My sister has points at a handful of resorts and it's an equivalent drive to meet her in Orlando as her home, so I've stayed or visited in a handful of the
DVC resorts (BCV, AKV, BLT, SSR, VGF). In contrast, my wife and I have at times either stayed off-site or at a value resort (Typically the All-Stars)
I have rental points set up for a trip in May for OKW, but wanted to try for the lower-point options at AKV or BWV to no avail. The experience of booking was straightforward, but it seemed challenging to work back-and-forth on availability with the broker. I should have borrowed my sister's log in to see availability before submitting my request to streamline the process a little.
Also, at least the broker I used had a minimum number of points for the rental, which worked out for this trip, but wouldn't always for our travel patterns.
What left me inclined to buy is my most recent trip down around Columbus Day. I decided that I would really like to go to F&W about every other year and really appreciated being able to walk to Epcot and HS. (I was staying in BCV for the days I went to Epcot)
My wife's general criticism of any timeshare is needing to commit to the trip way in advance, but buying seems to have more cancellation flexibility than renting - assuming a smart choice of UY relative to when we're likely to go.
That said, I think it makes sense to stay at different resorts and maybe even tour some of the others while you're down there. For me, I learned:
* I didn't appreciate SSR or VGF at all: I could be just as happy being off-site
* Having dinner at the Polynesian made me less inclined to stay there, the theme isn't my style
* I *love* the theme-ing at AKV but not the perceived remoteness
* BLT feels very much like a nice hotel with a convenient location and less like a resort, to me