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

Hersha Hospitality, Windley Key hotels

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Check prices for these dates

Tonight
27 Sept - 28 Sept
Tomorrow
28 Sept - 29 Sept
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2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
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Top Windley Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"I suggest a maintenance or cleaning of the air conditioner in the rooms"
Andrea 1-night trip
Posted 1 hour ago
Chesapeake Beach Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Location was great!"
Desiree 2-night trip
Posted 19 hours ago
Bayside Inn Key Largo
Sunset Cove Beach Resort

Sunset Cove Beach Resort

10/10 Excellent
"Great getaway for weekend and bring the dog"
Brian 4-night trip
Posted 19 hours ago
Sunset Cove Beach Resort
Rock Reef Resort

Rock Reef Resort

8/10 Good
"Great location on the beach. Cottage with porch- kitchen a bit dated but comfortable beds and new bathroom. Close to lots of restaurants"
David 1-night trip
Posted 1 day ago
Rock Reef Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

8/10 Good
"Overall, it was a wonderful and beautiful place to stay. The main downside was that our elevator was not working the entire 6 days we were here and having to pay $73/day in resort fees makes me think they should have fixed it promptly. We had to climb 4 flights of stairs every time we left our room. Also be warned that they put a $200 hold per night on your credit card which I was not aware of. So $1000 was immediately taken from my bank account which I had intended to use for spending money. The staff were great. Thanks"
Angela 5-night trip
Posted 1 day ago
Cheeca Lodge & Spa
Drop Anchor

Drop Anchor

10/10 Excellent
"Exceeded all my expectations, definitely going back. Highly recommend"
Payman 3-night trip
Posted 3 days ago
Drop Anchor

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