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! (1,795 reviews)
The room was spotless. The resort was quiet and well maintained. The staff was very helpful. Check in and check out went very smoothly. My only complaints were that I was unable to order in-room breakfast as the phone was never answered. Also, the edges of the mattress were pretty soft.

Reviewed on 2026/2/4

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! (1,001 reviews)
Very clean hotel with spacious rooms. Friendly staff and complimentary wine spritzer were a great touch

Reviewed on 2026/2/1

The Marker Key West Harbor Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile 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 ...
9.2/10 Wonderful! (1,294 reviews)
We stayed in Premiere ocean front king. The weather was unusually cold and windy so we didn't get to experience the resort as we had hoped. The staff at restaurants were very courteous and service prompt. Beach is lovely -- although not a natural sand beach. Gym could have been larger. We found spa ...

Reviewed on 2026/2/4

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.