Windley Key Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Windley Key
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is 8.865.381 ₫ per night from 4 Feb to 5 Feb
8.865.381 ₫
11.708.727 ₫ total
4 Feb - 5 Feb
includes taxes & fees
9/10 Wonderful! (136 reviews)
Very clean nice location friendly staff wish the bar stayed open last 11:00 pm but was great
Reviewed on 25 Jan 2026
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
Fully refundable
The price is 5.943.470 ₫ per night from 3 Feb to 4 Feb
5.943.470 ₫
7.537.558 ₫ total
3 Feb - 4 Feb
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
Very nice
Reviewed on 23 Jan 2026
Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
The price is 6.899.974 ₫ per night from 1 Feb to 2 Feb
6.899.974 ₫
7.762.471 ₫ total
1 Feb - 2 Feb
includes taxes & fees
9/10 Wonderful! (173 reviews)
Staff was extremely helpful
Reviewed on 23 Jan 2026
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.
Popular places to visit
Windley Key Fossil Reef Geological State Park
Explore the great outdoors at Windley Key Fossil Reef Geological State Park and enjoy the beautiful sunsets during your trip to Islamorada. Wander through the seaside and beautiful beaches in this family-friendly area.
