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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27
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, (304 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 clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

2. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (303 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
$169 nightly
The price is $190
Nov 1 - Nov 2
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.

3. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,001 reviews)
"Very clean very quiet Close to nice restaurants and bars"
United States
Jose
$198 nightly
The price is $223
Nov 1 - Nov 2
Total with taxes and fees
Fisher Inn Resort & Marina
A beachside patio with white furniture, palm trees, and a thatched umbrella.

4. 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
$215 nightly
The price is $237
Nov 1 - Nov 2
Total with taxes and fees
Drop Anchor
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
$206 nightly
The price is $232
Nov 30 - Dec 1
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
9.4 out of 10, Exceptional, (1,800 reviews)
"Nice beach walkable property Great breakfast made to order"
United States
kent brian
$188 nightly
The price is $212
Nov 4 - Nov 5
Total with taxes and fees
Chesapeake Beach Resort
Terrace/patio

7. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,559 reviews)
"Very nice place the view and sunsets are amazing there is also a restaurant on the property that has great food and drinks we would definitely stay again"
United States
Christopher Michael
$157 nightly
The price is $177
Nov 1 - Nov 2
Total with taxes and fees
Lime Tree Bay Resort
A beach with palm trees, lounge chairs, and a clear view of the ocean.

8. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,120 reviews)
"Great stay"
United States
Joliene
$131 nightly
The price is $147
Nov 30 - Dec 1
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.

9. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,487 reviews)
"Beautiful resort"
United States
Patricia
$207 nightly
The price is $233
Nov 1 - Nov 2
Total with taxes and fees
Cheeca Lodge & Spa
A bedroom with a wooden bed, a nightstand, a lamp, and a view of the outdoors through large windows.

10. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,002 reviews)
"Excellent location"
United States
kelly
$107 nightly
The price is $120
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, (1,194 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 modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

12. 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
$126 nightly
The price is $142
Nov 17 - Nov 18
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

13. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,153 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
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.

14. 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
$218 nightly
The price is $245
Nov 29 - Nov 30
Total with taxes and fees
Amara Cay Resort
A balcony with a view of the sea, a table, and two chairs.

15. Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,510 reviews)
"Nice location. Relaxing stay. Pet friendly."
United States
Marco
$135 nightly
The price is $151
Nov 1 - Nov 2
Total with taxes and fees
Waterside Suites & Marina
A tropical resort with a clear pool, palm trees, and lounge chairs.

16. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (365 reviews)
"We will make this an annual trip. A great place. Thank you for making it a great stay"
United States
Billy
$189 nightly
The price is $213
Nov 2 - Nov 3
Total with taxes and fees
Kona Kai Resort and Gallery - Adults Only
A covered outdoor area with a wooden deck, palm trees, and a view of the beach.

17. 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 beach with rows of sun loungers and palm trees.

18. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (277 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
$132 nightly
The price is $148
Nov 1 - Nov 2
Total with taxes and fees
Ragged Edge Resort & Marina
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

19. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
$204 nightly
The price is $230
Oct 31 - Nov 1
Total with taxes and fees
La Jolla Resort
A beach with a thatched-roof hut, lounge chairs, and a swimming area.

20. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,000 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
$111 nightly
The price is $125
Nov 3 - Nov 4
Total with taxes and fees
The Pelican Key Largo Cottages
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
"We loved the pools and hot tub. Tiki bar was a huge plus."
Jane 2-night trip
Posted 7 hours ago
Chesapeake Beach Resort

Find out more about Windley Key

Windley Key Holiday Park Resorts information

Number of reviews
12,613
Accommodation
0 Holiday Park Resorts
Lowest Price
$116
Highest Price
$340

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