I love to travel, and although D is more of a home body when ever I convince him to take a trip with me he has truly enjoyed himself.
In the past few years we have been able to save money on our trips because we accumulate air mile and aeroplan points to pay for our flights. I also research a lot ahead of time for activities, food and accommodations.
Now I've been thinking of investing into a TimeShare property and then subscribe to RCI or something similar which allows you to trade your timeshare week in for points that can be used to stay at other locations. I know of a few people that have timeshare properties, one of them being a coworker. Her and her sister purchased a timeshare five years ago in Florida, close to Disney World, for $13,000 + $350/annually for maintenance fees and than signed up for RCI's point program. They get 37400 points a year and since then select their vacations 'last minute' they are able to get amazing locations for a fraction of the cost/points it would normally cost. (She gave me her log in and she has over 100k points accumulated right now and yet they travel every year).
I like the idea of being able to stay in nice locations when we travel but not having to pay the sticker price but I've also read terrible online reviews of people that weren't happy when they exchanged their weeks for points to redeem at other locations.
Due to the economy a lot of people have been forced to sell their timeshares because they can either not afford the finance charges for the property because they didn't pay for it in full during purchase or the annual maintenance fees are too much for their tight budgets. Because they don't want to keep paying the annual fees they are selling the properties for a fraction of the original cost.
Obviously I would rather pick up a property for below cost but I don't want to get one that I wouldn't want to stay at if I decide not to use RCI.
Long story short I feel like I haven't researched even close to enough right now and wish I could wrap my head around everything.