The straight answer first, because it belongs here rather than three emails into an estimate: we have not delivered a project inside Osceola County yet. What we have built sits in the counties on either side of it — four in Polk, eight in Orange — and several of them are a shorter drive from Kissimmee than they are from our own office. This page exists because the county is inside the area we cover without a travel charge, not because we are claiming work in it.
Where the permit goes depends on the address more than on the scope. Kissimmee and St. Cloud are incorporated, so work inside their city limits is submitted to the city; the rest of the county goes to the Osceola County Building Department. The drawing set is the same either way. The queue is not, and that is worth settling before a start date is promised rather than after.
The longer wait here is usually not the permit — it is the association. Osceola is dense with them: Poinciana is run by one of the largest homeowner associations in the state, and Celebration reviews exterior work to a standard most boards do not attempt. A fence height, a gate style or an exterior color can all need board approval before a single item is ordered, and we prepare that submittal as part of the scope. A fence built to a color the board then rejects is a fence built twice.
One piece of local geography that decides paperwork: Poinciana straddles the Polk line, so an address there can fall under either county depending on which side of it the property sits. It is the first thing to check on a Poinciana job, and it changes the building department, not the work.
Polk County is the next one over and has four projects on it, including the closest to Kissimmee.