Yes, you should get points for both rooms and they can be on the same or different reservations. As for the spend, I'd think your spend on both rooms should count. I don't remember seeing anything against it the T&Cs, but I've never been an Ambassador. So have never really scrutinized all the Ambassador spend rules.

And as YYJMSP states, rolling all the charges onto a single folio will probably make things a little less complex for you.