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I am also wondering about this. We are flying SW and would also like to check in 24 hrs before our return flight to get an "A" boarding pass.
We fly SW all the time. You have a few options.
1) bring your Laptop and check-in at the 24hr mark. Reprint your boarding pass at MCO. (downside you have to be at your laptop at the 24hr mark)
2) Have the Resort or even the Park (if not busyat GuestRelations) check you in and print your passes .(downside none really just have to remember to have your confirm number with you).
3)Check in with a Web enabled CellPhone and then reprint at MCO.(this is what we have been doing for sometime as you can do it anywhere as long as you have a signal.) My last 3 off the top of my head are BTMRR,front of the Monorail heading from Epcot to the TTC,and Fantasmic.
4) have someone at Home check you in and then reprint at MCO.(downside you have to trust tem to do it.)
Now once you check-in thats the important thing it doesn't matter when or where you do the printing as long as the check-in is done.