You could, you'd have to check in again on the change day. Even better if you had the points would be to book the 2 weeks from the one account and the longer stay from the other account. It keeps you from having quite so many banked/borrowed points at risk, avoids the linking question and allows you to make the one reservation at 11 months out without having to wait until the 11 month window open for the second portion.
I see what you are saying. The problem is I will have to do banking and a little borrowing anyway because I will be doing the 3 studios only every other year. If I keep my two 50-point contracts, banking will give me 200, but two studios would cost only 140 points. Then if I bank the 60, I wouldn't be going back the next year to use them (except for in May which I don't want to use the June UY pts for that trip). I'm totally used to banking points as that is all we do now. If we have to cancel, we will use them before they expire or rent the reservation. I'm really thinking I don't want to go through the hassle of selling if this will work. Is my thinking off? This is assuming two 50-pt. June UY contracts and one 160-pt. April UY contract.
Year 1: May trip solo-186 pts (use 26 banked/160 current April UY points)
Year 2: early June or October trip with family-268 pts: 3 studios for 5 nights (use 100 banked/100 current/10 borrowed June UY points) + 1 studio for 7 additional nights (use 116 of current April UY points, bank 44)
Year 3: May trip solo-186 pts (use 44 banked/142 current April UY points, bank 18)
Year 4: early June or October trip with family-268 pts: 3 studios for 5 nights (use 90 banked/100 current/20 borrowed June UY points) + 1 studio for 7 additional nights (use 18 banked/98 current April UY points, bank 62)
and so on....
Basically, I would be using my June UY points for the family portion of the trips and saving my April UY points for our solo trips (including one that would be stuck on the end of the family trip). It just seems to me to be easier to tack on a solo trip to a family trip than to drive 9 hours home and back again at another time. I realize that I would have to check out and back in again, but would I have to move rooms?
All of your reasons for having one contract do make sense, and I may end up selling and repurchasing, but right now, this makes sense to me. I just hope that it is right. Please let me know if anything about this would not work at all.