Ok there are different answers for different people. There are originals still being raced in vintage evens and a member here still runs one in autocross events very competitively.
I think Tony and I (for sure) would not drive an original on the streets if we owned it. Well I might take it on a backroad that was in good shape and little traffic. You have to operate them to keep
oil flowing everywhere and fresh gasoline in it. But for certain, I would not let others drive it let alone rent it. Now if some movie was wanting to use it for say two months, I would want 50% the value of the car up front and them to insure it for the full value. I wouldn't trust them to insure it, so they would have to allow me to arrange the insurance and hand me the premium to pay it.
I'm not sure that 1 day or 90 days would matter to me that much. I want a handsome payment for allowing them to use it, and them to insure the full value if anything goes wrong.