NEW LISTING! Pool, Beach, Oysters, Ice-Cream Drinks Shopping Live…The Village Breeze

Siesta Key, Florida, United States








This is The Village Breeze, a Gertrude Rentals property.  No car required!  Enviable location on quiet street, with heated Pool, near Beach, but just 250ft to the world famous Siesta Key Village. A true favorite of initiated guests, and sure to provide a combination of fun and rejuvenation you won’t find in other getaways. 

The Location – The possibilities are endless!  Enjoy the best Beaches, Seafood, Drinks, Ice-Cream, Shopping, Oysters, Live-Entertainment, fresh-Donuts, Daiquiris, big-Breakfast, and the Coldest-Beer on the Island.  Rare secluded street in the heart of Siesta Keys world famous Village. Just a short walk to two of the best beaches on the planet and only 250 feet to all the best of the Village. One of only four units in this building. The beaches at this location are the widest and have panoramic views of the gulf to the North-West-and-South and are the top spot in North America for viewing sunsets. 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. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. This is the only Siesta neighborhood where you can go from the water to lunch or dinner and back to the sand without putting on your shirt and shoes. 

Possible Itinerary – Wakeup, decide if you will wear shoes today, then head to Sun Garden Café for a Crab Cake Benedict. Theirs is the best and they serve breakfast til 12 so there’s no rush.  Eat there Al Fresco, return to the pool, or walk over to the beach and look for dolphins, swim, bike, or just or just go back to sleep. This is a special spot so exploring a little will be worth your while. I like wading out to the sand bar at low tide.  Bike rides on the beach are also amazing.  Bike south to check out Point of Rocks or north and east to Big Pass. I usually skip lunch and have a 3PM happy hour meal at SKOB or the Hub, after drinking my fill I grab a real dinner, then walk back down to the beach to watch the sunset and digest.  The sunsets are amazing, it’s what leaf season in the north would be like if it happened every day, and if they had dolphins and great weather there.  Now it’s dark and you can go out or go to bed, but you have to make a decision. While deciding consider my grandmothers advice “Life is a string of pearls and you never know how many you have left.”- GVLJ

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 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 involving guests that are not members of your party are not allowed. A parent or guardian must accompany guests under the age of 21. *Pets are welcome with payment of $140 pet fee.


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Siesta Key, Florida, United States
27.2780910999 -82.5634321

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