I think I've got it worked out to a tee now... using Southwest Airines Vacations, if you depart on January 8th, stay 6 nights, and return on the right flight on the 14th, you can do Florida (including tickets) for either $1600 or just under $2100 for two people (depending on if you want to stay at All-Star or Port Orleans). Basically they're running some deal with Disney where if you stay over 3 nights and buy Magic Your Way parkhoppers, you save $100 on the hotel, and I've got it worked out where returning home on the right flight saves another $100pp on the airfare.
Doesn't matter though... still don't have the dough for it

(and if I did I'd be putting it toward the cruise, dammit!)
Hey Mrs.Nesbitt... any chance you can work it out cheaper? (Florida, I mean. Alex is dying to go again)