Availability details can be found on the Gertrude Rentals website.

Book Direct through Gertrude Rentals for maximum savings and service!

Property Description

Rare! Newly remodeled 100% Private Key-West-style Victorian with hammocks, lounging, decks, sunsets, sand-bars and tropical plants.  Just 8 steps to sand path of Siesta Key Beach and a short walk to kayaking, snorkeling, dining, bars and live entertainment. 

THE OLD MAN AND THE SEA INN (D) “AT A GLANCE”
- Beautifully remodeled Apt in beautiful Victorian-beach-house
- Eight steps from yard to sand path of best beach on island
- Hammocks, alfresco-dining, westerly facing deck, beautiful grounds
- Rare 100% unspoiled spot, but steps to heart of island
- Best sunsets in North America
- 300 ft to reef and best snorkeling, shelling, fishing, paddle-boarding
- 300 yards to best seafood, ice cream, daiquiri bar, tiki-bar, beer house
- 12 dining options within 0.5 miles, 3 waterfront restaurants within 4 miles
- Two minute walk to Siesta Breeze free island trolley
- Boat, bike, jet-ski, marina and other rentals nearby
- Ideal streets for quiet strolls, jogs, bikes, dog walking

The Old Man and the Sea is 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 I will make sure you get the most out of it. My number is the only contact information you need. My units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. Check-in any day of the week at any time using your private door-code. No requirement ever at checkout. Free early check-in when possible. Never hidden fees or solicitations. Every unit including this one is available for instant booking.

When you book with me you get a fully accessible and knowledgeable owner/host and reliable advice from an 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.

**Events - only with prior approval.

Activities and Special Interests

This property provides access to the following activities and special interests: