VMC on top
I ruled out the Bonanza & Saratoga on cost grounds, the Beech will cost you a fortune on maintenance while the Saratoga is not so fast and will burn a lot of fuel per Mile. The Beech is a quality aircraft, a joy to fly but only makes sense if it is working for a living.
THe DA42 is nice to fly but the engines are less reliable than a second hand lawnmower (lets hope the Astro is better).............nuf said.
It looks like we are narrowed down to the TB20 or R114 for your mission , the costs and performance are more or less the same so you would have fly them both to see which one you like the most, I would go for the R114 but that is down to personal taste. But for pure flying plesure the DR400 tops them all.
You seem to be wedded to your big airport and outside parking, try kicking around the costs of a Robin in a shed on a farm strip, you can get a lot of flying for not a lot of money that way.