Windley Key Villas

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

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Our top choices for Windley Key villas

1. Key Largo Kawama Villa L1, 3/3

Key Largo

Dayanis

HK$4,270 total

includes taxes & fees

5 Oct - 6 Oct

2. PRIVATE BEACH / Heated Pool / Private Dock / Dolphin Key

Matecumbe

Jason B.

HK$20,381 total

includes taxes & fees

27 Sept - 28 Sept

3. Beachfront Estate - Two Villas / Heated Pools / Docks / Dolphin & Mahi Key

Matecumbe

HK$35,464 total

includes taxes & fees

13 Oct - 14 Oct

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Top Windley Key Hotel Reviews

Chesapeake Beach Resort

10/10 Excellent

"Everything about the Chesapeake resort is perfect ,had the most incredible time ,will definitely return !!!"

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent

"We had an excellent stay at Three Waters Resort in Islamorada. Everything about the property was great from start to finish. Our room was very clean, comfortable, and well maintained, and the entire resort was beautiful and inviting. One of the things we really enjoyed was all of the included amenities. We took advantage of the complimentary kayaks, and they also had bikes available for guests to use at no additional charge. It was a great way to get out, explore, and enjoy the area. The fire pits at night were another highlight. Sitting outside by the fire was the perfect way to end the day and really added to the relaxing Keys atmosphere. Overall, we had a fantastic experience. The property was clean, the amenities were excellent, and there honestly wasn’t anything we could complain about. We would absolutely stay at Three Waters again and highly recommend it to anyone visiting Islamorada!"

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