Find out more about Windley Key

Windley Key Cottages information

Number of reviews
17,068
Accommodation
1 Cottages
Lowest Price
Rp2.020.750
Highest Price
Rp5.278.211