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

Search Inns in Windley Key

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
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, (306 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 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, (1,000 reviews)
"Everything was nice and clean. I enjoyed my stay there."
United States
Leydis
$151 nightly
The price is $166
Nov 3 - Nov 4
Total with taxes and fees
Drop Anchor
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

3. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (304 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
$169 nightly
The price is $190
Nov 3 - Nov 4
Total with taxes and fees
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.

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

5. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,002 reviews)
"Very clean very quiet Close to nice restaurants and bars"
United States
Jose
$198 nightly
The price is $223
Nov 3 - Nov 4
Total with taxes and fees
Fisher Inn Resort & Marina
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

6. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,497 reviews)
"Great place. Phenomenal food!"
United States
Brandon
$236 nightly
The price is $266
Nov 29 - Nov 30
Total with taxes and fees
Cheeca Lodge & Spa
A beach with palm trees, lounge chairs, and a clear view of the ocean.

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, (1,123 reviews)
"Great stay"
United States
Joliene
$130 nightly
The price is $147
Nov 30 - Dec 1
Total with taxes and fees
Hampton Inn Key Largo Manatee Bay
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, (1,005 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 beach with palm trees and lounge chairs.

9. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,805 reviews)
"Nice beach walkable property Great breakfast made to order"
United States
kent brian
$187 nightly
The price is $210
Nov 10 - Nov 11
Total with taxes and fees
Chesapeake Beach Resort
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

10. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,004 reviews)
"Excellent location"
United States
kelly
$92 nightly
The price is $103
Nov 3 - Nov 4
Total with taxes and fees
Drift Hotel
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

11. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,201 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.

12. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,324 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 beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

13. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,006 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
$117 nightly
The price is $132
Dec 2 - Dec 3
Total with taxes and fees
Sunset Cove Beach Resort
A bedroom with a large bed, a ceiling fan, a TV, and a view of the beach through large windows.

14. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,561 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 5 - Nov 6
Total with taxes and fees
Lime Tree Bay Resort
A beach with palm trees, a dock, and a boat named "STYX".

15. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,005 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
$103 nightly
The price is $116
Nov 3 - Nov 4
Total with taxes and fees
The Pelican Key Largo Cottages
A beach with palm trees, thatched-roof huts, and lounge chairs.

16. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (777 reviews)
"Such a great place to stay!!"
United States
Gavin
$123 nightly
The price is $138
Nov 3 - Nov 4
Total with taxes and fees
Breezy Palms Resort
A wooden dock extending over calm turquoise water, lined with white railings and palm trees.

17. 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
$153 nightly
The price is $172
Dec 3 - Dec 4
Total with taxes and fees
Creekside Inn
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

18. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
$168 nightly
The price is $189
Nov 4 - Nov 5
Total with taxes and fees
La Jolla Resort
A balcony with a view of the sea, a table, and two chairs.

19. Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,516 reviews)
"Nice location. Relaxing stay. Pet friendly."
United States
Marco
$135 nightly
The price is $151
Nov 4 - Nov 5
Total with taxes and fees
Waterside Suites & Marina
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

20. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,160 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
United States
DEBORAH
$303 nightly
The price is $340
Nov 15 - Nov 16
Total with taxes and fees
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Excellent stay would definitely stay again"
Lisa D 1-night trip
Posted 7 hours ago
Chesapeake Beach Resort

Find out more about Windley Key

Windley Key Inns information

Number of reviews
9,458
Accommodation
0 Inns
Lowest Price
$103
Highest Price
$340

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