We have a proven track record of maximizing rental revenue and providing top-notch guest experiences, you can rest assured that your home is in expert hands.
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.
At The Simple Life Hospitality, we embrace the timeless tradition of the pineapple as a symbol of our commitment to providing guests with a warm, welcoming, and memorable experience during their stay. Just like the pineapple, we strive to create an atmosphere of genuine hospitality and friendship, ensuring every guest and owner feels cherished and valued.

Our team of seasoned professionals is ready to support you at every turn, from onboarding specialists to homeowner relations, operations managers, cleaning personnel, and beyond. Our staff stands ready to cater to all your needs.

Our Guest Services Team is available around the clock, every day of the year. No need to worry about managing guest calls. Our Wisconsin-based 24/7 guest services team is prepared to address any inquiries your guests may have, serving as their primary point of contact.

We use dynamic pricing strategies to optimize the profitability of your vacation rental. Collaborating with a vacation rental revenue consultant, we devise tailored strategies aimed at maximizing your earnings.

We facilitate the acquisition of the State and County permits necessary for your Short-Term Rental property.

In addition to showcasing your home on our primary website, we've extended your property's reach by listing it on Airbnb, VRBO, Booking.com, Whimstay, and more.

One of the keys to the success of our property management program is our investment in home automation and security. We provide each home with an electronic Wifi lock that is integrated into our software system.
Experience top-notch vacation rental management with The Simple Life Hospitality, bringing you a decade of property management expertise. Our comprehensive program includes a user-friendly owner’s portal, maintenance coordination, housekeeping coordination, and a dedicated team of guest services specialists. Benefit from a fully committed marketing department, ensuring your property is listed on leading websites like VRBO, Airbnb, Whimstay, BnbFinder, Hopper, Booking.com, and Rentalz.
Enjoy full control over your property without the hassle of self-management. Our services guarantee the best return on your investment, with the assurance that your home is cared for as if it were our own.

CONTACT US TODAY!
+1 888-980-1355

LOCATION
We have team members located in Door, Brown, Dane, and Walworth Counties