As far as I know they no longer deliver DME-tagged luggage that late. The official site states that you should pick up your bags at baggage claim and take them to the bus if arriving between 10pm and 5am. If I'm not mistaken I've also read somewhere that you can tag your bags when arriving late but they won't be delivered until the next morning, but I can't remember where I read that. They don't ship tags here so unfortunately I can't speak from experience.
We have had bags miss a connection, though, and those were delivered to our room at 7:30am the next morning. Given that there are no flights coming in that early from Washington they must've arrived very late the night before and Pop must've held them until morning.
Personally, even if we had the option of tags, when arriving at night I would choose to not use them and just take my bags on the bus because you're going to your room anyway. Picking up the bags really doesn't add much time at MCO and it saves you from being told 3 different things when asking when they'll be delivered.