Find hotels in Windley Key, FL from NT$5,199
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Our top choices for Windley Key hotels
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
9.0 out of 10, Wonderful, (119)
Discover a waterfront escape at this Art Deco resort with 3 outdoor pools and 4 restaurants including Latin American cuisine. Kayak, snorkel, or unwind on the private beach while enjoying stunning ocean views and nearby marine attractions.
"Beautiful chilled out hotel"
Jacqueline
The price is NT$8,008
NT$11,100 total
includes taxes & fees
Jan 4 - 2026/1/5
8.8 out of 10, Excellent, (1000)
This waterfront hotel offers an outdoor pool, complimentary kayaking, and free bike rentals to explore nearby attractions. Located near Windley Key Fossil Reef Geological State Park, guests appreciate the clean rooms and exceptional staff service.
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
Laura
The price is NT$4,431
NT$6,089 total
includes taxes & fees
Jan 4 - 2026/1/5
8.2 out of 10, Very Good, (1000)
Wake to ocean views at this Florida Keys retreat offering free breakfast and water activities. Enjoy kayaking, snorkeling, or cycling with complimentary equipment. Just minutes from Windley Key Fossil Reef and Rain Barrel Village, with helpful staff to enhance your stay.
"We enjoyed are stay at Fisher Inn, room was clean and updated. The paddle board use was a nice perk! "
Magaly
The price is NT$5,102
NT$6,768 total
includes taxes & fees
Jan 5 - 2026/1/6
9.0 out of 10, Wonderful, (155)
Overlooks Florida Bay with a stunning outdoor pool and private beach area. This hotel offers complimentary breakfast and parking, plus convenient access to diving spots and Windley Key Fossil Reef Geological State Park.
"Great place to stay! Clean, great location and great customer service. Very easy to check in, front desk was so sweet! Highly recommended!!! Had a great experience overall"
Elaysi
The price is NT$6,494
NT$7,305 total
includes taxes & fees
Jan 7 - 2026/1/8
9.4 out of 10, Exceptional, (9)
Located in Islamorada, this waterside hotel offers an outdoor pool and 2 bars/lounges for tropical drinks. The Ocean View Pub serves lunch and dinner, while free WiFi and parking add value to your Keys adventure.
"Awesome place to stay, restaurant and bar attached, outside bar and dining area overlooking the bay. Pool also very nice. "
Rick
The price is NT$6,524
NT$7,340 total
includes taxes & fees
Jan 4 - 2026/1/5
9.2 out of 10, Wonderful, (1320)
Relax at this Key Largo resort with a private beach, outdoor pool, and marina. Just minutes from John Pennekamp Coral Reef State Park, guests enjoy beach umbrellas, volleyball, and 3 dining options. The full-service spa offers massages and body treatments.
"Nice hotel with great staff."
David
The price is NT$8,475
NT$10,795 total
includes taxes & fees
Jan 5 - 2026/1/6
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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Check out the local area in Windley Key as you venture to sights like Windley Key Fossil Reef Geological State Park.
Top Windley Key Hotel Reviews
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
10/10 Excellent
More cheap stays in Windley Key
The Pelican Key Largo Cottages
99340 Overseas Highway Key Largo FL
The price is NT$4,621 per night from Jan 11 to Jan 12
NT$4,621
NT$5,199 total
Jan 11 - 2026/1/12
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
Hotels in Windley Key with star-rating
5 Star Hotels
3 properties
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- Visit Long Key
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