Property Management in Orlando, FL

iTrip Orlando has vacation rentals throughout the central Florida region. Our local team offers short-term rental property management in Orlando, Davenport, Kissimmee and resort communities, as well as Little Harbor located near Tampa.

Travelers will find all the comforts of home when they book an Orlando condo or vacation house. Guests may browse condos suited for couples, small groups and single families. Many are in central Florida resorts that have pools, water features and scenic views. Multi-generational families and large groups will find homes offering nine-plus beds with multiple bathrooms, lounge areas, game rooms, in-home theaters and dining areas. Kids also love themed rooms featuring Disney icons, Star Wars, Marvel and other pop-culture favorites.

Kissimmee is located about 30 minutes south of Orlando and has fun activities, too. Area parks offers access to eco-tours, airboat rides, lakes, water recreation and Gatorland. iTrip Orlando manages more than 50 short-term rentals in Kissimmee, so guests have plenty of options based on their travel needs.

Vacation rentals in Little Harbor give guests access to exciting attractions, award-winning beaches, and quiet coastal communities along Tampa Bay, complemented by a vacation guide to enhance your exploration. Little Harbor Resort features a private half-mile beach perfect for lounging and sunbathing. In addition, Little Harbor Beach Resort and Marina offers 124 acres with three deep-water marinas, 330 boat slips, and everything needed for fishing trips.

Get more from your rental home and join our full-service Orlando vacation property management program today!

Integrated with

Lower Owner Fees

Keep more of your money, just by listing with iTrip.

Superior Property Marketing

Your property gets maximum exposure on up to 85 international websites.

No Markups on Maintenance

Because you shouldn’t get a $20 bill to change a lightbulb. And with iTrip, you never will.

Liz and Daniel Hadaway own and operate iTrip ® Orlando. The couple purchased the business in 2023, and both have extensive backgrounds in the vacation rental industry and specifically as part of iTrip’s corporate team. For more than 8 years, Daniel has served as iTrip’s VP of Marketing and Communications - overseeing the marketing of all 4,000+ short-term rentals managed by iTrip across North America. Before becoming an iTrip owner, Liz served as iTrip’s Product Manager - managing the company’s technical connections to software and relationships with booking partners such as Airbnb, Vrbo, Booking.com, etc.

They believe this unique understanding of the vacation rental industry and extensive expertise leveraging iTrip’s tools will allow them to offer best-in-class property management services, while also increasing booking volume, booking revenue, and overall satisfaction with iTrip Orlando.

Step one

Fill out the simple form below with some basic info about you and your property.

Step two

We'll reach out to gather more details, if necessary, and answer any questions.

Step three

You'll receive a custom revenue forecast that show exactly how much more you could earn from your property by listing with iTrip®.

Questions? Let's talk.

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