My parents bought a '66 Beetle new, and I've had a '60 and a '68. I also borrow the 2003 "Mexi-Beetle" from the museum where I work when the opportunity presents itself.
Just driving one puts a smile on my face. I don't have to drive them to the limits of their performance to enjoy them, which I can't say about any of the three Porsches I've had (two 944's and an '83 911 Targa). But they can nickel-and-dime you to death. Finding quality parts, especially things like trim or fenders, can be difficult. The heaters only work when moving, so you have to remove the backseat and install little heater fans in the tubes. Rust, although fashionable in the current scene, actually is not cool, but rather something of a problem. Wiring harnesses that are 40-50 years old can be a pain. The fuel line get be cut by a metal edge between the engine compartment and the body, resulting in a fuel leak or fire. And 65 mph is about as fast as you'll really want to go in one.
There are those of us who will tolerate such faults because they hold a special place in our hearts. They're not for everybody, but then nothing is.