As far as your original questions, the deal with getting back the $10 sounds like it works better for you than the 100 points to be used by December. As far as financing, we financed our first contract through the DVC, and found it to be fine. Interest rates were competitive at the time. I have known other people who have put it on a credit card where they get miles or points or whatever...nice if you have the big "chunk of change" to pay off the bill when it comes due next month, which these people did. They literally put it on the credit card rather than paying cash to get the FF miles. Others have mentioned using home equity lines of credit to get the tax break.
As far as resales, we just purchased a second contract in November 2000 through The Timeshare Store, using Pat Spell as the broker, and everything went very smotthly, not a hitch, no problem whatsoever. This was tioght before Disney got really hot and heavy into their ROFR(Right of First Refusal), so maybe buying a reslae is a little more difficult now...I don't know.
As far as where you own...each property has its pros and cons.
OKW has the largest rooms, the ability to park in front of your room, the least expensive dues. It has a nice, but not spectacular pool area, so if that is very important to you, think twice before going to OKW. It is a nice, relaxed feeling resort. Bus service to everywhere, a little boat to DD. Some folks say they think the bus service is slow here, but I have never found that to be true. Rooms are decorated very "tropical-ly"...light colors, bright and airy.
BCV has smaller rooms than OKW, although still amply sized IMHO, for a vacation condo. They have Stormalong Bay(SAB)as ther pool, which is the best pool in WDW, other than the water parks. There is also a quiet pool located at the BCVs. It is also a great location, within walking/boating distance to Epcot and MGM, and within walking distance to the Boardwalk and all it entails. Bus to MK and AK. Rooms are decorated very "beach-y"...light colors...bright and airy.
BWV has rooms the same size essentially as BCV...again, smaller than OKW but still amply sized for a vacation condo. They have a better pool than OKW, but not as good as BCV. The pool has a curvy slide reminiscent of an old-fashioned wooden roller-coaster, and you come flying out the clown's mouth. I believe there is only the one pool for the whole complex, so it can get crowded. Again, you can't beat the location as far as walking/boating to Epcot and MGM, and being on the Boardwalk.Bus to MK and AK. Rooms are decorated very "seashore-y"...slightly deeper colors..lots of blue, but very pretty.
VWL has the same sized rooms as BCV and BWV, smaller than OKW. The main pool is very nice, with a waterfall and sort of hidden little inlets of hot tubs etc. There is also a quiet pool at the VWL side. The main poool also has a geyser which erupts every 30 or 60 minutes...kind of neat to see. There is a very serene feel to this resort...it's very quiet and peaceful. You take a boat to MK, buses everywhere else. If I had to say one thing, IMHO, the bus service here always strikes me as slower than at other resorts. It could be my perception, and I could be incorrect. Rooms are decorated kind of "rustically"...deeper greens and wine colors, but very cozy feeling.
Basically, the question DH and I aksed oursleves when deciding where to purchase as our home resort was this: If we could stay no where else for the next 40 years, could we be happy here?
We chose OKW due to the less expensive dues and cheaper point values. When we looked at all the resorts, we decided that we could be very happy at OKW if we stayed there every trip for the next 40 years. The BCV/BWV location was tempting, but at the times of year we go, we generally don't have a huge problem booking wherever we want to stay, so it hasn't been an issue for us. The only other thing I will say is that both my DH and I would agree that buying int the DVC was one of the best things we ever did.