Simonton Court


Enter the serene setting of Simonton Court Historic Inn & Cottages and you’ll be greeted by fragrant tropical flowers blooming beneath gently swaying palms.  The Inn was once a cigar factory where craftsmen hand rolled some of the world’s most famous cigars.  A brick walkway, once a lane, runs past our sparkling pools and historic cottages built in 1880 as the homes of cigar factory workers.  Today this lane is our beautiful footpath through luxuriant private gardens, past expertly restored cottages and four pools shimmering amid flowering vines and palm fronds.

Considered by many to be Key West’s most beautiful property, the secluded world of Simonton Court is located in the very heart of Old Town. Begin your days with a complimentary breakfast served poolside each morning, then experience all that has made Key West a favorite destination for generations.

Just steps outside our quiet enclave is Duval Street with island shopping, pub hopping, and people watching. Our Key West accommodation is only three short blocks to the Gulf of Mexico and the nightly sunset celebration. For water lovers, charters are available year round for fishing, diving and sailing trips.

Simonton Court’s dedicated and friendly staff welcomes you with our attentive high quality service. We provide key west accommodation, Key West lodging and help with information and reservations for all of your vacation needs. And our lushly landscaped two-acre, private compound consists of the two-story Inn, Manor House, Townhouse Suites, The Mansion, six cottages and four pools nestled in between.

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