Treat it like you haven't made the decision yet.

As an AirBnB SuperHost, I sometimes leave a bottle of wine, some fine chocolate or a case of beer for my STR tenants in San Francisco.

You have to treat it like a business.

I thought, for sure, the hotel would charge me for the linens that I thought I had destroyed but they most graciously treated it as a cost of doing business...) 

But that then leaves open a bunch of options on how you treat it relationally with your LLC - whether you rent it to the LLC or what have you.And

In this case can the LLC be considered as disregarded entity and can it be filed under 1040 Schedule E or will it still be treated as partnership LLC and file 1065 form and issue K1 to the trust?

If you treat as if the property is placed in service in December 2020x, you get to deduct half-month of the depreciation and any other expenses, if any. 

Experienced attorneys have the advantage of knowing how the laws are interpreted and treated by judges in their particular area & are better able to advise you.

I see this as a professional courtesy and treating others as I would like them to treat me. 

Having lived and worked in markets that don't give the same returns, this area's a treat.