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You are correct in that it may be cheaper to rent off season and you will pay top dollar for high season. There is a last minute board here that has timeshare rentals for a $100/night or less, but the catch is they are last minute and they have set dates. My husband and I have actually discussed just planning a week of vacation and then waiting to see where we were going based on what comes open for cheap last minute. We have other sources besides here. I wouldn't plan on that just basing on what is posted here.Also, I prefer timeshare units to most hotels, so I've been looking at timeshare rentals, and they appear affordable off season. Peak and near-peak they can run $350-$500+/night which is out of my range. Any advice there?
Can you just take one contract?