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Property Description

Two properties in the Siesta Key Village just a short walk to Siesta’s best beaches and sure to provide a combination of fun and rejuvenation you won't find in other getaways!   This package can accommodate up to 12 people and includes a 3BR unit and an additional studio apartment two for down each located near the beach in the Siesta Key Village.  It’s the perfect setting for your retreat, intimate wedding, reunion, or any large gatherings.  Leave the car behind and walk to all of Siesta’s top attractions including the best beaches, dining, shopping and entertainment.  Units have indoor/outdoor patio lounging and dining areas, kitchens and grill areas. It is the only rental offering of its kind on the key. 

GERTRUDE’S VILLAGE PROPERTIES “AT A GLANCE” - Studio and 3BR/2Bath.
- Private entrance to Village’s World-Famous Dining & Entertainment.   
- Three Private Patios, Sun Lounging chaises & Alfresco Dining tables.   
- Award Winning Beaches, 20 Bar Restaurants, Walk to everything!
- Walk to Siesta Key Beaches and clear calm Azure Water & pure quartz White Sand.   
- Tide Pools & Sand Bars for lounging, sleeping, relaxing, or water sports.
- Best Sunsets in North America with 300-degree views of the Gulf.   
- 20 Restaurant-Bars, Live Music, Daiquiris, Oysters, stone crab, ice cream, fresh donuts.
- Kayak, bike, paddleboard, scooter, golf cart rentals.   
- Walk to Free Island Trolley & every activity imaginable.
- A one of a Kind Siesta Key Experience.

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

Events - Many of our properties are wonderful locations for gatherings. Gatherings involving third party vendors or visitors outside your occupancy limit ""might"" be permitted, but only with prior authorization."

Terms - Payments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. 

Travel Insurance--If you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.

Activities and Special Interests

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