421 - 423 Simonton Street

Discover the vibrant and historic area surrounding the location, within walking distance to popular attractions such as the Ernest Hemingway Home and Museum, the Key West Lighthouse, and the Southernmost Point of the continental U.S. Enjoy the lively atmosphere of Duval Street lined with shops, art galleries, and restaurants offering world-class cuisine. Experience the local culture through the diverse mix of entertainment, festivals, and events that showcase the unique charm of Key West. This prime location offers a perfect blend of history, entertainment, and natural beauty, making it an exceptional investment opportunity for hospitality and limited service ventures.Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest privacy and relaxation, each home includes its own outdoor lounging space and pool—perfect for cooling off after a day in the sun or enjoying a quiet evening under the palms. Whether you're looking for a investment opportunity, a vacation retreat with rental flexibility, or a mix of both, this unique setup delivers unmatched versatility just steps from the vibrant restaurants, galleries, and nightlife of Duval Street.