A lot of this depends on whether you want this to look factory when done - if not, liberties and improvements can be made.
IIRC the door cards will be perforated for both manual and power windows. On slabs I've seen that, anyway.
If the crank-hole is too large and leaves a gap around the center of the switch, a thin plastic filler-bezel could be made?
Aftermarket GM switches are readily available, I think, and that might ease the project. Retainer clips and switch connectors would be needed, though.
The wiring you'll get from a project car will be old, of course, and with tarnished/corroded connections. If you have decent wiring skills, you can make a harness. The connectors onto
the switches might be the main hurdle there. This won't be fun, but you'll know what you have after you're done. Relays, circuit breakers, etc can be modern components - no need for 50-yo parts!
The regulators are a whole 'nother question. Bigmoparjeff gave some good info. 30 years ago I started a fool's folly to convert a 65 Fury to PWindows. I cut the front of a PW regulator off and welded that portion onto my manual regulator. I cannot remember if I did that because the regulators were different, or because I had a 2dr hdtp and used 4-door regulators. It didn't work very well, but years later I learned it was not due to teh modification, but due to general malaise that exists in slab-side quarter windows when the sliders are broken and things are misaligned.
I have several boxes of misc regulator parts - if you are still interested in pursuing your project, I can evaluate whether a motor can easily be fastened to a manual regulator (depends on how the hand-crank mechanism is removed and what is left behind).