If I had known about DVC 15 years ago, I would have bought it, even if I had to finance it. I realize that would have greatly reduced the actual "savings" aspect of buying DVC, but the other reasons in my case would have been; we would have had 15 years more of vacations, an improved quality of life, increased happiness, and would have had some memories with my family that you can't put a price on (my father died of cancer in 2005). So, I really wished I knew about it a long time ago, and it would have been worth it to me.
We purchased DVC in 2012. In 2011, I had booked our first "real" Disney vacation. We've had passes forever, but would only drive to the park and back home again. I had an annual pass since I was a kid, but we never stayed on site, my family would also eat outside the parks too, only had QS, snacks, or desserts in the parks, we never ate TS meals.
So in 2011, we bought a Tables in Wonderland card, and wanted to check out some of the resorts restaurants. We saw WL for the first time up close, we loved it. That night when we got home, I booked a vacation for DH's birthday the next month. I had a 35% discount for AP holder room only, and it was about $225 a night. After that we wanted to keep coming back and staying on site. We tried AKL also, and then Pop Century, then back to AKL, then another planned stay at POR. Within less than 6 months we had spent about $2800 on hotel rooms. I heard about DVC from a family we met at 'Ohana, but never followed up on doing any more research. I started looking into it more and more. I realized that we were just throwing our money down the drain - money we could have used on buying DVC, and I didn't want to stay at value resorts if we could afford not to.
Yes, it was a large chunk of money all at once. Yes there are maintenance fees. But, we plan on using our DVC a lot.
The cost of our maintenance fees approximately $900 a year (RATHER THAN $2800+ for our spending habits, at the rate we were planning, we would have easily spent $3500 for the year) we can book at the very maximum 21 nights in a value studio at AKL. Or doing various combinations, we can easily book 14 nights at very nice accommodations around the many DVC resorts we love. Deluxe accommodations for less than Value prices. I LOVE OUR DVC. We already got about $4800 worth of vacation since Sept 2012.
Plus, we saved $200 off each PAP last year when they announced the $399 deal. We bought 2 vouchers and 2 passes, total savings $800. Perfect timing for us.
If we didn't own DVC, I would probably go with renting DVC points. But in the long run, owning is more beneficial to us. Our break even point is about 4.5 years, that takes into consideration the annual dues. After that point, we will be saving about $2600 a year on our lodgings.