Yes, you may have multiple DAS holders in your group. You will still only get 1 return time at a time assigned to the guests in your group. Since the system is electronic now, you cannot receive 2 return times linked to 1 DAS holder or any member of the group. Each member of your group can be placed on each DAS and you can choose who in your party is riding with which DAS holder.
Note – I only recommend more than 1 DAS if you know that your DAS holders will want to ride different rides or one might need a break while the other is still wanting to ride rides.