DME luggage service stops at 10:00pm and resumes around 5am. Here's why many suggest not tagging your bags if you arrive after 6ish. You will arrive at your resort about 70 mins (give or take) after you leave the gate area...not from the time you land!!! If you were to land at, say, 6:30, you could expect to be at your resort by 7:45ish. Your bags can be expected in your room 3+ hrs after resort checkin...so that would be any time after 10:30 or so. If you land at 8, that means you won't get to your resort until around 9:15-9:30. Bags might not get to you until after midnight. If you're at a value, that could be an issue since their luggage assistance CMs tend to not work at that time.....almost a skeleton crew if anything. You could tag the bags and then ask that they be held until the next morning. Then, go to Luggage Assistance and have them moved to the next resort.
Any bags that arrive at MCO after 10pm won't be touched by DME CMs. They will, most likely, go to the baggage claim area, go around and around on the carousel and then be taken off and put aside for pickup the next morning.
If it were me, I would not tag the bags. I would go to baggage claim and get them and then take them to the DME bus with me. Be aware that the driver will expect a gratuity for handling the bags.