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Vacation Rentals Made Simple

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As a premier destination for both property owners and guests, we specialize in curating unforgettable stays and maximizing rental revenue. With a dedicated team of local experts and a passion for hospitality, we strive to create seamless experiences for both homeowners and guests alike. Unlock the full potential of your property or find the perfect getaway; you can trust us to deliver unparalleled service and satisfaction. Welcome to the start of your unforgettable journey with The Simple Life Hospitality. 

The Simple Life Hospitality Brand

At The Simple Life Hospitality, we understand the significance of hospitality symbols, particularly the pineapple. Originating from colonial America, the pineapple has long been associated with warmth, friendship, and graciousness. When hostesses would present a pineapple to guests, it signaled not only their generosity but also their desire to ensure guests felt welcome and appreciated.

Driven by a dedication to excellence and a deep understanding of the evolving needs of the hospitality landscape, we are confident in our ability to make a meaningful impact in the lives of those we serve. We embrace the timeless tradition of the pineapple as a symbol of our commitment to providing guests with a warm, welcoming, and memorable experience. We strive to create an atmosphere of genuine hospitality and friendship, ensuring every guest and owner feels cherished and valued.

We have been featured in:
Accolade-Inc 5000 fastest growing private companies

Ranked #291 on the prestigious Inc. 5000 Fastest Growing Companies list in 2023, The Simple Life Hospitality stands as a beacon of steady progress in an ever-evolving vacation rental industry. Our deliberate and thoughtful approach to hospitality management has earned us recognition for our unwavering commitment to quality service and sustainable growth. 

At The Simple Life Hospitality, we take pride in our work, knowing that every endeavor we undertake contributes to the success and satisfaction of both homeowners and guests alike. With a focus on maximizing the earning potential of second homes and investment properties, we empower homeowners to unlock the full value of their assets while providing guests with unforgettable experiences. 

Stress-Free Rental Management

Superior Guest Experience

Unlock the full potential of your property and explore new income avenues by joining forces with The Simple Life Hospitality. As a leading Short-Term Rental management company, we offer comprehensive services tailored to meet your unique needs. From meticulous property care to strategic marketing, trust us to maximize your returns while ensuring peace of mind

Experience true hospitality with our unrivaled guest services. Benefit from seamless check-in/check-out procedures, complemented by round-the-clock dedicated guest support. Enjoy the convenience of instant online booking and effortless payment options, guaranteeing a stress-free start to your vacation.

Property Owner Testimonials
Why let your vacation home sit empty while the bills continue to pile in?

Renting out your second home for short-term rentals offers numerous benefits. Not only does it generate additional income, but it also allows for flexible usage of the property. With short-term rentals, you can capitalize on peak seasons, minimize vacancy periods, and potentially offset ownership costs.


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