Charming 19th-century guesthouse in Key West with outdoor pool, tropical garden, free happy hour drinks, and close to Hemingway Home & Mallory Square.
Recent guests appreciate the charming ambiance and convenient location, highlighting aspects that make this historic guesthouse a welcoming and relaxing place to stay in Key West.
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Rooms, shared spaces, dining and exterior — grouped so you can skim quickly.
Housed in a colorful 19th-century building, The Inn on Fleming offers a guest house experience with charming historical character. The property features an outdoor pool and a tropical garden, creating a relaxed atmosphere. Guests can enjoy complimentary happy hour drinks, enhancing the sense of community and hospitality during their stay.
Located at 1016 Fleming St in Key West, this inn places visitors within a mile of key attractions such as the Ernest Hemingway Home & Museum and Mallory Square’s waterfront shops and eateries. Its proximity to Key West International Airport, just a short 14-minute drive away, adds to the convenience for travelers.
With a solid guest rating of 4.4 based on 95 reviews, the property is generally well-regarded. It is noted for its LGBTQ+ friendly environment, making it a welcoming choice for diverse travelers. While the rating reflects satisfied guests, some reviews suggest a range of experiences, so potential visitors might appreciate the balance in expectations.
Nearby activities include visits to celebrated landmarks like The Hemingway Home and Museum, the Southernmost Point of the Continental U.S.A., and Fort Zachary Taylor Historic State Park Beach. The location supports a mix of cultural, historical, and outdoor pursuits, appealing to guests interested in exploring Key West’s unique character.
The short version: what's available day-to-day, and the key practical details most travelers search for.
Set in a colorful 19th-century building, this charming guesthouse is a mile from both the Ernest Hemingway Home & Museum, and the shops and eateries at waterfront Mallory Square. Key West International Airport is 3 miles away.
Curated spots travelers usually pair with a stay in Florida. Distances are rough real-world times, not straight-line.
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