They said they would only do a side B drop-off even though SW was on side A. We had utilized Resort Airline Check-In for all our bags & so also already had the boarding passes (really love RAC), so going from B to A was no hassle for us as we never had to stop at check-in.
Carrying twin babies & six suitcases it would be a hassle (anything would), but it's really no big deal as DME drops you off with plenty of time to spare & MCO has a frequent monorail that runs between B and A. We were still well over an hour early for our flight when we got to the gate, & traveling with my elderly mother, we weren't fast.
If you want luxury, pay for a limo, but DME was comfortable, timely & more than adequate to meet our transportation needs.