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
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15
No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

Exterior

1. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,002 reviews)
"Love that they have a food truck on the property!"
United States
Alexandra
$147 nightly
The price is $166
Sep 21 - Sep 22
Total with taxes and fees
Fisher Inn Resort & Marina
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

2. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,001 reviews)
"Great location,"
United States
Marianela
$153 nightly
The price is $168
Sep 15 - Sep 16
Total with taxes and fees
Drop Anchor
Room, 1 King Bed, Balcony, Ocean View (Balcony)

3. 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, (270 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
$248 nightly
The price is $279
Sep 27 - Sep 28
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior

4. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (288 reviews)
"Clean room, helpful staff, very friendly and welcoming"
United States
Jasmine
$149 nightly
The price is $168
Sep 15 - Sep 16
Total with taxes and fees
Coconut Cove Resort and Marina
Classic Room, Patio, Garden View

5. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (31 reviews)
"Very friendly staff"
United States
Maria
$186 nightly
The price is $210
Oct 7 - Oct 8
Total with taxes and fees
The Ocean View Inn & Pub
Beach

6. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,780 reviews)
"Excellent location, nice breakfast."
United States
Suresh
$184 nightly
The price is $207
Oct 14 - Oct 15
Total with taxes and fees
Chesapeake Beach Resort
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

7. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"Loved this place! driving in I wasn’t too sure but when we open the door to our King suite absolutely stunning clean smelled amazing and walk right up to the water. You can paddleboard kayak. We loved our stay."
United States
Tamara
$84 nightly
The price is $95
Oct 5 - Oct 6
Total with taxes and fees
La Jolla Resort
Exterior

8. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,119 reviews)
"Property is beautiful, staff is great and overall an amazing place to stay."
United States
Sonia
$228 nightly
The price is $257
Sep 20 - Sep 21
Total with taxes and fees
Islander Resort
Exterior

9. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (269 reviews)
"Great quaint stay on the water. Shower is awesome."
United States
Marianne
$95 nightly
The price is $106
Sep 20 - Sep 21
Total with taxes and fees
Ragged Edge Resort & Marina
Balcony

10. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,438 reviews)
"Excellent stay."
United States
Mian
$214 nightly
The price is $241
Sep 15 - Sep 16
Total with taxes and fees
Cheeca Lodge & Spa
Living area

11. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (176 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
$252 nightly
The price is $283
Oct 7 - Oct 8
Total with taxes and fees
Treasure Harbor
Balcony view

12. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,007 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
$151 nightly
The price is $170
Sep 15 - Sep 16
Total with taxes and fees
Hadley Resort and Marina
View from room

13. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,308 reviews)
"Wonderful resort, very friendly staff, would definitely stay again!"
United States
Amy
$204 nightly
The price is $230
Sep 20 - Sep 21
Total with taxes and fees
Amara Cay Resort
Exterior

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, (1,002 reviews)
"Great place to stay"
United States
Omar Ahmad
$126 nightly
The price is $142
Sep 21 - Sep 22
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Exterior

15. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (746 reviews)
"Great resorts - will return again. Highly recommend"
United States
Lourdes
$106 nightly
The price is $120
Sep 15 - Sep 16
Total with taxes and fees
Breezy Palms Resort
Exterior

16. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (457 reviews)
"The hotel was in the mist of redoing it's landscaping by adding gaint palm trees and some new boat docks, but it didn't interfere with the overall feel of the place. We enjoyed the free paddle boards and pool. Its also located on a beautiful part of the Keys"
United States
Lois
$186 nightly
The price is $209
Oct 7 - Oct 8
Total with taxes and fees
Casa Morada
Beach

17. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,004 reviews)
"Very nice and clean we really enjoyed the private beach as well"
United States
Sheily
$95 nightly
The price is $107
Sep 15 - Sep 16
Total with taxes and fees
Drift Hotel
View from property

18. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,021 reviews)
"Great place to stay for the night."
United States
Terry
$142 nightly
The price is $159
Oct 7 - Oct 8
Total with taxes and fees
Creekside Inn
Outdoor pool

19. Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very Good, (1,001 reviews)
"Great place"
United States
Felix
$144 nightly
The price is $162
Oct 14 - Oct 15
Total with taxes and fees
Ocean Pointe Suites at Key Largo
Restaurant

20. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (461 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
$229 nightly
The price is $258
Sep 20 - Sep 21
Total with taxes and fees
Bayside Villas by 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

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Attentive staff, great location and amenities"
Jeannel 1-night trip
Posted 6 hours ago
Lime Tree Bay Resort

Find out more about Windley Key

Windley Key Inns information

Number of reviews
8,995
Accommodation
0 Inns
Lowest Price
$95
Highest Price
$283

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