
Florida Keys Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Luxury Florida Keys Hotels

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
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, ...
9/10 Wonderful! (1,860 reviews)
"The property was well maintained and the house keeping was excellent."
Reviewed on Jun 14, 2026

The Marker Key West Harbor Resort
200 William Street Key West FL
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, ...
9.2/10 Wonderful! (1,015 reviews)
"The marker was exceptional place to stay for a longer weekend! Friendly staff and a very clean place overall. Very close to Duvall street and everything else key west has to offer. Will be staying here again."
Reviewed on Jun 18, 2026

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
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! (1,318 reviews)
"There was a lot of seaweed, which definitely had an odor; it was impossible to use the beach area. I did expect they would make more of an effort to clean it. Could use some TCL, adult pool needs new steps that do not get too hot to touch in the summertime. (They make them now). Could have made more ..."
Reviewed on Jun 18, 2026
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.
Things to do

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
¥7,191
per adult
94% of travellers recommend

Key Largo Coral Reef Glass Bottom Boat Adventure
¥7,198
per adult
94% of travellers recommend

Key Largo Snorkeling Tour - rental mask, fins and vest INCLUDED
¥11,396
per adult
82% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
