Florida Keys Luxury Holidays

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Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

5950 Peninsular Avenue Key West FL
  • 10 min drive from Duval Street
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,821 reviews)
"Nice and comfortable"

Reviewed on Sep 20, 2026

Hilton Key West Resort & Marina
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

200 William Street Key West FL
  • 10 min walk from Duval Street
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9.2/10 Wonderful! (1,015 reviews)
"Room at arrival was clean, but after not being washing"

Reviewed on Sep 19, 2026

The Marker Key West Harbor Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL
  • 3 hours drive from Duval Street
Book a 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 ...
Cheeca Lodge & Spa
See all 8,273 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.

Things to do

Combo image of activity in Key West

Key West Rum & Reggae: Snorkel & Sunset Sail Combo

P4,293
per adult
88% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
Half Day Snorkel Trip on Reefs in the Florida Keys

Half Day Snorkel Trip on Reefs in the Florida Keys

P4,689
per adult
94% of travellers recommend
Half Day Snorkel Trip on Reefs in the Florida Keys
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour

Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour

P7,437
per adult
98% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
See all activities in Florida Keys
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.