About iTrip Vacations Orlando

We treat owners like family

The iTrip Vacations team at the iTrip Global Summit - 2019
The iTrip Vacations team at the iTrip Global Summit - 2019

The iTrip Model

iTrip Vacations Orlando is a full service vacation rental management company located in Orlando, Florida. We are completely full service, meaning we specialize in the marketing, booking, cleaning, and maintaining of vacation rental homes. 

iTrip Vacations began in 2008 with one goal in mind: to provide better services to vacation property owners and guests at a lower cost than competitors. iTrip now manages properties in 135 plus destinations across North America. An international brand means that we receive many benefits such as iTrip's industry leading marketing platform and industry leading software. With the franchise model, we're able to provide boutique level management services to our owners, while still getting the benefit of a large corporation behind us. We pride ourselves on the level of personal involvement that we can give each of our owners, and the savings that come along with iTrip's technological achievements. Check out our services here.

With iTrip Vacations, your needs don't fall through the cracks. When our clients and guests are happy, we're happy. That's how vacation property management should work. Head to the Contact page to communicate with a iTrip Vacations Orlando representative and to receive your free iTrip informational E-Book!


The Team

iTrip Vacations Orlando is a true family business. We've grown from the ground up, and over the past 10 years have serviced hundreds of vacation home owners in the Orlando area. Dan and Karen Wachter, along with their children Keith and Kari, operate the business day to day with the rest of their experienced team. Together, we have years of experience and a strong focus on creating lasting relationships with our homeowners, and an incredible experience for our guests. Click here to read more about our story.

Keep Scrolling to Meet Our Team!

Dan Wachter

Dan Wachter successfully climbed the Corporate America over a 25 year career, working with or consulting to companies such as Titleist, Marlboro, Jim Beam, Armstrong Hardwood Floors, Formica, and many more. Although successful, he was ready for a change from the corporate structure, to becoming the decision maker, and he knew the opportunity that Orlando real estate had to offer. 10+ years ago he made the leap and hasn't looked back since. He's grown a fantastic business with over 100 happy clients, a compatible and hardworking team, and delivers on his promises with family values and clients in mind.

Barbara Robey

Barbara serves as iTrip Orlando's Operations Manager, overseeing cleaning, maintenance, and much more. She has served over 20 years in the hospitality industry, and has been with iTrip Vacations for the past 5 years. A winner of the 2109 Spirit of Hospitality Award from the Kissimmee Chamber of Commerce, Barbara has a true passion for customer service and guest satisfaction. Barbara's keen eye for detail, excellent organization, communication, and team focus has been crucial to guests and owner satisfaction, and our reviews and testimonials are there to back it up.

Keith Wachter

Keith Wachter serves as a Business Development Specialist with iTrip Vacations Orlando. His focus is connecting with homeowners to help them maximize their vacation home experience through excellent communication, and ensuring that homeowners get the chance to experience the iTrip difference. Keith was lucky enough to essentially grow up in the business and has been learning about the business and Orlando vacation rental industry since middle school. Keith's goal over the next 5 years is to take iTrip Orlando to new heights with more bookings and properties than the company has ever seen before.
Kari and her husband Joey Staley
Kari and her husband Joey Staley

Kari Ann Staley

Kari jumped into the world of vacation rental management immediately after graduating college in 2015. She began by completing small administrative tasks which then evolved into becoming a full time reservations specialist. She enjoys having the responsibility of setting the tone for guest experience when booking with our company. When guests have an easy and enjoyable reservations experience, it puts them at ease knowing that the rest of their vacation is in good hands. Kari looks forward to the future of vacation rental management as it is becoming more of a staple for vacationers across the country.
Dawn and her husband Bob Theriot
Dawn and her husband Bob Theriot

Dawn Theriot

Dawn joined the iTrip Orlando reservations team in 2018. She enjoys working with guests to ensure that their reservations experience is not only smooth, quick, and easy, but also enjoyable. No one has ever gotten off the phone with Dawn Theriot without a smile on their face!