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
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
$149 nightly
The price is $168
Oct 26 - Oct 27
Total with taxes and fees
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
$304 nightly
The price is $342
Oct 20 - Oct 21
Total with taxes and fees
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
$146 nightly
The price is $160
Oct 18 - Oct 19
Total with taxes and fees
Drop Anchor
A modern hotel room with a balcony, a bed, a TV, and a dining area with chairs and a table.

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
$208 nightly
The price is $234
Oct 15 - Oct 16
Total with taxes and fees
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
$186 nightly
The price is $210
Oct 18 - Oct 19
Total with taxes and fees
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
$188 nightly
The price is $212
Oct 18 - Oct 19
Total with taxes and fees
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
$87 nightly
The price is $98
Oct 21 - Oct 22
Total with taxes and fees
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
$135 nightly
The price is $152
Oct 15 - Oct 16
Total with taxes and fees
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, (1,000 reviews)
$147 nightly
The price is $165
Oct 15 - Oct 16
Total with taxes and fees
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
$116 nightly
The price is $130
Oct 20 - Oct 21
Total with taxes and fees
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
$135 nightly
The price is $151
Oct 15 - Oct 16
Total with taxes and fees
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)
$206 nightly
The price is $232
Oct 18 - Oct 19
Total with taxes and fees
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
$110 nightly
The price is $124
Oct 21 - Oct 22
Total with taxes and fees
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
$135 nightly
The price is $152
Nov 1 - Nov 2
Total with taxes and fees
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
$226 nightly
The price is $254
Oct 20 - Oct 21
Total with taxes and fees
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
$297 nightly
The price is $334
Oct 20 - Oct 21
Total with taxes and fees
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
$97 nightly
The price is $110
Oct 26 - Oct 27
Total with taxes and fees
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
$112 nightly
The price is $126
Oct 18 - Oct 19
Total with taxes and fees
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
$140 nightly
The price is $157
Oct 18 - Oct 19
Total with taxes and fees
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
$179 nightly
The price is $201
Oct 15 - Oct 16
Total with taxes and fees
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 1 hour ago
Amara Cay Resort

Find out more about Windley Key

Windley Key Holiday Park Resorts information

Number of reviews
8,419
Accommodation
0 Holiday Park Resorts
Lowest Price
$98
Highest Price
$342

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