I'd like to try something new, so either an entirely diff. waitlist for the whole stay or the whole stay at AKV are our options.
Have you considered looking at SSR or OKW? I haven't stayed at SSR, but we *love* OKW. So much so that we're quite bummed we couldn't have bought it, instead of Bay Lake. The rooms are so big, the grounds are pretty... And they generally have more availability b/c they are bigger than the places you're currently looking at.
We stayed at Jambo House at the end of our first WDW stay. It was...something I personally don't care about doing again. DS loved seeing the animals from our balcony, but to me it was birds and cows. Sure, fancy birds and cows, but still. Some giraffes, too, I suppose. Giraffes are cool. The place is big and dark and IMO gloomy (noting that we were there during the nasty cold snap in December, and that I have problems seeing in dim light ever since I had Lasik done), and the staff was just incredibly incompetent for our stay.
I personally would just go with one solid stay at OKW or SSR, if one of them is available, especially for a shorter visit.
Split stay:
Our visit was 17 days, we started at CBR for 2 nights to sleep off the jetlag, moved to a 2 bedroom at OKW for 4 nights, moved to a 1 bedroom there for 4 nights once our extended family had gone home, then over to Universal for 3 nights, then to Jambo for the rest. We did have a car. We did not have separate bags. We *did* unpack thoroughly each time.
And it was fine enough that we're doing it in September (Hyatt for one night, 2bedroom OKW 4 nights, studio at BW 1 night (low points situation), back to OKW 1 bedroom then over to Universal.
But that was a long stay, and it felt like the time was there for the change days. With your stay, especially if you'll have extensive groceries, I would really try to go for just ONE place.