Our story
A Kissimmee family business that got tired of watching people get overcharged
Kissimmee Dumpster Rental Group started in 2014 with one roll-off truck, two containers, and a stubborn belief that a dumpster quote should be a single number that does not change. 11 years later we are still locally owned, still answering our own phone, and still quoting the same way.
How it started
Ray Santiago grew up off Michigan Avenue in Kissimmee and spent most of his twenties driving roll-off for a large regional hauler covering Central Florida. It was good work. What wore on him was the phone calls he could not do anything about — the homeowner in Buenaventura Lakes who had been quoted three hundred dollars by a call centre and billed five hundred and ten, the roofer in St. Cloud whose can never arrived because a dispatcher two states away had double-booked the truck.
In 2014 he bought a used truck, leased two containers, put his own mobile number on a magnetic sign, and started taking calls. The first month he did eleven jobs. The rule from day one was the one thing he had wanted as a driver: tell the customer the real number, including what happens if the load is heavy, and then honour it.
Where we are now
The yard is on South Orange Blossom Trail south of downtown, which is deliberate: it puts us inside twenty minutes of most of Osceola County, a straight run up John Young Parkway into south Orange County, and a clean shot west on US 192 or Interstate 4 toward ChampionsGate, Four Corners and the Polk County corridor.
We run a fleet of roll-off trucks and a container inventory covering 10, 15, 20 and 30 yard sizes. Dana Whitfield manages operations and scheduling. Luis Ortega runs dispatch and is the person most customers end up speaking to. Our drivers are employees, not contractors, which is why they know that Celebration means pavers, that half of Narcoossee has no street address yet, and that a Reunion delivery gets doubled plywood.
What we actually care about
The price does not move
You get a flat rate that covers delivery, the rental period, pickup and disposal up to a stated weight allowance. We tell you the per-ton overage rate before you book. If your load comes in under, we do not invent a fee. The only things that ever change a Kissimmee Dumpster Rental Group invoice are going over your weight allowance or keeping the container longer than you booked — and you will know both rates in advance.
We protect your property
Florida driveways are typically thinner slabs than the ones our industry standards were written around, and a huge share of the housing we serve sits on pavers. Plywood goes under the rails on every delivery. It costs us a few dollars a job and it has saved a lot of driveways. More on how we do that here.
We are honest about what we cannot do
We will not quote you a same-day container for Haines City at four in the afternoon. We will not tell you a 10 yard is enough for a full roof tear-off when it is not. And in the week after a hurricane, when every hauler in Osceola County is at capacity, we will tell you that straight rather than take a booking we cannot honour.
Part of Osceola County
We sponsor a youth baseball team at a park most of our drivers played on as kids, we run discounted containers for church and school clearouts, and after Hurricane Ian we spent three weeks pulling storm debris out of neighbourhoods around Buenaventura Lakes and Poinciana at cost. That is not a marketing line. It is just what you do when the county you live in is under water.
By the numbers
11 years on Osceola County roads
- 2014Year we placed our first container
- 4Container sizes in the yard
- 18Communities on our regular routes
- 6:30amFirst truck leaves the yard, Monday to Friday
Numbers only tell you so much. The thing we are proudest of is how much of our work now comes from customers who used us once and told a neighbour.
The equipment
Our own trucks, our own containers, our own drivers
Every container in our inventory is inspected between jobs. Rails get checked, doors get greased so they actually swing when you need to walk material in rather than throw it over the side, and anything with a sharp edge or a failed weld comes out of service.
It sounds like a small thing. It is not. A rear door that will not open turns a comfortable weekend cleanout into a shoulder injury, and a container with a torn rail gasket leaves rust marks on your driveway.
- Swing-open rear doors on all sizes so you can walk heavy items in
- Plywood carried on every truck as standard equipment
- Drivers call ahead before arriving, every time
- Placement photographed on request for remote owners
Answers