Any model 91-99 would be great. In 91 they changed the fuel injection system to be much better, and I believe the cooling system as well. 00-01 were the last years they were manufactured and they have a head defect, and should be avoided unless you get a real bargain.
They rust about as easily as any other 20 year old car. The floors are known to rust out under the carpet if it wasn't taken good care of. If you live in a place that gets lots of salt on the roads, or lots of sea salt in the air you'll need to look it over carefully.
You don't need to know anything about Dana 30/44 stuff if the jeep is never going off road. If it is, well that's a different story, but you haven't expressed any interest in wheeling it

.
The vehicle you get will be determined by your needs. What are they? Also, why 95 or older?