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 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15
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, (1,002 reviews)
"Love that they have a food truck on the property!"
United States
Alexandra
The price is P7,409
P10,381 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina
A beachside patio with white furniture, palm trees, and a thatched umbrella.

2. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,001 reviews)
"Great location,"
United States
Marianela
The price is P6,664
P9,692 total
includes taxes & fees
Sep 15 - Sep 16
Drop Anchor
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

3. 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, (270 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
The price is P11,488
P17,510 total
includes taxes & fees
Sep 20 - Sep 21
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

4. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (288 reviews)
"Clean room, helpful staff, very friendly and welcoming"
United States
Jasmine
The price is P9,344
P10,512 total
includes taxes & fees
Sep 15 - Sep 16
Coconut Cove Resort and Marina
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, (31 reviews)
"Very friendly staff"
United States
Maria
The price is P11,683
P13,143 total
includes taxes & fees
Sep 15 - Sep 16
The Ocean View Inn & Pub
A beach with palm trees and lounge chairs.

6. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,780 reviews)
"Excellent location, nice breakfast."
United States
Suresh
The price is P9,472
P14,184 total
includes taxes & fees
Sep 16 - Sep 17
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, (1,004 reviews)
"Loved this place! driving in I wasn’t too sure but when we open the door to our King suite absolutely stunning clean smelled amazing and walk right up to the water. You can paddleboard kayak. We loved our stay."
United States
Tamara
The price is P6,578
P9,164 total
includes taxes & fees
Sep 27 - Sep 28
La Jolla Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

8. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,119 reviews)
"Property is beautiful, staff is great and overall an amazing place to stay."
United States
Sonia
The price is P13,912
P19,884 total
includes taxes & fees
Sep 20 - Sep 21
Islander Resort
A beach with rows of sun loungers and palm trees.

9. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (269 reviews)
"Great quaint stay on the water. Shower is awesome."
United States
Marianne
The price is P5,587
P6,286 total
includes taxes & fees
Sep 20 - Sep 21
Ragged Edge Resort & Marina
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

10. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,438 reviews)
"Excellent stay."
United States
Mian
The price is P9,344
P15,098 total
includes taxes & fees
Sep 15 - Sep 16
Cheeca Lodge & Spa
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

11. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (176 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
The price is P7,281
P17,009 total
includes taxes & fees
Oct 1 - Oct 2
Treasure Harbor
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, (1,007 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
The price is P7,676
P10,681 total
includes taxes & fees
Sep 15 - Sep 16
Hadley Resort and Marina
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.

13. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,308 reviews)
"Wonderful resort, very friendly staff, would definitely stay again!"
United States
Amy
The price is P9,693
P15,491 total
includes taxes & fees
Sep 16 - Sep 17
Amara Cay Resort
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

14. 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, (1,002 reviews)
"Great place to stay"
United States
Omar Ahmad
The price is P6,152
P8,909 total
includes taxes & fees
Sep 20 - Sep 21
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A beach with palm trees, thatched-roof huts, and lounge chairs.

15. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (746 reviews)
"Great resorts - will return again. Highly recommend"
United States
Lourdes
The price is P5,181
P6,829 total
includes taxes & fees
Sep 15 - Sep 16
Breezy Palms Resort

16. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (457 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 P9,923
P11,869 total
includes taxes & fees
Oct 7 - Oct 8
Casa Morada
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

17. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,004 reviews)
"Very nice and clean we really enjoyed the private beach as well"
United States
Sheily
The price is P5,879
P7,319 total
includes taxes & fees
Sep 15 - Sep 16
Drift Hotel
A wooden dock extending over calm turquoise water, lined with white railings and palm trees.

18. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,021 reviews)
"Great place to stay for the night."
United States
Terry
The price is P8,256
P9,287 total
includes taxes & fees
Sep 20 - Sep 21
Creekside Inn
A poolside area with a water feature, a palm tree, and lounge chairs.

19. Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very Good, (1,001 reviews)
"Great place"
United States
Felix
The price is P8,172
P10,573 total
includes taxes & fees
Sep 30 - Oct 1
Ocean Pointe Suites at Key Largo
A beachside lounge with a wooden deck, thatched roof, and tropical plants.

20. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (461 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is P12,275
P18,043 total
includes taxes & fees
Sep 28 - Sep 29
Bayside Villas by Islander Resort
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
"Attentive staff, great location and amenities"
Jeannel 1-night trip
Posted 2 hours ago
Lime Tree Bay Resort

Find out more about Windley Key

Windley Key Inns information

Number of reviews
8,995
Accommodation
0 Inns
Lowest Price
P6,286
Highest Price
P19,884

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