Look hard at the 6 seat requirement. How often would that happen? What percentage of flights?
The planes you mentioned in the OP won't go far with seats filled with real folks. Maybe the leg lengths you have in mind are short enough, but figure about 2 hours aloft with IFR reserves.
I don't have any experience in the V, having only flown the I II and III. They flew OK by me and had decent short field performance. No Baron time, but did spend quite a bit of time in a travelair and it had lovely flying qualities, just like a twin engine version of the early bonanza.
My recollection of the little 6's vs the big 6's was, the little ones in Senecas were more spendy to keep going. The 470/520/550 is a tougher beast when compared to the 360.