Thanksgiving in a Key West, FL Vacation Rental

In honor of the Thanksgiving holiday, Vacation Homes of Key West (VHKW) is showcasing a few of our favorite kitchens and dining rooms from homes in our exclusive vacation rental inventory. If you love to cook, imagine the fun you can have preparing Thanksgiving dinner with your family and friends in the privacy of ‘your own home’ while on vacation. Our vacation rentals offer guests a chance to feel at home, while away from home, and preparing meals and eating together while on holiday is one of the nicest ways to make memories for a lifetime.
This illustrates one of many benefits that comes with staying at one of our Key West vacation rentals vs. a hotel room. This glimpse of gourmet kitchens and wonderful dining areas is just a taste of the many special features offered in homes available for rent by VHKW. Most of these homes are reserved 6 months or more in advance of upcoming holidays, so it’s not too early to make plans soon for next holiday season. Cheers!
Tropical ~ Tranquility
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Tropical ~ Tranquility4 BR 3.5 BA
Sleeps 8 Few places exist where you can ride the fine line separating a secluded tranquil luxury villa, and the Heart of Old Town Key West. It may sound like a poetic abstraction, but for this masterful property with 5-Star amenities, the distinction is definitely real. |
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Key West Wabi Sabi ~ Weekly Rental
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Key West Wabi Sabi4 BR 3.5BA
Sleeps 8 ![]() Undeniably adorable, Key West Wabi Sabi vacation rental is a celebration of authentic cottage style island living. Built in 1930, the front of the historic wooden plank house is held to vintage form with loads of original details, complete with welcoming front porch and saw-tooth tin roof. |
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Seaport Treasure Estate ~ Monthly Rental
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Seaport Treasure Estate6 BR 6.5 BA – Sleeps 12
2 Houses plus Guest Cottage = Private Residential Resort ![]() Three historic dwellings are seamlessly joined to become one luxury Key West rental estate, just steps away from the Historic Seaport boardwalk. A combination of unique design elements impart that elusive je ne sais quoi of island architectural history. |
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The Caroline House Estate ~ Weekly Rental
Offering Two Full Kitchens & Large Formal Dining Room




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The Caroline House Estate5 BR – 3 BR Classic Victorian House plus 2 BR Caribbean Bungalow
Sleeps 10 An exceptional degree of refinement was reserved for the sophisticated renovation and décor of this circa 1930’s Key West Victorian house plus Caribbean bungalow cottage. Displaying a perfected tropical style the architect and designer artfully intertwined a romantic look-back into architectural history with a superior eclectic cosmopolitan island charm. |
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