A 1099-A basically means for tax purposes you SOLD the property.
If the timeshare was personal use and it was sold at a gain, yes, you need to report it.
If the timeshare was rental or business use, yes, you need to report it.
If the timeshare was personal use and it was sold at a loss, you technically may not need to report it, but the IRS won't know that you sold it at a loss, you should report it otherwise the IRS may assume you sold it at a gain (but the loss will not be deductible).
