Windley Key
Travel Guide
Visit Windley Key
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
The price is CA $254 per night from Sep 20 to Sep 21
CA $254
CA $387 total
Sep 20 - Sep 21
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! (269 reviews)
"Beautiful place Great beds Lots of dining options"
Reviewed on Sep 12, 2026
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
The price is CA $164 per night from Sep 21 to Sep 22
CA $164
CA $230 total
Sep 21 - Sep 22
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! (1,001 reviews)
"All good"
Reviewed on Sep 12, 2026
Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
The price is CA $207 per night from Sep 14 to Sep 15
CA $207
CA $233 total
Sep 14 - Sep 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! (287 reviews)
"Amazing customer service"
Reviewed on Sep 6, 2026
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.
Single Family Home In Angler's Reef Gated Community, Beaches,Marina,Heated Pool
Islamorada FL
Book a stay at this beach vacation home in Islamorada. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Hog Heaven and Windley Key ...
9.8/10 Exceptional! (104 reviews)
"Overall we had a great experience. The property is in a great location and there is a beautiful pool and beach area. We did run into a couple issues, the ice maker was broken and the dishes in the cabinets were dirty. It also would have been nice to have soap, a sponge, and extra toilet paper provided ..."
Reviewed on Aug 8, 2026
Islamorada Fishing Getaway: Dock, Pool & Sunrise
Islamorada FL
Stay at this vacation home in Islamorada. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Windley Key Fossil Reef Geological State Park ...
10/10 Exceptional! (9 reviews)
"Very beautiful and clean home, very spacious and great location in islamorada. The owner Jamie was very personable and helpful with everything, great host and rental!"
Reviewed on Jun 20, 2026
Breezy Palms Resort
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! (746 reviews)
"Have stayed here for the past 5 years which includes over 20 nights. Spacious rooms and clean. Like all the recent upgrades to the rooms."
Reviewed on Sep 12, 2026
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
Things to do
Private 3-Hour Islamorada Sandbar Tour
CA $692
per traveller
100% of travellers recommend
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