Lexington and surrounding towns are a unique taste of Americana - from regal equestrian estates to downtown cottages with lots of character, our properties offer an authentic Bluegrass experience. The Holiday Life offers upscale vacation and seasonal home rentals along Southwest Florida's Paradise Coast and in Kentucky's Bluegrass Region.
From Marco Island and Naples to Lexington, each of our beautifully appointed private properties offers guests a unique and authentically local experience paired with the service and amenities you'd expect at a fine hotel. The Holiday Life family is dedicated to providing the ultimate vacation rental experience to all of our guests.
From Marco Island and Naples to Lexington, each of our beautifully appointed private properties offers guests a unique and authentically local experience paired with the service and amenities you'd expect at a fine hotel. The Holiday Life family is dedicated to providing the ultimate vacation rental experience to all of our guests.
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About
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Casey Potter started The Holiday Life in 2013, after noticing a need for high quality, well-managed and easy to reserve rental properties in Naples, a favorite destination she visited often with family and friends. After a brainstorming session with her mom, Lisa, she quickly decided the Sunshine State was calling and left her career on Wall Street to begin managing a small handful of vacation homes.
Kentucky’s Bluegrass Region
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Famous for legendary horse farms, historic Bourbon distilleries and scenic drives through the stunning landscapes, Kentucky's Bluegrass Region showcases the natural bounty of the state with charm and genuine Southern hospitality.
Lexington, Horse Capital of the World, is Kentucky's second-largest city and offers a vibrant mix of shopping, historic sites, craft breweries, charming neighborhoods, distilleries, bourbon bars, and inventive farm-to-table cuisine culture.Visit the childhood home of Mary Todd Lincoln, the thriving Distillery District, and elegant Keeneland Race Course.
Lexington, Horse Capital of the World, is Kentucky's second-largest city and offers a vibrant mix of shopping, historic sites, craft breweries, charming neighborhoods, distilleries, bourbon bars, and inventive farm-to-table cuisine culture.Visit the childhood home of Mary Todd Lincoln, the thriving Distillery District, and elegant Keeneland Race Course.
Southwest Florida
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A natural and cultural gem tucked away in Southwest Florida, the Paradise Coast is where the Gulf of Mexico's turquoise water meets white sand, wild islands and downtowns filled with artful treasures, culinary delights and countless other discoveries. Explore Naples, Marco Island, Everglades City, Immokalee and Ave Maria and find your most idyllic Florida vacation.
Guest Information
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We recommend that you browse all of the properties on our website and choose the property that best fits your needs in terms of location, availability and specific features. Our online calendars are up to date and we do our best to keep the amenities tabs populated with current information on each property.
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