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RENT PROSPER

Free on-site estimate


Management needs

Responds in about 10 min


Thumbtack Guarantee

If you hire this pro, you’re covered by a money-back guarantee. Learn more

If you hire this pro, you’re covered by a money-back guarantee. Learn more

About
Owning rentals shouldn’t mean sleepless nights. Finding good tenants, collecting rent, handling repairs, and dealing with late-night emergencies—it’s a lot for any property owner. That’s why we built Rent Prosper: by landlords, for landlords. After owning and renting thousands of properties over the last two decades, we created a proven system to protect and grow your investment. At Rent Prosper, we understand how important your rental property is. It’s not just real estate—it’s your investment in long-term security and freedom. Trusting someone else to manage it is a big decision. Our team is loyal, reliable, and solutions-driven. We do the right thing, handle the headaches, and keep improving so you don’t have to worry. Put your trust in us—and let Rent Prosper give you more peace of mind. © Rent Prosper LLC – Florida Licensed Real Estate Broker
Overview

Serves Winter Park, FL

Background checked

40 employees

17 years in business

Business hours

SunClosedMon9:00 am - 6:00 pm

Payment methods

Ask this pro about their preferred payment method.

Services offered
Property type

Homes

Apartments

Number of properties

Multiple properties

Single

Monthly rental income

< $1,000

$1,000 - $2,500

$2,500 - $5,000

$5,000 - $10,000

Projects and media
Projects and media
Reviews

Customers rated this pro highly for professionalism, responsiveness, and work quality.

5.0

1 review

5

100%

4

0%

3

0%

2

0%

1

0%


pro avatar
Marta G.

4 weeks ago

I have been with Rent Prosper since 2010 before they were even established as a major LLC, and they have consistently exceeded my expectations. They are incredibly reliable, professional, and thorough in every aspect of property management. Their tenant vetting process is excellent, and they take exceptional care of my property, which has now become properties! They are always on top of repairs and offer fair, transparent pricing for everything from appliance replacements to major work: electrical, plumbing, floor replacement, etc. Because I don’t live in Orlando, I would not have been able to rent my properties without their outstanding support. I have complete confidence in their work and trust their recommendations for repairs and improvements. I would highly recommend them to anyone looking for a professional, fair and responsible property manager.
Credentials
Background Check

Daniel Henry

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