Purchased points in vacation club (similar to timeshare) no physical ownership just paying for vacation weeks using points. Had points I couldn't use - rented two weeks - not quite "rental property" but rental points. Would it be handled the same way? Could I deduct any maintenance fees or just admin fees to rent the points? Also, due to health reasons, handed back the points to company - would that be reported as a "sale" and if so how do I reflect the fees they collected to "transition"?
Yes, report your income and deductions. Since this was not your residence, you can’t take advantage of the IRS rule that exempts income received from renting a dwelling used as a residence and rented for fewer than 15 days.
Topic No. 415 Renting Residential and Vacation Property
If I understand your question correctly, you received additional points rather than cash from renting. In that case, your income would be the value of the points you received.
You can prorate your expenses. If the maintenance and administrative fees were only for the two weeks, they can be deducted in full.
As for the giving back of points, we’d have to know more about the arrangements. Timeshares are considered personal property so generally you would not be able to deduct a loss from surrendering points.