This is the Poor Boy, a Gertrude Rentals property! This budget accommodation is just 8 steps to the sand path of Siesta Key’s best beach. The Poor-Boy unit is perfect for travelers in search of all the best the island of Siesta Key has to offer but on a limited budget. Tastefully decorated, fully appointed, and immaculately cleaned but with less refined moments than our other units. If you’re looking for a beach lovers paradise and aren’t too fussy to endure – 1) an unglamorous main entrance next to the laundry room, 2) JUST ONE PARKING SPACE, 3) scratched tiles, 4) Formica counters, 5) mismatched fridge and stove colors, and 6) the POSSIBILITY YOU’LL HEAR the footsteps or conversations from the unit above you then the Poor-Boy is perfect for you. This 2BR/1Bath is offered at a 1BR price, sleeps up to 8, and features a one king BR, one bunk bed BR, and one sleeper sofa.
The Location – 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. 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, relax on your private patio, 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 the Village Market or catch your own. It’s a vacation, sleep with the Poor Boy.
History – The Poor-boy unit is on the Old Man and the Sea Inn property and its name is based on the boy character that fed unlucky Santiago in the book of the same name as the inn. Formerly an owners apartment, I began offering this unit publicly to accommodate guests with mobility issues and families who couldn’t normally afford Siesta Key, but were desperately in need of a vacation.
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.
Terms – *Pets are welcome with the payment of a one time pet fee. *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 to events. A Guest based Event Fee of $23 per event guest in excess of the maximum occupancy applies. Events can only be scheduled by reserving every unit on the given location. *A parent or guardian must accompany guests under the age of 21. *We do not allow cancellations and all reservation payments are non-refundable. *Pets are welcome with payment of $90 pet fee.