Our VR was originally bought in 1988 as a family getaway at Lake Tahoe. It served as such until 2004, when we converted it to a VR. In 2007 it became mine. Bookings were a little slow for the first couple of years, but picked up considerably as people liked the place and we learned how to accommodate guests better. Watch 'Hotel Impossible' for tips and subscribe to the hotel magazines for ideas. You ARE in that business!
Some have mentioned that you must occupy the property a number of nights for financing reasons, which exceeds the number of nights you may use it PRIMARIALLY FOR PERSONAL PLEASURE. The thing here is to never use it for personal pleasure. I keep a logbook and write down every little chore I do while on property, proving that it was a maintenance visit, not a pleasure one. Doesn't mean you can't have a little fun while you're there, but you will find plenty of chores that need doing during regular visits, which I highly recommend. My Tax attorney highly recommends this, as 99% of VR owners don't do it.
This year, the place is on track to generate about $80 K in gross revenue, with about 50% of that going for full management, maintenance and utilities. This spring was an expensive upgrade season, with a new hot tub, furniture and replacement flooring, totaling about $20 K. When you factor in property taxes, the net is only about $ 8 K. This wouldn't support a lot of financing debt. Absent that, I find it to be a good deal and I really enjoy our maintenance visits!
The 4th of July is our "Hot Test" maintenance visit. That may sound like BS to many, but loading up the house with family and friends really DOES reveal any weakness in a fully guest occupied condition. Every year I find weaknesses, either addressed on the spot, or requiring ordering repair parts.
It may not be terribly profitable some years, but it's a legacy property on the shore of Lake Tahoe. We could live there if we wanted to. That's not a bad option to have.