Florida Keys Luxury Vacations

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Top Luxury Florida Keys Hotels

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
  • 10 min drive from Duval Street
Pamper yourself with a luxury stay at Oceans Edge Key West Resort, Hotel & Marina, where you can enjoy amenities like Egyptian cotton sheets, plush bedding, ...
8.8/10 Excellent! (1,728 reviews)
"Exceeded our expectations. Restaurant was amazing, everything was clean and up to date. They kept open communication via text messages daily. I am a night shift health care provider, I cannot tell you how much I needed this mini-vacay."

Reviewed on Oct 9, 2025

Oceans Edge Key West Resort, Hotel & Marina
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street, Key West, FL
  • 10 min walk from Duval Street
Be treated to a grand stay at The Marker Key West Harbor Resort, where you'll find deep soaking bathtubs and premium bedding. The 3 outdoor pools, poolside bar, ...
9/10 Wonderful! (1,011 reviews)
"Very nice place to stay . Great location and walking distance to a lot of places."

Reviewed on Oct 9, 2025

The Marker Key West Harbor Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
  • 3 hours drive from Duval Street
Cheeca Lodge & Spa is a Islamorada luxury 5-star beach property where you can treat yourself to Champagne service, massage services, and more. The 2 poolside ...
9/10 Wonderful! (1,221 reviews)
"room were cleaned every morning; we were able to park under the room drinks were pricy"

Reviewed on Oct 9, 2025

Cheeca Lodge & Spa
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.