I can only remember twice - both times to WDW; the first when I was 5 1/2 (kindergarten, March 1980) and 8 1/2 (3rd grade, April 1983).
DH's family (3 kids) used to go on vacation anytime they wanted, with only a note from them to the schools.
Now that we have a son, from 2017 until 2020 we drove from CT to Florida every February (obviously we couldn't go this year). It was a 2-week trip because we like to take our time and just enjoy the journey. We were able to pull him during the 2 preschool years, as there was no attendance requirement; we would go over the 2-week period that included President's Day and 2 extra days for "teacher professional development" when ALL of the schools were closed (the preschool followed the public school schedule). Now that he's in "regular" school, I'm afraid to do it next year. Even if we went at the same time, with those 3 days off, he'd still miss 7 days of school. We get a "threatening" letter (according to other parents) if our child misses 8 days in the entire year, and if he misses 10 days, we have to go to a class to be lectured about the importance of our child being in school. Doesn't matter if we write a note, doesn't matter if they consider it educational - which it is, IMO; this kid went into kindergarten knowing a LOT more about geography than most of his classmates!
Now that they have iPads and remote learning, though...I might try next year to see if we can still do it, because he'd be able to do his lessons that way. Maybe I should start preparing my presentation to the BOE now to get him excused!