Ocean View 6BR (Two Units) in Siesta Key Village at Top Beaches Food & Entertainment – The Siesta Dr

Siesta Key, Florida, United States








This is “The Siesta Dreams”, a Gertrude Rentals property.  Leave the car behind at these Spacious, Fully Renovated, Ocean View 2 Unit Property. Rental includes a 3BR/2Bath Penthouse and the 3BR/2Bath Unit #1 below. You will lounge, dine and drink while you soak in sea breezes, ocean views, and the worlds best sunsets.  Rooftop-sundeck, private beach path, balcony dining, huge living room, and all of it Westerly facing.  Just 60 steps from Siesta Keys world famous beach.  Just 1 block to the best shopping, dining, and entertainment in the Village.  Sure to provide a combination of luxury and island-living you can’t get in other getaways. *For larger groups, ask about additional accomodations.

The Location – This will be “easy” just like vacations are supposed to be. Located on the highly coveted West side of Beach Rd. about 60 steps on a shell road to the beach path and just a one-block walk to all the best of the Siesta Village – fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts. The rooftop has views of Siesta Beach and the Gulf of Mexico with chaise loungers and al fresco dining. It’s just right for enjoying a quiet cup of coffee, good book, cocktail(s), or an al-fresco meal. The beaches here are the widest on the island, have panoramic views of the gulf to the North-West-and-South, and are the top spot in North America for viewing sunsets. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can swim or “often” wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin’s sand-dollars and “occasionally” giant-conch. This is the only spot on Siesta where you can go from the water to lunch or dinner and back to the sand without putting on your shirt and shoes. *For larger groups, ask about additional accomodations.

History – This property backs up to Tenacity Lane where Betty Boardman Kruse, our good friend’s grandmother once lived.  Betty won control of this beachfront Siesta Key neighborhood after a much publicized 7-year fight with a rival. That year the Sarasota Herald Tribune published an article about her victory headlined “Tenacity Wins!” and Betty named the street after it.

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.

Terms – *We do not allow cancellations and all reservation payments are non-refundable, unless beach access is legally closed and completely prohibited during your stay. We do not allow cancellations for diminished beach access or any guidance or recommendations from any source.  Travel insurance is available to address any issue you might have.   A parent or guardian must accompany guests under the age of 21. *Pets are welcome with payment of $290 pet fee. * Note: Home can only be rented one time per 14 days due to condo restriction. Look for weekly discounts of 25%!


Start Checkout

Book Now


To check current availability View Calendar


Siesta Key, Florida, United States
27.2723876 -82.5634074

Similar Properties

Ask a Question

This website uses cookies to improve user experience.
By using this site, you agree to all cookies in accordance with ourCookie Policy