I appreciate the design from another era - mechanical simplicity from when folks weren't concerned about maximizing efficiency, thin window frames and door pillars that would fare embarrassingly in a modern crash test, etc. Sure, it doesn't fit the standards of today, but that's why these older cars are so different - they're literally from a different era.
Occasionally I'll go down an Internet rabbithole and imagine buying a 60s muscle car or series Land Rover or what have you. But then I'll be near a decades-old machine on the street and be overwhelmed by the smell of the exhaust. I think I must be more sensitive to it than others, but that mostly kills that idea for me. I guess I could try swapping in a modern, emissions-controlled drivetrain but that's a whole 'nother yak to shave.