I would go to the luggage carousel and take your luggage to the DME desk to be boarded below the bus. Be ready to pay an extra $5 per bag to tip the driver to load and unload your bags.
We arrive at 9 PM - by the time we get to the DME desk it will be close to 10 PM
Our choices are to go to a Value resort for our 1st night or stay at the airport Hyatt hotel.
IF we do the Value resort , we will get our own bags and bring them to DME.
The next day, we will wake up, have breakfast, and ask our luggage to be transferred, by WDW, for free, to our final destination - BW villa's.
Them take a bus to EPCOT. I assume the luggage will get to the BW by 5 PM.
If we do the MCO Hyatt, we will get our bags, have a good nights sleep, then go to DME the next day, and arrive at the BW villa's.
We could also stay at a hotel with a free airport shuttle, close to MCO, and again come back the next day, in the AM, for the DME ride to the BW villa's.
Either way you decide to stay your first night, please get your own bags and load them onto the DME bus.