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 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! (3,031 reviews)
We had a great stay at Southernmost Beach resort. We got a 2 queen bed room for our trip of 4 people for 5 nights. We loved the location of our room, which was on the second resort block, next to South Beach and the resort’s Shores pool/bar. The noise level was a bit high between neighboring rooms/night ...

Reviewed on 26 Jan 2026

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! (1,012 reviews)
The room was spacious, clean, and modern. The pools and pool areas were clean and maintained. The restaurants and cafe had really good food. The EV charging station was very convenient.

Reviewed on 21 Jan 2026

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 ...
9.2/10 Wonderful! (1,300 reviews)
This palce is awesome. Clean rooms. 2 large pools with a view. Covered garage spot.

Reviewed on 22 Jan 2026

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.