Unless they have changed things since the last time I rented out points, they ask who will be in the room, so the renters (I.e., your guests) would be listed. Or does the insurance only work if a member is in the room? As for the hassle factor, if they sent the cost of the insurance along with the rent, how much harder could it be? I think the biggest hassle is these boards don't even let you post points for rent anymore unless you have made a certain number of posts over a certain number of months, when the only time I would normally post is if I'm planning a trip (and obviously the only time I'd want to rent out points is when I'm *not* planning a trip!) I've been DVC and on this board since 1998, have rented easily many times, but the last time I tried to put up points for rent there was all this red tape and "gatekeepers," and people running businesses off the rental page, who probably haven't been DIS members nearly as long as we have. So, I would have to post a number of posts I normally wouldn't just to jump through their hoops, and then try to rent out or transfer points to people who don't really want points, they want specific resorts and room types on unavailable dates making us check and then inform them of the unavailability. So, compared to all that, adding some insurance to a ressie sounds like no hassle at all! <3