Windley Key, FL

Travel Guide

A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.
A forest path surrounded by dense green foliage and trees.
A rocky cliff with intricate erosion patterns and a small cave entrance.
A close-up of a palm plant with long, green leaves against a rocky background.
A forest path surrounded by trees and foliage.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

4 out of 5
84001 Overseas Hwy Islamorada FL
The price is ￥45,214 per night from Aug 3 to Aug 4
￥45,214
￥62,689 total
Aug 3 - Aug 4
includes taxes & fees
Book a stay at this beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (227 reviews)
"We were in the 21-year old and older section. Building #7. Balcony size was amazing and the views were great! Super clean room. And it was a very comfortable stay. Love to come back!"

Reviewed on Jul 12, 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 ￥21,681 per night from Aug 9 to Aug 10
￥21,681
￥29,668 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
8.2/10 Very Good! (1,006 reviews)
"clean and spacious room."

Reviewed on Jul 12, 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 ￥30,558 per night from Jul 14 to Jul 15
￥30,558
￥34,378 total
Jul 14 - Jul 15
includes taxes & fees
Book a 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 our reviews. ...
9/10 Wonderful! (274 reviews)
"Office staff was extremely friendly and helpful."

Reviewed on Jul 12, 2026

Coconut Cove Resort and Marina
See all 2,685 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.
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway Islamorada FL
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (706 reviews)
"This place is NOT a resort by any stretch o the imagination! The pictures and online description are extremely and intentionally misleading. Breezy Palms is a run down motel with furniture that looks like it came straight from a landfill. It is also NOT on a beach as falsely stated online. There ..."

Reviewed on Jul 11, 2026

Breezy Palms Resort
Treasure Harbor

Treasure Harbor

3 out of 5
200 Treasure Harbor Dr Islamorada FL
Stay at this houseboat in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (162 reviews)
"As advertised. Staff was friendly and helpful. Cool concept! Very unique."

Reviewed on Jul 4, 2026

Treasure Harbor
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy Islamorada FL
Book a stay at this beach villa in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada ...
9.6/10 Exceptional! (77 reviews)
"Bright and clean rooms. Nice and quiet. Pool and tiki bar was nice and clean and very accommodating. We will be back!"

Reviewed on Jul 1, 2026

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.

Stay near popular Windley Key attractions

A waterfall at SeaWorld, with text reading "I eat the sea" and "Marine Mammal Park, Islamorada, Florida".

Theater of the Sea

9.2/10 (921 reviews)
Swim with the dolphins and sharks and feed the crocodiles and sea turtles near the lagoon of this vast interactive park for marine mammals.
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Cities near Windley Key

A beach with palm trees and white lounge chairs under a clear blue sky.

Islamorada

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