I have taken family twice to SSR. The first time was last October and we took my parents as a gift to them. My mother has Alzheimers and cancer, it was sort of a good bye trip in a way. We have travelled with them over the years and it was sort of the last in a long line of family adventures. Due to her illness and the cost incurred, it was our treat. We then invited DH's family (aunt, cousin, and his dad) to go with us in January. Aunt and Cousin paid us $5.50 (our cost, we didn't want a profit just what it was costing us but if I did again I would have charged more because we lost points and we can't rent them for $5.50 to make up what we no longer have) a point for their share of the 2 bedroom plus half of points for the studio we needed for my fil (we split that studio with aunt as well since fil has no money). I told them to go to allearsnet and check out SSR photos, they saw the rack rates (as I knew they would) and knew they were getting a great deal. So it made it seem to them and me that we were doing them a favor by allowing them nicer accomodations at a vastly reduced rate, not making money off them to rent our points. My sister (ever the deal hound) has mentioned several times she would love to go with us. Her take is that since we are going and paying, why not just let her squeeze in with us? I told her she could rent points from a disboarder (I know that if she rents points from me I will never see a dime), stay at Port Orleans since its so close to SSR or pay cash to stay at SSR. Never heard one word about that again! I know her well enough to not get myself in something I can't get out of and also that if I do it once, she'll be along for the ride for eternity. I guess my point is that for each of our scenarios, I handled it differently based upon my relationship with that particular family member, their finances etc. Having a timeshare I am finding, really opens up a can of worms with friends and family! I think honesty is the best route and just know that you may have to say "no" to people you once said "yes" to. For example we are cruising with DH's aunt and cousin in September, the ones we stayed with at SSR in January. We decided to spend 3 nights at WDW before the cruise. I told them we just preferred to stay in a moderate that trip which was fine with them and roughly the same price as renting points from us. In all truth, I would have enough points for a couple of studios at OKW but I didn't want to use my points for another joint family trip. Even though they paid for their share, it really took a lot of points to upgrade to a two bedroom plus an extra studio. As I go along I realize my points are very valuable and I am getting more saavy at how I use them! And if I ever do take family again, I am charging them $10 a point, which is still a great deal on a DVC resort.