Tallahassee property management Services
Own professionally managed rental properties.
Get the benefits without the headaches.
or call to schedule 850-601-8280
$10M+
UNDER MANAGEMENT
10+
YEARS EXPERIENCE
5.0
AVG REVIEW
What Others Are Saying
Here are a few of our happy customers!
"Thank you to Thom for your excellent service in the sale of our home. Thom communicated well and always had our best interest."
- Jennifer M.
"We had maintenance request for AC unit, the management were on it right away...."
- Pranav G.
"Pentwell handles our rentals with excellence and professionalism. They're always quick to respond when we have questions or concerns..."
- Ashley H.
What We Do
Comprehensive & Professional property management services for both new and experienced property Owners in Tallahassee, FL and the surrounding areas.
property maintenance
Elevate your property's value through our comprehensive property maintenance services, providing proactive upkeep, prompt repairs, & regular inspections to ensure optimal condition & tenant satisfaction.
Tenant Placement
Our throrough process ensures reliable occupants, fostering a profitable & happy landlord-tenant relationship for the long term success of your investment.
Rent collection
Simplify your rental income management with our seamless rent collection services, offering efficient payment processing & ensuring timely financial returns on your property investment.
Vacancy Advertising
Attract the right tenants & maximize your property's potential with our strategic marketing & advertising services, tailored to showcase your rental offerings & optimize occupancy rates.
Eviction Handling
Rest assured with our professional eviction handling services, navigating the legal complexities with precision &diligence to safeguard your property's integrity & financial well-being.
Property Bookkeeping
Simplif your property's financial landscape with our precise bookkeeping services, ensuring meticulous record-keeping, expense tracking, and clear financial insights for property owners.
What You Can Expect
Here are some of the benefits and common outcomes from working with us.
Hassle-Free Income
Experience the ease of rent collection & financial management, ensuring a steady & stress-free income flow from your property investment.
Eviction Guarantee
If we charge you a procurement fee for placing a tenant, and that tenant gets evicted, we'll cover the cost for our Attorney to process the eviction.
Simplified Pricing
Property management is notorious for nickel and diming property Owners. Our pricing structure is simplified and geared towards aligning with the Owner's interest.
Cancel Anytime
Most property management companies will charge unhappy property Owners a fee to cancel their agreement. We think that's just bad business.
Reduced Repair Costs
White we have a roster of great vendors, we also staff an in-house maintenance team. This typically allows us to get to requests faster and at a meaningfully cheaper rate.
You Keep the Late Fees
Many property management companies keep late fees if Tenants pay late. We don't think that's right. If a tenant pays late, that's on us and you'll keep the late fees.
The PROBLEMS We're SOLVING
Here are a few of the complaints we hear every day from rental property Owners
You Love the Idea of Rentals but Don't Have Time
You see the financial benefits that owning real estate can have for you and your family but you simply have the time to do it right.
You Have Tenant Issues and High Turnover
You have properties with high tenant turnover, disputes, and lease related challenges.
You Spend a Lot of Time Catching Up on Repairs
You find yourself spending A LOT of time making repairs on your properties and never seem to catch up.
You Have Tenants Who Always Pay Late
You have tenants who seem to have a crisis every time rent is due and can never seem to get paid on time.
You Aren't Sure If You're Making a Profit
You're constantly chasing down money and lack proper & consistent bookkeeping to get real time insight.
You Have High Vacancy Rates or Aren't Even Sure
You're rental properties seem to always have a a vacancy rate higher than 10% and you can't seem to fill them fast enough.
A Letter From Our Founder
From: Thom Holland
Re: Why you should choose us?
What a great question!
Many years ago, when my wife Kristi and I were broke college kids, we got our break when we managed to sell a small lawn care company I started to work myself through college.
We took every penny we had to our name (which wasn't many!), used a FHA loan, and put 3.5% down on an UGLY duplex here in Tallahassee.
That 2 bedroom, 1 bath, little duplex immediately changed our lives. Not only would we eventually sell it for more than double what we bought it for, but we immediately lowered our housing expense when we stopped paying someone else rent and started collecting it ourselves. Oh, did I mention that we also leveraged the equity at one point to buy another duplex and even a business?
....needless to say, I was HOOKED.
I had one problem, though. I couldn't find one single property management company who I genuinely felt would treat my rental properties in the same way I would treat them. Not ONE.
So, we set off on a journey that would lead us to start our own Brokerage and property management company. One that would manage other's properties in the same way that we'd manage our own. One that would invest in and build up people in our community and one that would strive to do the right thing; even if it was against our own best interest.
That's it.
That's why you should work with us and that's our promise to you - we will treat your investments as if we own them ourselves.
We certainly hope you'll consider speaking with us and giving us a shot at managing your hard earn investments!
Sincerly,
Thom Holland
Ready to get started?
Book a no-obligation discovery call.
© 2025 Pentwell | All rights reserved.