Florida Keys Luxury Holidays 2026

Plan, book, travel with confidence
Better together
Save up to ₹100,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Luxury Florida Keys Hotels

Hilton Key West Resort & 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 ...

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 ...

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

3 hours drive from Duval Street

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 in their ...

9.2/10 Wonderful! (1,458 reviews)

"Overall, it was a wonderful and beautiful place to stay. The main downside was that our elevator was not working the entire 6 days we were here and having to pay $73/day in resort fees makes me think they should have fixed it promptly. We had to climb 4 flights of stairs every time we left our room. ..."

Reviewed on 26 Sept 2026

See all 8,223 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.