Guest Houses in Key West

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Guest Houses in 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.

Top neighborhoods 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.

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

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.

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.

Uptown - Upper Duval

Key West's Uptown - Upper Duval neighborhood has a host of places to visit such as Duval Street and Key West Butterfly and Nature Conservatory.

Top landmarks in Key West

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.

Find out more about Key West

Visitors speak favorably about all that Key West has to offer, including its seaside, live music, bars, and festivals. Activities like biking give you a chance to enjoy the outdoors while you're in town. If you're hunting for the perfect souvenir, you may want to head to Duval Street to shop. And while you're here, be sure to stop by Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum.