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Top Luxury Florida Keys Hotels

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL

10 min drive from Duval Street

Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...

8.8/10 Excellent! (1,733 reviews)

We’ve stayed here twice now. Staff is great, the shuttle into town is super convenient (hi Jeffrey!). We love that you can use the kayaks or paddleboards every day. The tiki hut crew is the best! The place is clean and I feel safe walking around there. It’s well lit and easy to navigate.

Reviewed on 2 Nov 2025

The Marker Key West Harbor Resort

200 William Street, Key West, FL

10 min walk from Duval Street

Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our ...

9/10 Wonderful! (1,041 reviews)

Great location!

Reviewed on 2 Nov 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! (1,270 reviews)

Jess was great when checked in, made us feel right at home. The entire resort is beautiful, clean, well maintained. Although the rooms are spacious they’re starting to show their wear and tare, carpets needs a good cleaning or just install tile. Butch and Cole are great at the pool bar and as always ...

Reviewed on 3 Nov 2025

See all 8,379 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.