Florida Keys Adventure Holidays

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Top flight + Adventure hotel deals in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West
Hawks Cay Resort
Tranquility Bay Beachfront Hotel and Resort
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Oceans Edge Key West Resort, Hotel & Marina
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Top Adventure Florida Keys Hotels

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
  • 11 min walk from Duval Street
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (2,907 reviews)
Clean room. Staff was friendly pool and beach were great

Reviewed on 1 Dec 2025

Southernmost Beach Resort and Guesthouses
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
  • 2 hours drive from Duval Street
Stay at this luxury hotel in Marathon. Enjoy free Wi-Fi, 5 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8/10 Very Good! (1,009 reviews)
Rooms were clean

Reviewed on 1 Dec 2025

Hawks Cay Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
  • 3 hours drive from Duval Street
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,276 reviews)
We stayed in the newest section of the Cheeca Lodge. It is so incredibly nice! We had other family staying in the lagoon area. We enjoyed all the activities on the property as well. My nephew especially loved the par3 golf course. I really loved the staff at Cheeca Lodge too. Shelia, Amber and David ...

Reviewed on 26 Nov 2025

Cheeca Lodge & Spa
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.