The key to any of them is to be
very careful when you shop. It's surprisingly hard to make ownership in Orlando work out financially, but it can be done.
The trick is to compare rental costs to the cost of ownership. You have to pay to buy the deed. If you had instead invested that money in, say, the S&P 500, you could use your earnings to help pay for your annual vacation. In such an investment, you could expect a long-term average after-tax return of about 8%. So, each year you own "costs" you 8% of your purchase price in
opportunity cost. Plus, there are annual fees to pay for the upkeep and operation of the timeshare.
You need to find an ownership interest where the opportunity cost, plus the annual fees, comes to less than the cash rental cost of the week. Here's an example of what I mean.
This Vistana 2BR unit recently sold on ebay. It's in the Fountains section; an older section of the resort. It floats any week of the year, so you can reserve it for any week you want, provided you plan far enough in advance. Its total purchase cost was $2399: the $2000 purchase price, plus $399 in closing costs. So, its annual opportunity cost is $187.12. Its annual fees are $784, so the total
cost of ownership is $971 per year.
Compare that to the cost of renting---here are
some rentals offered at Vistana. If you want to go for Christmas, owning saves you a little bit of money. If you want to go during Summer or Easter this year, you about break even owning vs. renting. If you can rent the week you want for $971 or less, renting is a better deal. If you have to spend more than that for the week you want, owning is a better deal.
There are some intangibles to consider, too. Owning is nice because you spend very little time finding and negotiating for your lodging. That time has some value to you. On the other hand, renting gives you the ultimate in flexibility---for example, when my kids get a little older, I may decide Orlando is no longer for me. This is the advantage of a system like Wyndam or WorldMark---you "own" at lots of resorts in lots of different places.
I'm also ignoring any residual value when you sell your week, but in many cases, that value is just about zero. Plus, if you hold for even a decade, the impact of residual value is pretty small.