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

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

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$419 per night from 23 Sept to 24 Sept
NZ$419
23 Sept - 24 Sept
includes taxes & fees
8.8/10 Excellent! (1,720 reviews)
"Excellent Property"

Reviewed on 14 Sept 2025

Oceans Edge Key West Resort, Hotel & Marina
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$308 per night from 21 Sept to 22 Sept
NZ$308
21 Sept - 22 Sept
includes taxes & fees
8.4/10 Very Good! (1,529 reviews)
"Quiet, private beach, pool and bar"

Reviewed on 16 Sept 2025

Beachside Resort & Residences
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$444 per night from 4 Oct to 5 Oct
NZ$444
4 Oct - 5 Oct
includes taxes & fees
8.6/10 Excellent! (1,780 reviews)
"Conveniently located hotel. SHUTTLE to Duvall Street & Airport"

Reviewed on 14 Sept 2025

Margaritaville Beach House Key West
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

What to do in Key West

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.