If you use the service of reputable rental agencies, it's fairly easy as they do most of the work for you. All you need to do is make the reservation once a prospective renter is lined up. However, you will get paid less per point than if you were to rent them yourself. I have used it once and think it's worth the cost (not unreasonable, IMHO). While the vast majority of private rentals work out without a hitch, I am the ultimate pessimist that always think I would be that one in a million
DVC member that gets scammed.
If you are contemplating renting out extra points, I think you need to consider the possibility of the rental market crashing (for whatever reason that may be) at some point during the life of your contract and determine if you can handle that.
LAX