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 7.791.809 ₫ per night from 21 Jan to 22 Jan
7.791.809 ₫
10.509.321 ₫ total
21 Jan - 22 Jan
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 ...
8.8/10 Excellent! (124 reviews)
Amazing place - so much variety

Reviewed on 6 Jan 2026

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 4.253.638 ₫ per night from 12 Jan to 13 Jan
4.253.638 ₫
5.642.796 ₫ total
12 Jan - 13 Jan
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. ...
8.2/10 Very Good! (1,009 reviews)
Todo ok

Reviewed on 4 Jan 2026

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 5.649.817 ₫ per night from 11 Jan to 12 Jan
5.649.817 ₫
6.356.044 ₫ total
11 Jan - 12 Jan
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 ...
9/10 Wonderful! (164 reviews)
Staff was amazing! Two couples manage this property, and they go above and beyond to make sure you enjoy this cute, old style Florida resort. Upon check in Crystal seemed like an old friend.

Reviewed on 2 Jan 2026

Coconut Cove Resort and Marina
See all 2,745 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! (121 reviews)
Staying in a houseboat for our few days in the Keys was such a fun idea! The boat was clean and spacious and had everything we needed. Dallas and Hannah at the desk were friendly and knowledgeable. We even had a couple manatees swimming around the boats. I'd definitely stay at Treasure Harbor ...

Reviewed on 30 Dec 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! (606 reviews)
Great location and walkable to restaurants. Clean. Nice beach. Quiet. Pool was heated and warm. This was our first five day stay in a bungalow and we would stay again!

Reviewed on 6 Jan 2026

Breezy Palms Resort
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy Islamorada FL
Stay at this beach villa in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada Brewery ...
9.6/10 Exceptional! (70 reviews)
Beautiful accommodations and location, very clean, many activities available at resort

Reviewed on 25 Nov 2025

The Islands of Islamorada
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

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