Florida Keys Adventure Holidays

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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 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,701 reviews)
"Great stay awesome staff we will definitely stay here again."

Reviewed on 20 Aug. 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 4-star luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (1,001 reviews)
"So fun. Loved my room and having Dolphin Connection right there for my kids. Food at all the restaurants from poolside to fancy was delicious."

Reviewed on 10 Aug. 2025

Hawks Cay Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, 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! (1,158 reviews)
"Great place. Feel like rooms can be updated to a modern appea"

Reviewed on 20 Aug. 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.