The Transparent Vacation Rental Management Company in Orlando, Florida

Our Services

All of the benefits of a big management company with boutique level services and prices. 

Industry leading technology

Rapid Response quotes, Instant Booking, Fully Integrated Marketing, and Daily Rate Management comprise of just a few ways iTrip leads the pack in tech.

No monthly management fees

That's right. If we don't make you money, we don't make money either. Pay for performance ensures you the highest dollar for every booking.

Premier Clean Guarantee

Click here to learn more about our updated cleaning process, crafted with guidance from the CDC, for our guest protection

Access to Big Data

Data allows us to know exactly what market rental rates are, and what areas are achieving the best performance. Integration with big data allows us to spend less time researching, and more time focused on the care of our homes.


Years of Experience


Happy Clients


Bookings Taken Each Year

1 Million+

Spent annually marketing our homes


Free HD Photography and Matterport┬« Virtual Tour

Our guests get exactly what they see online whether they view our homes on their phone, computer, or in Virtual Reality


Our happy clients



Vista Cay Resort
Vista Cay Resort


"I moved my rental property management last February from a local company to iTrip. I have been very pleased with the results and the excellent management from Mat and Penni Levine. They are very professional and have handled every issue promptly and efficiently. They have been aggressive in marketing which has resulted in higher rentals. Their management has earned top reviews from guests. I can truly say I don't worry about my condo and feel completely comfortable with their decisions. I highly recommend Mat and Penni as people who will be concerned and prompt in handling any issue that might arise in conjunction with rental property."

Serenity Resort | Clermont, Florida
Serenity Resort | Clermont, Florida


"Thanks again for all your great service. You guys kept our house beautifully and the photos you took Dan made our house one of the most viewed on HomeAway. I always knew I could count on you and I don't believe there is any company out there that holds a candle to you."

Calabay Parc | Davenport, FL
Calabay Parc | Davenport, FL

Jill from Tipton, OH

"The place is awesome. It was reasonably priced and close to everywhere we wanted to go. The amenities were nice and will/am recommending this to family and friends"
Windsor at Westside Resort in Kissimee, FL
Windsor at Westside Resort in Kissimee, FL

Erin from Easton, MA

"Rented the home for the month of January and it was AMAZING. The house is great and has everything you could possibly need for a relaxing stay. It felt like home but with the pool and the proximity to the parks it was also very much a fun vacation. Highly recommended and would stay there again without a second thought."

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