As far as I can see from the lua code (I could be wrong), for every crit increasing ability you have, it gets seperately checked if you crit. If yes, the dmg ammount gets increased by the multiplier. So if you have 3 Items:
dmg=100
15% for Item A Crit, if yes, dmg * 2
10% for Item B Crit, if yes dmg * 3
20% for Item C Crit, if yes dmg * 1.5
So yes, you can have multiple items critting at the same time, and the multipliers all stacking.