Windley Key Travel Guide

Tourist Guide

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

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

3.5 out of 5
84001 Overseas Hwy Islamorada FL
The price is 5.578.459 ₫ per night from 18 Dec to 19 Dec
5.578.459 ₫
8.025.344 ₫ total
18 Dec - 19 Dec
includes taxes & fees
Stay at this beach resort in Islamorada. Enjoy free Wi-Fi, 3 outdoor pools and 4 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (114 reviews)
Beautiful room, stunning views

Reviewed on 19 Nov 2025

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy Islamorada FL
The price is 3.060.048 ₫ per night from 18 Dec to 19 Dec
3.060.048 ₫
4.302.781 ₫ total
18 Dec - 19 Dec
includes taxes & fees
Stay at this beach motel in Islamorada. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8/10 Very Good! (1,005 reviews)
cute, clean, convenient, and perfect. we'll be back again!

Reviewed on 8 Dec 2025

Fisher Inn Resort & Marina
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3 out of 5
84801 Overseas Highway Islamorada FL
The price is 4.008.900 ₫ per night from 14 Dec to 15 Dec
4.008.900 ₫
4.510.012 ₫ total
14 Dec - 15 Dec
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free parking and a marina. Our guests praise the pool and the helpful staff in their reviews. Popular ...
8.8/10 Excellent! (148 reviews)
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

Reviewed on 5 Dec 2025

Coconut Cove Resort and Marina
See all 2,722 properties in Windley Key
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.
Treasure Harbor

Treasure Harbor

3 out of 5
200 Treasure Harbor Dr Islamorada FL
Stay at this hotel in Islamorada. Enjoy free Wi-Fi, free parking and premium bedding. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (117 reviews)
I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore.

Reviewed on 25 Nov 2025

Treasure Harbor
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway Islamorada FL
Stay at this beach aparthotel in Islamorada. Enjoy free Wi-Fi, a beach locale and a marina. Our guests praise the helpful staff and the clean rooms in their ...
8.8/10 Excellent! (583 reviews)
had a wonderful stay at this hotel. The service was excellent from the moment I arrived, and the staff were warm, attentive, and always willing to help. My room was spotless, comfortable, and beautifully maintained throughout my stay. The facilities were also impressive, making the entire experience ...

Reviewed on 5 Dec 2025

Breezy Palms Resort
Island Bay Resort

Island Bay Resort

2.5 out of 5
92530 OVERSEAS HIGHWAY Tavernier FL
Stay at this beach aparthotel in Tavernier. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the helpful staff in their reviews. Popular ...
9.8/10 Exceptional! (139 reviews)
We were very delayed due to our flight, Anna was very helpful and actually comforting- all was ready once we arrived

Reviewed on 29 Nov 2025

Island Bay Resort
See all properties in Windley Key
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

Theater of the Sea

Theater of the Sea

4.5/5(5 reviews)

Take the children to visit the sea creatures at Theater of the Sea during your holiday to Islamorada. Take in the entertainment choices and beautiful sunsets in this family-friendly area.

Theater of the Sea
Windley Key Fossil Reef Geological State Park

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.

Windley Key Fossil Reef Geological State Park