Windley Key Hotel Guide - Cheap Hotels in Windley Key, Islamorada
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Our top choices for Windley Key cheap hotels
8.2 out of 10, Very good, (1000)
"We enjoyed are stay at Fisher Inn, room was clean and updated. The paddle board use was a nice perk! "
Magaly
The price is €182
includes taxes & fees
5 Jan - 6 Jan 2026
8.8 out of 10, Excellent, (1002)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
Laura
The price is €163
includes taxes & fees
11 Jan - 12 Jan 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
9.0 out of 10, Wonderful, (120)
"Beautiful chilled out hotel"
Jacqueline
The price is €291
includes taxes & fees
4 Jan - 5 Jan 2026
9.0 out of 10, Wonderful, (157)
"Great place to stay! Clean, great location and great customer service. Very easy to check in, front desk was so sweet! Highly recommended!!! Had a great experience overall"
Elaysi
The price is €197
includes taxes & fees
7 Jan - 8 Jan 2026
9.4 out of 10, Exceptional, (9)
"Awesome place to stay, restaurant and bar attached, outside bar and dining area overlooking the bay. Pool also very nice. "
Rick
The price is €198
includes taxes & fees
5 Jan - 6 Jan 2026
8.8 out of 10, Excellent, (1003)
"Clean room, welcoming staff, nice stay."
Verena
The price is €148
includes taxes & fees
13 Jan - 14 Jan 2026
9.0 out of 10, Wonderful, (1000)
"Always a great stay"
Ashley
9.2 out of 10, Wonderful, (1071)
"Great room, friendly staff "
Chengdao
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.
Top Windley Key Hotel Reviews
Fisher Inn Resort & Marina
10/10 Excellent
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