Hotels in Key West
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Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina
The Laureate Key West
The Laureate Key West
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
Heron House Court - Adult Only
Heron House Court - Adult Only
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
Ibis Bay Beach Resort
Ibis Bay Beach Resort
The Garden House
The Garden House
The Fairhaven House at Solaire Lunara Bay
The Fairhaven House at Solaire Lunara Bay
Authors of Key West Guest House
Authors of Key West Guest House
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
Margaritaville Beach House Key West
Margaritaville Beach House Key West
Duval House
Duval House
Havana Cabana at Key West
Havana Cabana at Key West
Hyatt Vacation Club at Sunset Harbor, Key West
Hyatt Vacation Club at Sunset Harbor, Key West
L'Habitation Guest House
L'Habitation Guest House
Beachside Resort & Residences
Beachside Resort & Residences
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key West
New Waterfront Home - Dreamside House
New Waterfront Home - Dreamside House
Caribbean House
Caribbean HouseGet last-minute hotel deals in Key West and save more
Check out hotels with an ocean view in Key West
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Go beyond your typical stay in Key West
Top neighborhoods in Key West
Old Town Key West
Old Town Key West mixes Caribbean charm with historical treasures on every corner. Stroll past colorful Victorian "Conch Houses" with gingerbread trim to discover Ernest Hemingway's six-toed cats or the gleaming Truman Little White House. Duval Street buzzes with lively bars and music venues while Mallory Square hosts unforgettable sunset celebrations with fire jugglers and street performers. The neighborhood serves up everything from fresh grouper and conch fritters to key lime pie at spots ranging from waterfront fine dining to casual shacks. Most travelers explore the charming brick streets on foot or by renting bikes, with trolleys looping frequently through the walkable historic grid.
New Town
New Town gives you a quieter slice of Key West living away from the tourist crowds. This peaceful residential area offers wide streets for strolling and a glimpse into authentic island life. Nearby Smathers Beach and the Key West Tropical Forest provide natural escapes when you need a break from the bustle. Budget-friendly chain hotels and vacation rentals make this area wallet-friendly for longer stays. Cuban-American eateries and family restaurants offer affordable meals, while shopping plazas with grocery stores help you feel right at home. A car is handy, but free parking is plentiful throughout the neighborhood.
Key West Historic District
The Key West Historic District lets your inner wanderer loose on pastel-painted streets steeped in salty charm. Ernest Hemingway's old stomping grounds mix with lively bars and the nightly sunset celebration at Mallory Square. History buffs explore the Truman Little White House while party people hit Duval Street for live music and tropical drinks. Fresh seafood and Cuban-influenced cuisine fuel your adventures between historic Victorian B&Bs and boutique inns with tropical courtyards. Getting around is easy—just stroll the narrow brick streets, hop on a narrated trolley tour, or rent a bike to cruise this flat, compact island paradise.
Downtown Key West
Downtown Key West dazzles with its historic charm and non-stop energy. Wander Duval Street's lively scene, visit Hemingway's famous six-toed cat sanctuary, or catch the sunset celebration at Mallory Square where fire-breathers and musicians perform against stunning Gulf backdrops. The neighborhood's Victorian mansions with gingerbread trim and weathered coral stone churches create a unique tropical atmosphere. The area serves up fresh seafood from casual waterfront joints to upscale restaurants. Most attractions sit within a walkable six-block radius, though you can hop on the Conch Tour Train when your feet need a break. Boutique hotels and historic inns with tropical courtyards offer charming places to crash after experiencing the legendary bar scene.
Truman Annex
Truman Annex delivers presidential history with a side of peaceful luxury just steps from Key West's action. Tour the Harry S. Truman Little White House where tropical gardens frame the preserved presidential retreat. Stroll past gleaming naval buildings on manicured grounds or explore maritime treasures at the Mel Fisher Museum. The quiet, tree-lined streets feel worlds away from Duval Street's energy. Elegant vacation rentals occupy restored naval quarters with premium amenities and tropical courtyards. Getting around is best done on foot or by bike through the gated community's uncrowded pathways. When hunger strikes, a short walk takes you to nearby Old Town's restaurants and shops.
Learn more about Key West
Hemingway's ghost still haunts the bars where he once drank, while roosters strut through streets with more confidence than tourists. At Mallory Square, sunset becomes theater as fire-jugglers and troubadours compete for attention. The Southernmost Point buoy draws selfie-seekers, though locals know the actual southernmost spot lies elsewhere. Tour the author's six-toed-cat-filled home before cooling off with key lime pie that sparks debates about meringue versus whipped cream. Snorkel at Fort Zachary Taylor, then wander Duval Street where T-shirt shops give way to sophisticated galleries. The Truman Little White House reveals presidential history, while the nightly parade of characters proves that in Key West, being normal is the only real sin.
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