Can this timer come on 2 or 3 times to water in one day?

Yes, on "Start Time" selection, you can program multiple start times per program (A or B).

Yes, you can set your controller to water the same area multiple times in a single day, should you so desire. Here's a video on how you can program the device: https://www.youtube.com/watch?v=_1tUrGAr-G4. You'll also want to watch the "Advanced Programming" video that comes right after it, too, since that one talks in greater detail about start times.