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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.

Our company name gets us excited. We value the time you set aside to relax, make memories with your family, or set out on an adventure so we treat our selection of homes with care and make sure that when you book with us, your holiday life is just what you want it to be. We invite you to explore our website to learn more about our properties and rental experience. Don’t hesitate to contact us with any specific questions you may have!

View Rentals in Southwest Florida

Marco Island and Naples have been coined the “Paradise Coast” for a reason…come relax and unwind with us in a coastal beach house or luxurious resort condo.

Kentucky Bluegrass Region

View Rentals in Kentucky’s Bluegrass Region

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 PO Box 2334 Naples, FL 34106 +1 (239) 349-2494 info@theholidaylife.com

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