I used to pay allot. Full price for deluxe resorts etc. But now I try to get the best deals and a Disney Vacation will cost me anywere from $1500.00 to $2000.00, although in July and October, I think I did it for less than that. I still stay at Deluxe, but I rent points from DVC owners sometimes, also because we went enough days last year we became AP holders and then took a vacation using AP rates.
We also have a Disney Visa and I charge everything and then pay it up every month, so we usually have enough money for several meals. We've also gone enough that we are very picky about souvineers and stuff like that. This November it will be expensive, I'm taking my 8 y/o neice and having raised 2 boys, I'm going "girl" crazy and treating her to the spa, and the My Disney Girl Tea, and I'm sure she'll get totally spoiled.
My husband is a doctor, though, and I'm a SAM to two college boys.

BUT we are putting both through college, plus I went to college this year also for a one year webpage design class, so we really don't have money to spare. Without the vacations we'd go stark raving mad. Like one DIS'er put it, some people pay a shrink, I'd rather have fun at Disney. We just need time away from the stress. We don't exclusively do Disney, and our other favorite is Colorado.
DH also has to attend conferences every year to keep up points for a test he has to take every 7 years, so for at least two vacations a year we combine that with vacation and then part of it is paid for. Like in November, he's attending a medical conference Fri/Sat/ and Sun AM at the Boardwalk Inn Conference Center, then part of our trip will be paid for that way too.
I think it's a matter of creativity in planning and priorities in how you want to spend your money. The most important thing is that we have made wonderful memories for our children and that is the most important thing to us. We also never fly, also saves money, lots of "quality" time getting to do stuff and know your kids traveling for hours in the car. We also make our "trip" fun, not just drive wildly there and back. We stop at nice things along the way too. There's so much of the United States to see and enjoy that way, and it makes travel time fun and interesting for the kids.