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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 luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. Popular ...

8.8/10 Excellent! (1,799 reviews)

Very, very nice

Reviewed on 6 Feb 2026

The Marker Key West Harbor Resort

200 William Street Key West FL

10 min walk from Duval Street

Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and breakfast (surcharge). Our guests praise the pool and the helpful staff ...

9/10 Wonderful! (1,000 reviews)

Incredible staff, especially at the pool bar. Property is in the best location, easily walkable to all Key West has to offer. The rooms are clean and comfortable with extremely cozy bed and pillows. As a repeat guest, we look forward to returning in February for another wonderful stay.

Reviewed on 27 Jan 2026

Cheeca Lodge & Spa

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! (1,293 reviews)

Everything about this resort is wonderful. Lots to do for the whole family, great restaurants, and gorgeous areas. We will definitely be going back.

Reviewed on 4 Feb 2026

See all 8,396 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.