I know exactly where you're coming from. We rented points last year, just prior to purchasing ourselves, and I was so nervous! But I read everything I could possibly read about the process - JimMIA listed the perfect place to start - and it really helped.
If you take the time to find a good "match," I can't imagine it wouldn't work out. And finding a good match involves different things for different people. I knew I wanted a DISer with A LOT of posts - and not just on the Rent/Trade board. And the truth is that you can tell a lot about people by what they write and how they write it. You know if you feel comfortable or not almost right from the start.
When we rented points, I felt a good rapport with the owner right away. I did my homework - even making sure he was listed as a
DVC owner in the Orange County files. (They mention this in the primer, I think.) And then after talking with him on the phone I knew we had a good match. He offered his contract, we made a few addendums, faxed and signed, and we were off to the races. He was very helpful through the whole process.
We have also been on the other side - renting our own points to others after we purchased at AKV to help offset the original cost. Each time I have made sure to rent only to people that I feel comfortable with. None actually wanted to speak on the phone, and I was okay with that. A lot of email communication, though. I have perfected a contract - even though I hope to never have to rent out our points ever again!
I think after you do some more homework you might feel more comfortable. Just make sure you don't rush into anything - there are lots of points available out there, with the perfect owner just waiting for you!
Also, feel free to PM me if you have any specific questions about the whole thing. I totally know where you're coming from and would be happy to help in any way possible - with the exception of renting you my points.
Good luck!