Southernmost Point Guest House

1327 Duval St, Key West, FL 33040

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Nestled at the quiet end of Duval Street, the Southernmost Point Guest House blends Victorian elegance with modern island comfort just steps from the famed Southernmost Point monument and South Beach. Built in 1894 and lovingly restored, this Queen Anne masterpiece invites guests to sway in garden hammocks beneath towering palms, soak in ocean breezes from shady wrap-around porches, and admire exotic orchids that frame the turquoise horizon.

Inside its four storied buildings, thirteen distinct retreats range from cozy queen rooms to expansive ocean-view suites with full kitchens and private verandas. Each accommodation features a private entrance, plush bedding, mini-refrigerator, ceiling fan, cable TV, and fast Wi-Fi, while select rooms offer vaulted ceilings or handicap-accessible layouts. Mornings begin with a complimentary hot breakfast served in the tropical garden; afternoons drift into island time beside the intimate spa pool or on an on-site bicycle exploring pastel streets and literary landmarks once frequented by Hemingway and Tennessee Williams.

Evenings shine at the Southernmost Point Bar, a breezy hideaway pouring signature cocktails amid live local music, and at nearby Sandy’s Café, home of award-winning Cuban flavors. Guests enjoy free off-street parking, daily happy-hour beverages, in-room coffee, beach towels for sun-kissed hours on the sand, and effortless access to sailing charters, snorkeling tours, and vibrant nightlife. Whether chasing deep-sea adventure, craving fresh seafood along historic docks, or simply seeking a serene romantic getaway under Key West’s brilliant skies, Southernmost Point Guest House offers a timeless blend of tropical serenity and genuine southern hospitality that transforms every stay into a cherished memory.