Southard Love -- Historic Old Town Home, Private Cocktail Pool, Walk to Duval

Welcome to Southard Love, an award-winning historic home at the iconic corner of Southard Street and Love Lane in the heart of Old Town Key West. This beautifully renovated three-story residence pairs authentic Key West architecture with relaxed coastal style, generous living space, and the indoor-outdoor lifestyle that makes the island so special.
Designed for families, couples traveling together, and longer stays, Southard Love offers four bedrooms, three bathrooms, multiple private outdoor areas, and room for everyone to gather—or spread out. Enjoy coffee and people-watching from the front porch, an afternoon in the private cocktail pool, sunset from the second-floor balcony, or a quiet nap in one of the hammocks outside the upstairs suite.
Inside, original Dade County pine, high ceilings, natural light, and warm tropical finishes create an inviting setting that feels both polished and comfortable. The open living and dining areas are ideal for meals, games, and time together, while the thoughtfully designed bedroom layout gives guests privacy when they want it.
The first floor includes a spacious primary suite with French doors opening to the front porch, a guest bedroom and bath, a gourmet kitchen, and expansive living areas. French doors from both the kitchen and living area lead to the private rear deck, where lush landscaping and artistic privacy fencing surround the classic Key West cocktail pool. It is a wonderful setting for an afternoon swim, an evening cocktail, or stargazing after dinner.
Upstairs, the second primary suite features soaring ceilings, beautiful windows, an elegant en-suite bath with walk-in shower, and one of the home’s most memorable spaces: a private hammock porch accessed through three sets of French doors. Open the doors, feel the island breeze, and settle into true Key West living.
The third floor offers a bright, flexible sleeping space beneath the eaves, with two twin beds that can be configured as a king—ideal for children, teens, or another couple.
Southard Love is exceptionally walkable. Duval Street is just two blocks away, the Historic Seaport is four blocks away, and neighborhood restaurants, cafés, and Fausto’s grocery are nearby. Southard Street’s designated bike lane makes it easy to explore by bike or scooter, including a straight ride to Fort Zachary Taylor Historic State Park and its beaches.
Park the car, unlock your bike or scooter, and make yourself at home. Southard Love is a gracious Old Town retreat made for gathering, relaxing, and returning to year after year.
Why guests love Southard Love
--Premier Old Town corner location at Southard Street and Love Lane
--Four bedrooms, three bathrooms, and flexible sleeping arrangements
--Private cocktail pool, rear deck, front porch, balcony, and hammock porch
--Historic character with renovated interiors and a gourmet kitchen
--Two blocks to Duval Street and walkable to restaurants, grocery, nightlife, and the Historic Seaport
Ideal for families, couples traveling together, and extended Key West stays.