We bought
DVC in 2011, kids were 7 and 4. We stuck to the school calendar best we could, but would maybe take them out a few days here in there in elementary school, like add a day at Fall Break, but never a whole week. The one time, 2013, we did take them out 4 days, our DS who never gets sick, got sick after that, and used up all his absences for the whole year by Thanksgiving.... We decided never again for that. We just follow the school calendar.
Definitely when the oldest started middle school, we stopped taking them out. Absences for vacations are not excused. We started going only on school holidays, and as soon as the kids got out of school for summer. Many trips were picking them up from school and hitting the road.
We always drive, and need a whole day each for down and back.
We generally didn't like the crowds at Spring break, so haven't done that in many years, but we currently have a trip booked for this March, so we'll see how that goes....also have a fall break trip in Oct scheduled.
Our favorite time to go became late May/early June, which luckily for us in TN, they get out before Memorial Day. We also did lots of Thanksgivings, but now that the DVC AP is blocked out most of the week, that's out. Our other go-to is Fall Break, which often falls around Columbus day. Kids are out a whole week here, finally. Used to be only 2-3 days. When we lived in Louisiana, we often came during Mardi Gras.
So , we adjusted to following the school schedule, and yes, that meant crowds.
We've suffered through the school calendar for all these years now, and we CAN"T wait until we don't have to be tied to it. But you can make it work.