I think right now you can probably get most any DVC resort in Sept at the 7 month window. But, the problem is that you cannot plan the next 37 years based on "right now". Already, we are seeing problems in that people who own at BWV and are trying to get BW view rooms in early Dec need to call the right at the 11 month window because those rooms are lasting less than a day.
Crisi is right (isn't she always??!!). Basing your availability for the next 37 years on what is available today is not a good system. A LOT can happen in the next 37 years, schools can go to a "year-round" approach, leaving many families with vacations in Sept, WDW can start some really great "event" thru the month of Sept to "beef" up the time when attendance is the lowest, hurricanes can become such a risk that you are no longer willing to plan your vacation during that time due to the high possibility that you might have to cancel, or your life circumstances could change and you find that you need to go at a more popular time. When I am investing my money, I tend to be conservative....I think that is why the "buy where you want to stay" theory is so popular...it is the safe and conservative bet.
But, the other possibility mentioned by Crisi is DVC's expansion. If DVC can find a way to make timeshares off-property work, they most certainly will. I would definitely say that DL is going to happen, and maybe Colorado and Hawaii. That would be a LOT of members who regularly trade into WDW. That could also really "skew" things.
I can foresee a time when "trading" points between members becomes a reality for those wanting to book outside their home resort...esp. between some of the smaller resorts.
Also, as much as DVC seems a big expense initially, the biggest cost of DVC comes with the annual dues. Even though VB goes for much less on the resale market, the difference in dues will make it much more expensive in the long run. It is also much harder to sell if you decided to sell at a later date. And, if the meteorologists are right, Fla will see many more hurricanes in the next 20 years. I think VB owners might see assessments in the future.
It's your money...do what makes you happy....but, I wanted to offer another opinion.
Beca