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
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Top Luxury vacation packages in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was ￥166,794, price is now ￥145,670 per person
￥145,670
per person
Dec 6 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Key West (EYW)
8.6/10 Excellent! (3,630 reviews)
Great service, everyone was incredibly friendly. Great location!!
Reviewed on Nov 6, 2026
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View all tripsTop Luxury Florida Keys Hotels
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
Pamper yourself with a luxury stay at Hilton Key West Resort & Marina, where you can enjoy amenities like Egyptian cotton sheets, plush bedding, and more. Deluxe ...
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! (1,043 reviews)
"Doesn't present in real life like it does online. Hallways were hot. Pools were very small and we felt like sardines in a bathtub. The room itself was styled well."
Reviewed on Nov 6, 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 ...
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
￥7,046
per adult
94% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
￥10,963
per adult
76% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
￥8,714
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
