It's hard to say. My luggage on a Friday morning took about three or three and a half hours (I know because I accidentally packed something in checked luggage that I could not leave the hotel area without, so I waited).
I know one DME booster whose luggage arrived after they checked in and sometime while they were at the pool, so they don't know how long it actually took.
I suppose you COULD tell Bell Services you'd like your luggage delivered no matter WHAT time it gets there, but if it hasn't gotten TO your resort and been sorted for delivery to the rooms, well, your checked luggage can't be delivered to your room until it's AT your resort.
If you really, really want your luggage with you that night, you might want to consider not attaching the DME tags and instead, claiming your own bags and bringing them to the bus yourself.