Key West Vacations
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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
3 out of top 10 points of interest in this area
4.5/5(229 area reviews)
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.
Find the Best Key West Vacation Packages
Key West Beach Vacation
Unwind on the shore while you watch the sunlight glistening across the water during your Key West vacation. 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 kilometers away). We suggest staying in accommodations 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 vacation 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 25,800 inches 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.
Key West Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is NT$3,952 per night from Jun 11 to Jun 12
NT$3,952
NT$6,222 total
Jun 11 - Jun 12
includes taxes & fees
8.4/10 Very Good! (2,357 reviews)
"Wonderful stay"
Reviewed on 2026/6/9
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is NT$6,373 per night from Jun 29 to Jun 30
NT$6,373
NT$9,480 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (3,375 reviews)
"Espectacular"
Reviewed on 2026/6/8
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is NT$3,657 per night from Jun 15 to Jun 16
NT$3,657
NT$5,002 total
Jun 15 - Jun 16
includes taxes & fees
8/10 Very Good! (1,236 reviews)
"The room had great bed and good bathroom, towels were also great.! Definitely going to stay at this hotel again...👍"
Reviewed on 2026/6/8
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
4.5/5(3,520 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(3,246 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
Smathers Beach
4/5(1,175 reviews)
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
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- Smathers Beach
- Boca Chica Nude Beach
- Heritage House Museum
- National Key Deer Refuge Visitor Center
- Fort East Martello Museum and Gallery
- Simonton Beach
- Visit Cudjoe Key
- Key West Cemetery
- Ski Vacation Packages Melody Key
- Visit Summerland Key
- Florida Keys National Marine Sanctuary
- Visit Marathon
- Duval Street
- Visit Cow Key
- Cow Key Vacations
- Visit Stock Island
- Visit Big Pine Key
- Seven Mile Bridge
- Visit Sugarloaf Shores
- San Carlos Institute - Casa Cuba
- Stock Island Yacht Club & Marina
- Visit Sunset Key
- Florida Keys Eco - Discovery Center
- Visit Key West Historic District
- Clarence S. Higgs Memorial Beach Park
- Schooner Western Union
- Visit Dredgers Key
- Key West National Wildlife Refuge
- South Beach
- Key West Tropical Forest and Botanical Garden
- Visit Key West
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- Dollar Rent A Car Rental Cars in Key West Intl.
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- Surprice Car Rentals Rental Cars in Raccoon Key
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
