Windley Key
Travel Guide





Visit 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 CA $258 per night from Aug 27 to Aug 28
CA $258
CA $383 total
Aug 27 - Aug 28
includes taxes & fees
Stay at this 3.5-star 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! (60 reviews)
"From the moment we checked in w"
Reviewed on Aug. 18, 2025

Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
The price is CA $161 per night from Aug 24 to Aug 25
CA $161
CA $226 total
Aug 24 - Aug 25
includes taxes & fees
Stay at this 3.5-star 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! (1,003 reviews)
Nice Resort But Best for Boat Owners
"We booked a waterfront king suite with a balcony and kitchenette, which was very spacious. The room was very clean and convenient. The "living room" had a sofa and tv and was located next to the balcony. The kitchenette was between the living area and bedroom, opposite the bathroom, which also had ..."
Reviewed on Aug. 11, 2025

Coconut Cove Resort and Marina
84801 Overseas Highway, Islamorada, FL
The price is CA $170 per night from Aug 25 to Aug 26
CA $170
CA $192 total
Aug 25 - Aug 26
includes taxes & fees
Stay at this 3-star beach hotel in Islamorada. Enjoy free breakfast, free parking, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
7.6/10 Good! (815 reviews)
"Staff were very nice and welcoming. Nice pool and view. Room was nice clean and comfortable. Definitely would stay again"
Reviewed on Aug. 15, 2025
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 ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards
Islamorada
Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Windley Key Fossil Reef Geological ...
10/10 Exceptional! (165 reviews)
"Overall a good trip. A few items needed to be taken care of, but it didn't stop us from having a great time."
Reviewed on Aug. 6, 2025

FALL SPECIALS! Islamorada Anglers Reef Oceanview: Private Beach, Pool, Marina
Islamorada
Stay at this vacation home in Islamorada. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Windley Key Fossil Reef Geological ...
10/10 Exceptional! (3 reviews)
"Our stay was nothing but amazing! The area/community is beautiful and Al was a wonderful host! Will definitely be staying here again next year!!"
Reviewed on Jul. 26, 2025

OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars
Islamorada
Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, a beach locale, and laundry facilities. Our guests praise the pool and the helpful staff ...
10/10 Exceptional! (189 reviews)
"This was a perfect place for two couples. The house was lovely, the pool was perfect and everyone was so friendly. Craig's place was clean and comfortable. He was easy to communicate with and did everything to make our stay five stars! Would definitely recommend this home"
Reviewed on Aug. 14, 2025
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
Swim with the dolphins and sharks and feed the crocodiles and sea turtles near the lagoon of this vast interactive park for marine mammals.

Windley Key Fossil Reef Geological State Park
Explore the fossilized reef of a former quarry in this island park, as you learn about the history and ecology from the interpretive trails.