A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Search Windley Key Holiday Park Resorts from CA $112

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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
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

1. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (297 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
The price is CA $212
CA $238 total
includes taxes & fees
Oct 26 - Oct 27
Coconut Cove Resort and Marina
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

2. 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 CA $340
CA $487 total
includes taxes & fees
Nov 3 - Nov 4
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beachside patio with white furniture, palm trees, and a thatched umbrella.

3. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,001 reviews)
"Exceeded all my expectations, definitely going back. Highly recommend"
United States
Payman
The price is CA $167
CA $237 total
includes taxes & fees
Oct 15 - Oct 16
Drop Anchor
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

4. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,004 reviews)
"Great place. Friendly staff overall really wonderful."
United States
Siobhan
The price is CA $207
CA $279 total
includes taxes & fees
Nov 10 - Nov 11
Fisher Inn Resort & 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, (32 reviews)
"Very friendly staff"
United States
Maria
The price is CA $265
CA $298 total
includes taxes & fees
Oct 27 - Oct 28
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, (1,804 reviews)
"Great place"
United States
Phelicia
The price is CA $196
CA $301 total
includes taxes & fees
Oct 18 - Oct 19
Chesapeake Beach Resort
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

7. 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 CA $100
CA $112 total
includes taxes & fees
Oct 28 - Oct 29
Rock Reef Resort
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

8. 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, (1,001 reviews)
"Great place to stay"
United States
Omar Ahmad
The price is CA $152
CA $216 total
includes taxes & fees
Oct 27 - Oct 28
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

9. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,009 reviews)
"Nice hotel."
United States
Brett
The price is CA $180
CA $242 total
includes taxes & fees
Oct 15 - Oct 16
La Jolla Resort
A beach with palm trees, lounge chairs, and a clear view of the ocean.

10. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,108 reviews)
"Rooms are clean and staff is very nice! Breakfast was great also"
United States
Samantha
The price is CA $165
CA $186 total
includes taxes & fees
Oct 20 - Oct 21
Hampton Inn Key Largo Manatee Bay
A balcony with a view of the sea, a table, and two chairs.

11. Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,499 reviews)
"i loved this place beautiful hotel full kitchen perfect for a little trip 100% recommend"
United States
Ysabella
The price is CA $155
CA $214 total
includes taxes & fees
Oct 21 - Oct 22
Waterside Suites & 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.

12. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,324 reviews)
"Super clean resort."
United States
Danielle
The price is CA $203
CA $333 total
includes taxes & fees
Oct 18 - Oct 19
Amara Cay Resort
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

13. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,000 reviews)
"Excellent location"
United States
kelly
The price is CA $138
CA $171 total
includes taxes & fees
Oct 15 - Oct 16
Drift Hotel
A beach with two thatched umbrellas, three sun loungers, and a view of the sea with boats.

14. Dolphin Point Villas

Dolphin Point Villas
3.5 star property
Key Largo
9.6 out of 10, Exceptional, (528 reviews)
"Wonderful location. Great staff."
United States
Ernest
The price is CA $162
CA $222 total
includes taxes & fees
Nov 4 - Nov 5
Dolphin Point Villas
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

15. 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 CA $239
CA $373 total
includes taxes & fees
Oct 19 - Oct 20
Cheeca Lodge & Spa
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

16. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,141 reviews)
"Amazing place would definitely recommend"
United States
Steven
The price is CA $330
CA $475 total
includes taxes & fees
Oct 20 - Oct 21
Islander Resort
A beach with palm trees, a dock, and a boat named "STYX".

17. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,009 reviews)
"Wonderful place! Perfect fit for what I wanted and such a beautiful location."
United States
Brad
The price is CA $138
CA $156 total
includes taxes & fees
Oct 26 - Oct 27
The Pelican Key Largo Cottages
A beach with palm trees, thatched-roof huts, and lounge chairs.

18. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (768 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is CA $138
CA $229 total
includes taxes & fees
Oct 26 - Oct 27
Breezy Palms Resort
A beach with rows of sun loungers and palm trees.

19. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (274 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is CA $219
CA $246 total
includes taxes & fees
Oct 15 - Oct 16
Ragged Edge Resort & Marina
Terrace/patio

20. 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 CA $165
CA $250 total
includes taxes & fees
Oct 15 - Oct 16
Lime Tree Bay 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

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Beautiful"
Wesley 2-night trip
Posted less than an hour ago
Amara Cay Resort

Find out more about Windley Key

Windley Key Holiday Park Resorts information

Number of reviews
8,428
Accommodation
0 Holiday Park Resorts
Lowest Price
CA $112
Highest Price
CA $487

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