Finding a vintage Porsche is a great adventure, enjoy. jmatta is probably our resident expert on the early 911s and I would trust his judgement. There are quite a few early variants in our club that I would consider owning... An original owner '66 comes to mind and some day I may just have to have it.
One thing you mentioned that stood out to me: "but I do need some type of AC". This may limit your choices somewhat. Reliable, cold A/C in a vintage Porsche usually means an expensive custom aftermarket system, a 964 or later, or rolling down the windows on a cool morning
We are very spoiled with an excellent climate control system in the Boxster but the original A/C in most early 911s is pretty worthless. Keep this tidbit in mind as you shop for your fun car.