Windley Key, FL
Travel Guide
Visit Windley Key
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$347 nightly
The price is $391 total per night from Jan 13 to Jan 14
$391 total
Jan 13 - Jan 14
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 ...
8.8/10 Excellent! (122 reviews)
No balcony. We walked out right to the beach. IT WAS EVEN BETTER!!
Reviewed on Dec 27, 2025
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$191 nightly
The price is $215 total per night from Jan 11 to Jan 12
$215 total
Jan 11 - Jan 12
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 ...
8.2/10 Very Good! (1,005 reviews)
The staff was very friendly and responded promptly to requests. Kitchen was perfect for reheating or quick easy meal. . At night, it was loud late, as we were right above the common area.
Reviewed on Jan 1, 2026
Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
$239 nightly
The price is $269 total per night from Jan 7 to Jan 8
$269 total
Jan 7 - Jan 8
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! (163 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 Jan 2, 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.
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)
Gorgeous home with amazing views. Well stocked and thoughtfully furnished and equipped. The waterfront setting is incredible and the area is quiet and peaceful - perfect for relaxing. The wraparound porches were a highlight for morning coffee and evening dinners. We loved having access to paddle ...
Reviewed on Dec 26, 2025
Treasure Harbor
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! (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 Dec 30, 2025
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! (603 reviews)
The one bedroom apartment was large and very clean. I loved the balcony with the view of the dock and the entire property was nice and well kept. Short drive to market and restaurants. Would definitely stay again and would recommend to others.
Reviewed on Jan 3, 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.
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.
Explore a world of travel with Expedia
- Hotels near Venetian Shores
- Islamorada Hotels
- Hotels near Windley Key Fossil Reef Geological State Park
- Hotels near Islamorada County Park
- Hotels near Founders Park
- Hotels near History of Diving Museum
- Plantation Key Hotels
- Oceanfront Hotels in Plantation Key
- Resorts in Islamorada
- Cheap Hotels in Islamorada
- Oceanfront Hotels in Islamorada
- All-inclusive Resorts in Islamorada
- Pet-friendly Hotels in Islamorada
- Beach Hotels in Islamorada
- Luxury Hotels in Islamorada
- Adults Only Resorts & in Islamorada
- Hilton Hotels in Islamorada
- Marriott Hotels & Resorts in Islamorada
- Houseboats in Islamorada
- Cottages in Islamorada
- Family Hotels in Islamorada
- Motels in Islamorada
- Hotels with a Swim-up Bar in Islamorada
- Hotels with Bars in Islamorada
- Fishing Resorts & in Islamorada
- Condo Rentals in Islamorada
- Boutique Hotels in Islamorada
- Wyndham Hotels in Islamorada
- Honeymoon Resorts & in Islamorada
- 5 Star Hotels in Islamorada
- Villas in Islamorada
- Hotels with Free Breakfast in Islamorada
- Resorts & Hotels with Spas in Islamorada
- RV Parks in Islamorada
- Hotels with Restaurants in Islamorada
- Hotel Wedding Venues Hotels in Islamorada
- Romantic Hotels in Islamorada
- Vacation Homes in Islamorada
- 4 Star Hotels in Islamorada
- Gay friendly Hotels in Islamorada
- Apartments in Islamorada
- Hotels with Kitchenettes in Islamorada
- Hotels with Suites in Islamorada
- Hotels with Hot Tubs in Islamorada
- Hotels with Laundry Facilities in Islamorada
- Hotels with Connecting Rooms in Islamorada
- Historic Hotels in Islamorada
- Treehouses in Islamorada
- Golf Hotels in Islamorada
- Guest Houses in Islamorada
- Hotels with a Gym in Islamorada
- Hotels & Resorts for Couples in Islamorada
- 3 Star Hotels in Islamorada
- B&B in Islamorada
- Hersha Hospitality Hotels in Islamorada
- Hotels with smoking rooms in Islamorada
- Hotels with Room Service in Islamorada
- Aimbridge Hospitality Hotels in Islamorada
- Hotels with Tennis Courts in Islamorada
- Hotels with a Pool in Islamorada
- Best Western Hotels in Islamorada
- Hotels with Childcare in Islamorada
- Lodges in Islamorada
- Rainforest & Jungle Hotels in Islamorada
- Quiet Resorts & in Islamorada
- Hotels with a View in Islamorada
- Hotels with Balconies in Islamorada
- Hotels with an Outdoor Pool in Islamorada
- Hotels with Free Parking in Islamorada
- Aparthotels in Islamorada
- Flights from Plantation Key
- Flights to Islamorada
- Flights from Islamorada
- Flights from Tampa to Islamorada
- Flights from New York to Islamorada
- Flights from Cleveland to Islamorada
- Flights from Kansas City to Islamorada
- Flights from Columbus to Islamorada
- Flights from Boston to Islamorada
- Flights from Atlanta to Islamorada
- Flights from Baltimore to Islamorada
- Flights from Minneapolis - St. Paul to Islamorada
- Car rentals near Islamorada
- Hertz Rental Cars in Islamorada
- Enterprise Rental Cars in Islamorada
- Thrifty Car Rental Rental Cars in Islamorada
- Budget Rental Cars in Islamorada
- Van Car Rentals in Islamorada
- Avis Rental Cars in Islamorada
- Alamo Rent A Car Rental Cars in Islamorada
- Luxury Car Rentals in Islamorada
- National Car Rental Rental Cars in Islamorada
- Convertible Car Rentals in Islamorada
- Windley Key Fossil Reef Geological State Park
- Everglades National Park
- John Pennekamp Coral Reef State Park
- Baker's Cay Resort Beach
- Jimmy Johnson's Big Chill
- Fiesta Key
- Anne's Beach
- Bud n' Mary's Dive Center
- Long Key State Park
- Caribbean Club Bar
- Florida Keys Brewing Co.
- Founders Park
- Florida Keys Dive Center
- MarineLab Undersea Laboratory
- Bluefin Rock Harbor Marina
- Islamorada County Park
- Pigeon Key
- Harry Harris Park
- Jacob's Aquatic Center
- Islamorada Brewery & Distillery
- Sunset Drive Beach
- History of Diving Museum
- Hurricane Monument
