Thanks Everyone!
I am a bit more towards early May (or early Jan) now. My little DD is just 3 years old, going to half-day school. Her teacher said it is ok to take her out from school for a week. If early Jan I have the option to extend her Christmas vacation (say travel from Jan 5 - 12), but in May I have to take a solid week off.
If we go in Jan
Pro - cheaper (value season), lower crowds, extension of Christmas holidays
Cons - too late to book (resort, dining plan), cold/cool weather?
If we go in May
Pro - nice weather (but more rainfalls?), more time for planning?
Cons - a little more expensive, crowds?
jldunbar, we were in POFQ during Mar 16-24 this year. The resort was not packed, but the theme parks were. Especially my DD2 needs to take afternoon naps, we were really running out of times - queuing up for 120 mins to take picture with Little Mermaid, even It's a small Word requires 65 mins queue....