You'll only know when you call. For two weeks will be very difficult. You might get a day or two here and there. And you might wind up moving to several resorts for a two week period. It's much easier to get a longer stay at least 7 months out.
I called a month ago and OKW had no studios for my 3 night Oct stay. With OKW being pretty much the lowest point per night resort, it does seem to fill up quickly.
Sept is usually slower.... but I thought I'd share anyway! I was suprised that that far out only 1 resort (SSR) had all 3 nights available!
That could be a problem for you because DVC requires planning if you want a specific resort at a specific time. Otherwise you are only going to get when is left over.