Windley Key, FL

Travel Guide

Windley Key Fossil Reef Geological State Park
Windley Key Fossil Reef Geological State Park
Windley Key Fossil Reef Geological State Park
Theater of the Sea
Theater of the Sea
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
$356 nightly
The price is $400 total per night from Jan 4 to Jan 5
$400 total
Jan 4 - Jan 5, 2026
Total with taxes and 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! (119 reviews)
Beautiful chilled out hotel

Reviewed on Dec 23, 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
$191 nightly
The price is $215 total per night from Jan 5 to Jan 6
$215 total
Jan 5 - Jan 6, 2026
Total with taxes and 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 ...
8/10 Very Good! (1,008 reviews)
Our room was a wonderful large room on the third floor with a view of the ocean and a ginormous balcony. Everything was super clean, the young lady at check-in was so very nice, and it was centrally located in Islamorada, right where I needed to be for boating the next day. And they had an ice machine ...

Reviewed on Dec 21, 2025

Fisher Inn Resort & Marina
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3 out of 5
84801 Overseas Highway Islamorada FL
$239 nightly
The price is $269 total per night from Jan 4 to Jan 5
$269 total
Jan 4 - Jan 5, 2026
Total with taxes and 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! (153 reviews)
While the facility has some age on it, everything was very clean and well kept.

Reviewed on Dec 18, 2025

Coconut Cove Resort and Marina
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.
Oceanfront 4-BR w/ private 31' Boat Slip Included, Pool & Beach, gourmet kitchen

Oceanfront 4-BR w/ private 31' Boat Slip Included, Pool & Beach, gourmet kitchen

Islamorada FL
Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Windley Key Fossil Reef Geological ...
9.8/10 Exceptional! (34 reviews)
Beautiful house in a great location. Wonderful attentive hosts.

Reviewed on Sep 13, 2025

Oceanfront 4-BR w/ private 31' Boat Slip Included, Pool & Beach, gourmet kitchen
Treasure Harbor

Treasure Harbor

3 out of 5
200 Treasure Harbor Dr Islamorada FL
Stay at this hotel in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our 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 Nov 25, 2025

Treasure Harbor
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! (589 reviews)
Spotless room- right on beach- really enjoyed

Reviewed on Dec 17, 2025

Breezy Palms Resort
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.

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