Not sure that's do-able. Airports typically won't accept luggage without a person attached (so to speak) also in the airport. And you can't use the
DCL onboard check in for your flights if you're not using DCL transfers. There's no place at airports (any longer) to store bags.
I know there is "just luggage" transfers available from WDW resorts to port, but don't know about port to MCO.
Your car service won't hold your bags while you're using them?