Top Adventure Florida Keys Hotels

Southernmost Beach Resort and Guesthouses

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! (2,620 reviews)

"The property location was ideal. The room was comfortable and clean. The elevators weren’t working during our stay, so that was a bummer. Otherwise, the staff was great and the property was beautiful. I would stay here again."

Reviewed on Jul 19, 2025

Hawks Cay Resort

61 Hawks Cay Blvd, Marathon, FL

2 hours drive from Duval Street

Book a stay at this beach 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! (1,006 reviews)

"The people were friendly, property was well cared for. The resort was really nice. We enjoyed it all."

Reviewed on Jul 17, 2025

Cheeca Lodge & Spa

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! (1,137 reviews)

"Stayed here for one night. Unfortunately the weather wasn’t great so we didn’t get to experience the pool areas and such. We walked around the grounds at night in the rain and it was still breath taking. Would love to stay longer the next time I am back in the area."

Reviewed on Jul 20, 2025

See all 8,273 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.