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The Old Man and the Sea Inn Unit A#




Siesta Key, , US

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Entire Apartment in Siesta Key,

8 guests · 2 bedrooms · 1 bathrooms









Min Stay:


Eight Steps to the Sand path #1 Beach in the Country! - Old Man and the Sea Inn 2BR (A). A Gertrude Rentals Property! Rated The World's Finest, Whitest Sand at the…
This is the Old Man and the Sea, a Gertrude Rentals property! This Key-West-style Victorian is just 8 steps to the sand path of Siesta Key’s best beach. We DON’T have thru traffic, commercial businesses, or public parking.  We DO have hammocks, dormers, westerly facing decks, gingerbread cutouts, brightly colored columns, tropical plants, al-fresco dining, the top snorkeling fishing and kayaking on the island, and a beach holding the title “Best Sand Winner” at the Great International Sand Challenge.  Perfect for travelers in search of that rare combination of uncomplicated-seclusion and the worlds best beach. The Location - Escape the institutional feel of hotel-condos and commerciality of Village shops, and sleep with Gertrude’s Old Man. No car required. Walk to the top beaches, eco-activities and dining including the highest rated seafood, ice-cream, daiquiris, and Siesta’s only waterfront dining. The closest beach is a cove with the calmest/clearest water on the island. 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 exploring by foot, snorkeling, fishing, paddle-boarding or kayak.  If you prefer relaxation above activities you can sleep on the beach, sit in the ocean, sun on the west balcony, swing in the hammocks, or walk to town for drinks at the Daiquiri Deck, Sniki-Tiki, or Orange Octopus. Each unit has a fully equipped kitchen, there is a gas grill downstairs, and you can find fresh fish at Crescent Market or catch your own nearby.History - The Old Man and the Sea Inn is a Key West Victorian dedicated to both my father Captain Allison Van-Lopik “Van” Jones and the Santiago character from the book with the same name. One believed in luck and one didn’t, only one had radar but neither had GPS, still both made a life on the ocean and with endurance strength and humility.Support Post Booking - I understand vacation time is precious and my job is to make sure you get the most out of it.  My number is the only contact information you need. My units are already at the top attractions on the island.  Cars are never required, but if you have one you get a private parking space. Check-in any day of the week at any time using your private door-code. No requirement ever at checkout. Free early/late check-in/check-out, whenever possible.  Never hidden fees or solicitations of any kind. No paper contracts and easy booking.  I’ll phone you to touch base after booking and the week vacation starts. Five days before arrival I’ll email instructions including your door-code address and guidebook. One day prior to arrival I’ll send you a “Reminder” email with all the same information.When you book with me you get a fully accessible and knowledgeable owner/host and reliable advice from a Google approved local expert. I can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, Eco-tourism, family friendly activities, or safe ways to lose your kids when you need a break. For the less extroverted, every booking comes with an unabashed guidebook detailing the property, all my favorite things to do in the area, and never any advertisements or solicitations. This is the only rental offering of its kind on the key.Cleaning - This is a 100% private unit, with a private kitchen, private laundry, private AC system, and private medical air purifier.  The unit is deep cleaned with the anti-virals, has its AC filters changed for each stay, and has a dedicated Medify brand medical grade germicidal air purifier system capable of cleaning air in units nearly 4 times this size, and yes everyone wears masks and gloves while working.  Further when you enter the unit you will see we have removed excess items like rugs, throws, curtains, and even knickknacks.Terms - *We do not allow cancellations and all reservation payments are non-refundable, however travel insurance is available to address any issue you might have.  *Events or gath


Bird Watching

Cable TV

Near Beach



Outdoor Shower

Gas Grill


Symphony Orchestra

Golf Course

$ 163

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4.5 (2 reviews)#














February 2021

Catriona B. This adorable place was the perfect venue for our 2020 Christmas do-over with our family. Just steps from the beach and close to everything, we could not have asked for more. Dan was super responsive and accommodating, and helped us enjoy a blissful few days in one of the most beautiful places in the country.


March 2021

We couldn’t have picked a better place to stay! Clean, bright, airy, and more than enough for room. Gertrude rentals went above and beyond every step of the way and provided more than we could even think about needing. We loved our week away from reality just steps from the beach.


Siesta Key, , US

Things to know

House rules

Check-in: 4 PM

Check out: 10 AM

Pets are allowed

No smoking

No parties

Health & safety

All Whimstay properties are professionally managed and verified

Carbon monoxide alarm

Smoke alarm