Windley Key, Islamorada hotel rooms at the Hersha Hospitality

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Check prices for these dates

Tonight
Jan 7 - Jan 8
Tomorrow
Jan 8 - Jan 9
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Windley Key Hersha Hospitality

Exterior
Islander Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1008)
"The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful"
United States
Theresa
The price is ₩493,524
₩652,940 total
includes taxes & fees
Jan 12 - Jan 13
Islander Resort
Restaurant
Bayside Villas by Islander Resort

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
8.8 out of 10, Excellent, (404)
"Beautiful stay!!!"
United States
Lakyne
The price is ₩469,126
₩625,502 total
includes taxes & fees
Jan 14 - Jan 15
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"The resort is a great family friendly atmosphere. The staff was extremely hospitable. The beach is clean and lots of fun activities to do. Only wish we had more time! "
Brittany 1-night trip
Posted 2 days ago
Chesapeake Beach Resort