Key West Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Find the right fit
Rest easy
Where to stay in Key West
Old Town Key West
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
Beachside Resort & Residences
Reviewed on Aug 27, 2025
Oceans Edge Key West Resort, Hotel & Marina
Reviewed on Aug 25, 2025
Hilton Garden Inn Key West / The Keys Collection
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.
Southernmost Point
Snap a memorable photograph from the edge of North America at this monumental landmark.
Mallory Square
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.
What to do in Key West
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Other vacations you might like
Expedia's Latest Trends
- Visit Cape Canaveral
- Visit Key Largo
- Visit Mountain View
- Visit Palm Springs
- Visit West Palm Beach
- Visit Sarasota
- Visit Fort Myers Beach
- Visit Spring Hill
- Visit Siesta Key
- Visit Santa Rosa Beach
- Visit Naples
- Visit St. Augustine
- Visit Panama City Beach
- Visit Daytona Beach
- Visit Boca Raton
- Visit Destin
- Visit Pensacola
- Visit Fort Myers
- Visit Panama City
- Visit Tallahassee