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
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

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, (307 reviews)
"Great place to stay!"
United States
Liosbel
$272 nightly
The price is $306
Nov 29 - Nov 30
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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)
"Everything was nice and clean. I enjoyed my stay there."
United States
Leydis
$159 nightly
The price is $174
Nov 8 - Nov 9
Total with taxes and fees
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, (305 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
$169 nightly
The price is $190
Nov 15 - Nov 16
Total with taxes and fees
Coconut Cove Resort and Marina
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, (1,000 reviews)
"We enjoyed everything!"
United States
Susan
$188 nightly
The price is $212
Nov 5 - Nov 6
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, (34 reviews)
"Very friendly staff"
United States
Maria
$207 nightly
The price is $233
Nov 16 - Nov 17
Total with taxes and fees
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
9.4 out of 10, Exceptional, (1,812 reviews)
"Nice beach walkable property Great breakfast made to order"
United States
kent brian
$190 nightly
The price is $214
Nov 10 - Nov 11
Total with taxes and fees
Chesapeake Beach Resort
A tropical garden with various plants and a large rock centerpiece.

7. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,125 reviews)
"Great stay"
United States
Joliene
$130 nightly
The price is $147
Nov 16 - Nov 17
Total with taxes and fees
Hampton Inn Key Largo Manatee Bay
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, (1,505 reviews)
"Great place. Phenomenal food!"
United States
Brandon
$232 nightly
The price is $261
Nov 29 - Nov 30
Total with taxes and fees
Cheeca Lodge & Spa
A covered outdoor area with a view of a beach and palm trees.

9. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,205 reviews)
"cute nice place in an incredible spot. Will visit there again for sure."
United States
keith
$103 nightly
The price is $116
Nov 15 - Nov 16
Total with taxes and fees
Rock Reef 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.

10. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,325 reviews)
"Great location as well."
United States
Amir
$220 nightly
The price is $248
Nov 15 - Nov 16
Total with taxes and fees
Amara Cay Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

11. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
$176 nightly
The price is $198
Nov 8 - Nov 9
Total with taxes and fees
La Jolla Resort
A balcony with a view of a beach, palm trees, and a clear sky.

12. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,008 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
$135 nightly
The price is $152
Nov 29 - Nov 30
Total with taxes and fees
Sunset Cove Beach Resort
A covered outdoor area with a wooden deck, palm trees, and a view of the beach.

13. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (779 reviews)
"Such a great place to stay!!"
United States
Gavin
$123 nightly
The price is $138
Nov 10 - Nov 11
Total with taxes and fees
Breezy Palms Resort
A resort with a pool, multiple buildings, and a waterfront view.

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, (1,001 reviews)
"The view, the property amenities and room are great! Had a great time!"
United States
ruben
$126 nightly
The price is $142
Nov 17 - Nov 18
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A thatched-roof hut surrounded by lush greenery and vibrant red flowers.

15. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,006 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
$111 nightly
The price is $125
Nov 29 - Nov 30
Total with taxes and fees
The Pelican Key Largo Cottages
A patio with a wooden table and chairs, a sofa, and a striped ottoman. There are palm trees and a view of the beach.

16. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,162 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
United States
DEBORAH
$285 nightly
The price is $321
Nov 15 - Nov 16
Total with taxes and fees
Islander Resort
A balcony with wicker furniture and a glass table, overlooking a marina with boats and palm trees.

17. Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,517 reviews)
"Just a quick stay but was very comfortable."
United States
Bryan
$134 nightly
The price is $151
Nov 9 - Nov 10
Total with taxes and fees
Waterside Suites & Marina
A tree with string lights, a wooden bench, and a building in the background.

18. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,001 reviews)
"Excellent location"
United States
kelly
$128 nightly
The price is $144
Nov 9 - Nov 10
Total with taxes and fees
Drift Hotel
Terrace/patio

19. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,570 reviews)
"Very friendly staff, quiet and low key if that’s what you’re looking for"
United States
Mark Blair
$182 nightly
The price is $204
Nov 17 - Nov 18
Total with taxes and fees
Lime Tree Bay Resort
A balcony with a view of a river, a wooden cabinet, and a door leading to a shower.

20. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,017 reviews)
"Can’t wait to go back"
United States
Markevus
$158 nightly
The price is $178
Nov 29 - Nov 30
Total with taxes and fees
Creekside Inn
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

Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Be prepared to sign 3 pages of legal documents to get a room. I thought that was a little excessive, personally."
Robert 2-night trip
Posted 1 hour ago
Bayside Inn Key Largo

Find out more about Windley Key

Windley Key Cottages information

Number of reviews
12,222
Accommodation
32 Cottages
Lowest Price
$116
Highest Price
$321

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