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I would agree that renting is an attractive option at this time, especially if off-season is appealling to you. There are many rental outlets offering very cheap weeks.
If you plan to never go to the same place twice, I see little reason to commit to a week somewhere. There are mini-systems and points systems that could accommodate your needs, but, these also show up in the rental pool.
I believe that just renting what you want can be more economical if you are reasonably flexible on time, place, and price. It will take some work, but so does ownership.
I would say, try before you buy. And maybe you will never feel compelled to buy and that's just fine!
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