Florida Keys Luxury Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 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 flight + Luxury hotel deals in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Price was NZ$3,352, price is now NZ$2,882 per person
NZ$2,882
per person
24 Aug - 30 Aug
found 22 hours ago
Return flight included
Auckland (AKL) to Key West (EYW)
9/10 Wonderful! (1,878 reviews)
Love the way the place looks location and price.
Reviewed on 23 June 2026
Don't see what you're looking for?
See all available trips from Columbus to Florida Keys
View all tripsTop Luxury Florida Keys Hotels
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Stay at this luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. Popular ...
9/10 Wonderful! (1,860 reviews)
"It was absolutely lovely even though we had to leave early, we could have been happier. I was very beautiful and the rooms were nice. The pillows were too soft. The pools lovely and had beautiful views of the marina. We will be returning to enjoy this facility next year. The shuttle driver Jeffery ..."
Reviewed on 23 June 2026
The Marker Key West Harbor Resort
200 William Street Key West FL
Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,006 reviews)
"Great location. Room overlooking the harbor was great, as spent mornings and evenings on balcony watching all the activities."
Reviewed on 22 June 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
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 in their ...
9.2/10 Wonderful! (1,329 reviews)
"The decor was updated a bit but then dated in other areas. The balcony cushions had stains and the carpet needed to be replaced."
Reviewed on 23 June 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.
Activities
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
NZ$77
per adult
94% of travellers recommend
Key Largo Coral Reef Glass Bottom Boat Adventure
NZ$77
per adult
94% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
NZ$47
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
