Property Management in Orlando, FL

Short-term Rental Property Management by iTrip

See what you can earn
YOUR LOCAL FRANCHISEE
The Hadaways

By Property Owners 
For Property Owners

At iTrip®, we’re all about personalized property management because we get it—we’re property owners, too. Your property is your income, and our location franchisees are invested in your success. Our boutique customer service ensures your questions are answered, your peace of mind is intact, and your property is expertly maintained. Plus, we partner with dozens of rental services to maximize marketing and keep your property booked.

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!
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Reasons To List With iTrip

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.
  • Competitive Property Management Fees  
  • Free Light Property Maintenance 
  • 24/7 Support from Local Property Managers 
  • Quick-response Systems that Automatically Send Quotes 
  • Free High-quality Photos and Videos 
  • Worldwide Marketing and Social Media Efforts
  • Exposure on 80+ International Online Listing Sites
  • Owners' Portal: Online Statements, Bookings, Updated Calendars
  • No Restrictions on Owner Usage

Your Orlando, FL Property Manager

iTrip Orlando
359 Sir Phillips Drive
Davenport, FL 33837

(888) 847-0086
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.
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Reviews and Testimonials From Property Owners
  • “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.”


    - Louise
  • “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.”


    - Jill from Tipton, OH
  • “Rented the home of 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."


    - Erin from Easton, MA
How To List With iTrip
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®.

Request your personalized revenue forecast to see what you can earn.

Questions? Let's talk.

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(888) 847-0086

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By requesting a revenue forecast or contacting us, you agree to receive communication from us regarding your request. This communication will be via email, phone call or SMS/text message. Standard messaging rates apply. Reply STOP to opt out.

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[email protected]

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iTrip Orlando
359 Sir Phillips Drive
Davenport, FL
33837

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Browse All Available Properties in Orlando
REQUEST A FREE REVENUE FORECAST

Request your personalized revenue forecast to see what you can earn.

Questions? Let's talk.

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(888) 847-0086

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[email protected]

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iTrip Orlando
359 Sir Phillips Drive
Davenport, FL
33837

powered by Typeform
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