Video card with excellent VGA - DVI and VGA will be very close often, but DVI still has a slight edge.
Video card with average VGA - DVI is worlds better than VGA, but VGA is tolerable.
Video card with poor VGA - VGA is unusable.
Ie. Get DVI if you can. DVI will always look great (because it's a digital signal), even if it's a crappy video card. Also, it depends on the monitor. Some LCDs seem to sync-up with VGA signals better than others.
As for DV vs. analogue, without more info the question can't directly be answered really. Analogue what?