The process with MS is the same as when you make ressies for yourself. You call and ask for what the renter wants, and then reserve it, asking them to put the ressie in John Doe's name. They send the ressie to you, and you send it to John Doe, providing he has sent the downpayment, as per your agreement. Decide ahead of time how you want to receive the money, so you can clearly communicate that to the renter. I usually ask for $100-$200, then divide the rest into 2 or 3 payments, fully paid 45-60 days ahead of check-in date.
This is a good time of year to rent points. Many people are renting now for the fall.