You have enough when you begin to regret "having" to go to Disney.
Never buy thinking, that when you tire of going to Disney World you can visit all those hundreds of places your agent will sell you on. It is not that easy. Using DVC for anything other than a DVC resort is definitely not a good financial decision.
The thing to consider and many others have mentioned this before, going to Disney World and just using your timeshare is no fun.
Paying for DVC is only a small portion of what you will spend. Cost to get there, tickets and food are really expensive and as Tiger said when you begin to add up what you spend being a member it can be huge amount of money.
For 80% of the years we have had our DVC I felt it was worth the initial cost and dues. But now dues are higher and I see less quality in the purchase. Rooms are not as clean, nor as well maintained.
Disney parks does not do as good a job of keeping things clean and maintained. We experienced numerous breakdowns during our October trip. In early years of our going we would hear of people getting stuck on a ride or a ride being down, and we would go "gee that never happens to us". In the last 4 trips we have experienced several rides broke down and have gotten stuck way too many times for comfort.
I was majorly disappointed in the reduction in Christmas decorations last Dec. compared to previous years and disappointed in the lack of Disney caring if some guests attend
MNSSHP without purchasing a ticket. My enjoyment of my DVC purchase is greatly tied to how much I enjoy the parks. Sadly going to Orlando and just staying in my condo is not very much fun. I just don't feel the cost to enjoy DVC at Disney World is giving me as much return on the investment.
I am glad we got the years out of our purchase we did, if I was looking at it now, I would definitely not buy.
The only points I have never regretted owning are the ones at Hilton Head Island. I could honestly go there and never leave the resort and be very happy. Same with Vero Beach.
If the rumors are true that DVC is going to change the benefits and perks for those that buy resale, we will all be stuck with those points we wish we could sell.