A Gertrude Rentals property. In Siesta Key’s best beach neighborhood, just 8 steps to the sand of the beach path! The Old Man and the Sea Inn is 100% private with five units serving up to 32 guests, indoor/outdoor lounging and dining areas, and an upstairs deck with westerly exposure. It’s the perfect setting on Siesta Key for your retreat, intimate wedding, reunion, or any large gatherings.
Leave the car behind and walk to the top beaches, eco-activities and dining including the highest rated seafood, ice-cream, daiquiris, and Siesta’s only waterfront dining. Fifty yards south is a limestone reef with tide pools, colorful marine life, miniature conch, chameleons, “usually” dolphin, and “occasionally” turtle, that is perfect for snorkeling, fishing, paddle-boarding and kayaking. If you prefer relaxation before activities you can wade in the warm gulf water, sun on the westerly facing balcony, swing yourself to sleep in the hammocks, or walk to town for drinks at the Daiquiri Deck, Sniki-Tiki, or Orange Octopus. Our beach boasts the calmest clearest water on the island and was rated “#1” and “The World’s Finest Whitest Sand” at the Great International Sand Challenge.
Each unit has a fully equipped kitchen and a grilling area downstairs. This property comes with a fully accessible owner/host “me”, reliable advice from local experts, no hidden fees or costs, easy booking and checkin, and whenever possible, free early/late checkin/checkout. It is the only rental offering of its kind on the key.
*Events or gatherings involving outside vendors or a headcount in excess of the combined occupancy rate are allowed with prior owner approval. A Location Event Fee of $2000 applies. A Guest based Event Fee of $19 per guest in excess of the maximum occupancy applies. A parent or guardian must accompany guests under the age of 21. *We do not allow cancellations and all reservation payments are non-refundable.