Scott,
A fibreglass boat just isn't going to leak, period - except, as the others have said, through badly seated fittings and the like, which obviously need to be re-fixed. So limber holes don't belong here. A few drops of condensation can be mopped up.
An anchor locker (given that its bottom is well above the waterline )can have drain holes at the forward end and/or the after corners, depending on which way the bottom slopes. I think it's good to have all three holes, and get effortless, free sluicing of the anchor rode.