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RENT PROSPER LLC

21

hires

21

hires

Free on-site estimate


Management needs

Responds within a day


Thumbtack Guarantee

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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

Hired 21 times

Serves Winter Park, FL

Background checked

38 employees

17 years in business

Business hours

SunClosedMon9:00 am - 5:00 pm

Payment methods

This pro accepts payments via Apple Pay, Check, Credit card, and Google Pay.

Projects and media

10 photos

Projects and media

10 photos

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

Reviews
Good 3.6

33 reviews

5

61%

4

6%

3

0%

2

0%

1

33%

Customer photos

Customer photos

Showing 1-5 of 33 reviews
pro avatar
Dejan L.

3 weeks ago

The team at Rent Prosper has been a godsend! I inherited a few rental properties that I self-managed for a couple of years. Everything was fine... until it wasn't. First my handyman retired and good help for repairs was hard to find, then I had a clever tenant stop paying claiming it was due to lack of maintenance (for issues she never reported), and then some fraudster pretending to be a property manager moved someone into one of my vacant properties (taking their deposit and first month's rent). Rent Prosper turned everything around for me! I love owning rental property but I'll leave the management up to professionals!
pro avatar
Bryden K.

3 weeks ago

Helped me with managing a Casselberry rental house. Total professionals, do it all so I don't have to. Also helped me sell the property when I was ready.
pro avatar
Past Customer

Sep 20, 2021

From Google

Rent ProsperGreat property management company if not the best.I have worked with several property management companies in the past but no company like Rent Prosper. They are professional, knowledgeable with an excellent communication on every department of their team. They addressed any issues or concerns in a timely matter.I highly recommend them.
RENT PROSPER LLC's reply
Thanks for the great review Juan Carlos!!
pro avatar
Keith m.

Sep 9, 2022

Hired on Thumbtack

Most of my interaction has been with Michael and he has been great! Did renovations in my house that was very affordable (they have their own in house maintenance team so that’s a plus and money saver!!!!) everything has gone smoothly and hope to continue with rent prosper for years to come! Glad the tenants are happy with their home!

Details: Home(s) • One property needs to be managed • $1,000 - $2,500 • Vacant • More than 1 year

Property Management
pro avatar
Past Customer

Sep 22, 2021

From Google

Tried doing it on my own but dealing with tenants and maintenance was a real pain! So thankful for the team at Rent Prosper. They keep my property performing, handle all the messy stuff, provide good communication when necessary, and deposit my rent proceeds every month. Plus, my rent proceeds increase year to year! Couldnt be happier!
RENT PROSPER LLC's reply
Thanks for the great review Mrs. Bateman! Mwah!
Credentials
Background Check

Daniel Henry

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