I rent out some of my points every year that I don't get a GV(which is about every third year). After awhile you will get regulars who come back to you, because they trust you. First, in your ad state what you are charging per point. Do NOT dicker--unless you want to spend a lot of time online. Say "$11 firm" if that's what you want for the points. "Payment by Paypal" or however you want the money to come. I usually have $100 down when the ressie is made, with the rest coming to me when they receive a copy of the reservation, which is usually way ahead of when my points expire. I will make the reservation, but I cancel if I don't receive an immediate response(24 hours). However, send an email saying, "I need to hear from you immediately, saying how soon you will be sending the $100, or I will be forced to cancel your reservation", and then follow thru. I have never been ****ed, so I am pleased with how things go. Your ad on the Rent/Trade board has certain guidelines that must be followed, or a computer automatically deletes your ad. IT'S A PAIN IN THE ***, so find an ad that was posted on the board, and copy it exactly. That will be the only wording that the computer will accept for the Board.
I would not rent your points out, because you lose control of them, unless the member will give at least 1/2 the $$ ahead of time, and preferably all of it. If you begin getting return renters, you can relax your standards. I tell my returnees to "send the money before my dues are due", like November or December, and they usually will send me an email stating how they would like to pay. I know they are not going to stiff me on the $$. I don't usually advertise anymore on the Board, because friends usually tell friends, and then they email me.
Last, keep a paper copy of what they asked for, what you added, name and address, and payment schedule, and check it off. Make a note if you had to send extra messages to get $$. And ALWAYS be polite!

Treat them how you would like to be treated if the tables were turned.