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Top Adventure Florida Keys Hotels

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

10 min walk from Duval Street

Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

8.8/10 Excellent! (3,138 reviews)

The room is nice and clean, we don't really have any view. I would book ocean view next time.

Reviewed on Mar 9, 2026

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL

2 hours drive from Duval Street

Book a stay at this 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! (1,015 reviews)

resort staff didn't explain amenities upon checking in. wasn't aware of daily activities without passing by one area that had free water. the lagoon and pool were great. would recommend the pool be open later. Donny was a great staff member to receive suggestions from.

Reviewed on Mar 9, 2026

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

3 hours drive from Duval Street

Book a stay at this 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! (1,308 reviews)

Terrific staff, room, amenities. 100% heavenly

Reviewed on Mar 8, 2026

See all 8,310 properties in Florida Keys

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.