Welcome to Legacy House, an emblem of heritage nestled in the heart of Key West, Florida. More than just a beautifully remodeled home, it's a living testament to the vibrant history of the original Gatoville settlers who journeyed from Cuba to Key West, following the esteemed Gato Cigar Factory. The property owner's ancestor, an enterprising merchant Alfredo Diaz, constructed this property across the street from the factory, running a thriving grocery store serving the factory workers and their families. With over 125 years of history, the Legacy House stands proud, adorned with cherished depictions and photos that narrate its rich past, including a vivid carving by renowned local artist Mario Sanchez. As you immerse yourself in the comfort of Legacy House, you're also stepping into a historical tapestry that continues to shape the vibrant community of Key West. Experience a unique blend of comfort and history, and add your own memorable chapters to the ongoing story of the Legacy House. This Simonton Street Luxury Home is a block from Duval and a Block from Truman, making it the ideal location for a month-long stay in Key West. This beautifully remodeled 3 bedroom, 2 1/2 bath home plus 1 BD/ 1BA Cottage is perfect for larger groups. The main living area is on the second floor and has a thoughtful design emphasizing outdoor balcony living. The three balconies seamlessly blend indoor and outdoor spaces, offering perfect settings for relaxation, socializing, and enjoying the fresh air. The open floor concept of this home creates a spacious and inviting atmosphere, with the living room providing ample seating options for gathering and relaxation. Comfortable sofas and armchairs complemented by a large Smart TV offer a great entertainment experience. The kitchen is spacious and functional, with a generous island providing additional seating for up to six people. Modern appliances make cooking a breeze, including a side-by-side refrigerator, sleek 5-burner stove, and oven combination. The oven even includes an air fryer function. The adjacent dining room features a stylish table and chairs set for intimate meals or small gatherings. On the second floor, you'll find two bedrooms. The guest room is furnished with a comfortable queen-size bed and includes a full bath that conveniently connects to the hallway and the guest room itself. The primary bedroom offers a tranquil retreat with a Queen-sized bed, an en-suite bathroom with a combination bath/shower, and a large walk-in closet. The primary bedroom also provides access to the front porch, perfect for enjoying morning coffee. The third floor features a versatile loft space with a queen-sized bed, comfortable seating, and Smart TV for entertainment. It also includes a small office area with a monitor for work or tasks. The loft doubles as a playroom, providing a space for both relaxation and recreation. On the ground floor, a charming cottage offers additional sleeping arrangements and amenities. The cottage features a queen- size bed, a full bathroom with a shower, a mini refrigerator, a microwave, and a large Smart TV. It serves as a self-contained unit, providing privacy and a separate living area for guests who prefer their own space. With thoughtful touches throughout, such as USB ports in every room for convenient charging, Legacy House adds enchantment to your stay. Overall, this remodeled home offers a beautiful blend of indoor and outdoor living, with its three balconies, well-designed living spaces, and historic charm. From the open floor concept to the inviting bedrooms and versatile loft, this home provides guests comfort, functionality, and a delightful ambiance. 2 Off-Street dedicated Parking spaces Small pets considered Beach Towels, mats, and a small pop-up tent. Yoga Mats, Weights, Resistance Bands All Smart TVs w/ Firesticks Free High-Speed Internet Washer/Dryer in Unit Clothes Steamer and Iron Monthly Rental Only