Key West Holidays
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Our guide on where to stay in Key West
Find the best Key West areas and neighborhoods for the activities you enjoy most. Learn more about Key West
Old Town Key West
4 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.
Key West Holiday
Key West Beach Holiday
Unwind on the shore while you watch the sunlight glistening across the water during your Key West holiday. If you're hoping for an unforgettable beach experience, a trip to Key West will definitely deliver. There's a good chance you've heard of Smathers Beach (3 kilometres away). We suggest staying in accommodation close by. However, many sightseers also opt for Key West packages that are closer to South Beach or Boca Chica Nude Beach, two other excellent nearby options.
Things You Should Know About Key West
- Escape the daily grind at one of our Key West beach hotels. The sweet sound of lapping water and seagulls cawing far above are just a couple of clicks away.
- If you're searching for lots of room to spread out and relax, Key West private holiday homes are a great choice. After a much-needed family getaway or a few nights escape with that special someone? Grand Maloney Hotel and The Capitana Key West will fit the bill.
- With a population of approximately 65 532 cm Key West, you're sure to find some friendly locals who are happy to share their sightseeing tips. For more handy hints, check out our Key West things to do page.
Our pick of the best Key West Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is NZ$596 per night from 21 Dec to 22 Dec
NZ$596
21 Dec - 22 Dec
includes taxes & fees
8.6/10 Excellent! (1,780 reviews)
It was overall great but one night at 2 am the fire alarm went off for Like 25mins and no body give reasons not even a single staff member was there to provide guidance or shutdown the alarms
Reviewed on 14 Dec 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is NZ$538 per night from 19 Jan to 20 Jan
NZ$538
19 Jan - 20 Jan 2026
includes taxes & fees
8/10 Very Good! (1,763 reviews)
Clean, friendly, great pool and game areas, free shuttle was a bonus. Away from the crowded tourist area. Motel has bikes which we rented for two days. Will stay here again.
Reviewed on 14 Dec 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is NZ$673 per night from 13 Jan to 14 Jan
NZ$673
13 Jan - 14 Jan 2026
includes taxes & fees
8.6/10 Excellent! (2,934 reviews)
The room was very clean. The staff were very pleasant. Constantine, the bartender at the Pineapple pool was amazing!!!
Reviewed on 15 Dec 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 Key West
Duval Street
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.
Mallory Square
Enjoy the lively crowds, energetic performers and stunning sunset that make this city square the most popular meeting place in the evenings.
Southernmost Point
Snap a memorable photograph from the edge of North America at this monumental landmark.
What to do in Key West
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
NZ$78
per adult
94% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
NZ$111
per adult
74% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
NZ$47
per adult
90% of travellers recommend
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- Visit Uptown - Upper Duval
- Visit Key West
- Visit Truman Annex
- Visit Midtown
- Smathers Beach
- Southernmost Point
- Fort East Martello Museum and Gallery
- Key West Cemetery
- Clarence S. Higgs Memorial Beach Park
- Mel Fisher Maritime Museum
- Boca Chica Nude Beach
- Big Pine Key Holidays
- Mallory Square
- Fort Zachary Taylor Historic State Park
- Key West Butterfly and Nature Conservatory
- Florida Keys Beaches
- Duval Street
- South Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
