
Florida Keys Holidays
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Our guide on where to stay in Florida Keys
Find the best Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Florida Keys

Old Town Key West
2 out of top 10 points of interest in this area
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
Florida Keys Holiday
Our pick of the best Florida Keys Hotel Deals

Hawks Cay Resort
61 Hawks Cay Blvd, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is NZ$688 per night from 20 July to 21 July
NZ$688
20 July - 21 July
includes taxes & fees
8/10 Very Good! (1,010 reviews)
"Great vacation. We will be returning soon!"
Reviewed on 9 Jul. 2025

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is NZ$440 per night from 13 Aug to 14 Aug
NZ$440
13 Aug - 14 Aug
includes taxes & fees
9/10 Wonderful! (1,130 reviews)
"Music was pathetic. They should improve that."
Reviewed on 11 Jul. 2025

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is NZ$550 per night from 23 July to 24 July
NZ$550
23 July - 24 July
includes taxes & fees
9/10 Wonderful! (1,484 reviews)
"Amenities were great"
Reviewed on 9 Jul. 2025
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.
Discover the most popular places to visit in Florida Keys

Duval Street
5/5(5 reviews)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Southernmost Point
4/5(5 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.

Mallory Square
4/5(3 reviews)
Enjoy the lively crowds, energetic performers and stunning sunset that make this city square the most popular meeting place in the evenings.
What to do in Florida Keys

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
NZ$46
per adult
78% of travellers recommend

Key West Day Trip & Glass Bottom-Boat Tour from Miami
NZ$215
per traveller
Frequently asked questions
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