
Old Town Key West Vacations from $1,096
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Your Old Town Key West Vacation
Organizing your next exciting getaway just got a whole lot easier with a vacation package to Old Town Key West. Take in the best this neighborhood has to offer while making precious memories you'll replay for years. Some leading nearby attractions to check out during your trip to Old Town Key West include Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Expedia will help put your plans into action. Book your ideal Old Town Key West vacation now.
The Latest Old Town Key West Vacation Packages

Kona Kai Oasis
Reviewed on Oct 5, 2026

The Key West Hotel
Reviewed on Oct 6, 2026


Where to stay in Old Town Key West

Downtown Key West
If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

Key West Historic District
Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

New Town
Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.

Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

Historic Seaport
Many of the best parts of the southern portion of Florida are rolled into one location. Enjoy your time experiencing attractions in this historic area.
Old Town Key West Hotel Deals

Southernmost Beach Resort and Guesthouses
"Onsite parking was $50 a day. We were given a room with the view of the dumpster and construction area. The beach was mostly non-existent and had sea grass that smelled heavily like cow manure. Onsite restaurant prices were ridiculous $123 dollars for two appetizers, two Pepsi's, and a Mahi plate ..."
Reviewed on Oct 6, 2026

Casa Marina Key West, Curio Collection by Hilton
"Nobody warned us about the rotten egg smell on this side of the island from the rotting seaweed on the beach, which as a result with completely inaccessible."
Reviewed on Oct 6, 2026

The Southernmost Inn - Adults Only
Stay near popular Old Town Key West attractions

Southernmost Point

Ernest Hemingway Home and Museum

South Beach

Clarence S. Higgs Memorial Beach Park

Key West Butterfly and Nature Conservatory

Harry S. Truman Little White House

Key West Lighthouse and Keeper's Quarters Museum

Florida Keys Eco - Discovery Center
Things to do

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

Champagne and Sunsets: A Key West Catamaran Adventure
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