It's basically overly complicated coupon cutting, which also works.

i will continue to pray someone answers this question. because you nailed it. ive been looking for this answer for sometime. alot of these concepts are simple to others but so complicated to some of us. i cant stress enough how these savvy people we look to have the heart of a teacher. i see alot of belittling and "slick dissing" on answers. they are the minority but there out there. remember.. you started not knowing anything either. hope we get our answer or if you do reply. need the lesson. 

If you want to be that complicated I think that you should definitely sit down with an attorney.You can hold properties as joint ventures where LLC 1 and LLC 2 can have both names on title.

It's not really that complicated to buy out of state.

That always creates complications when an investment doesn't go well.  2. 

When families are involved it complicates business decisions and that usually means less money in your pocket . 

Another thing that may complicate things is I take out all the loans In the name of the LLC so Its a loan to the BusIness...Thanks!

So if your STR is not subject to SE taxes, then an S-election buys you nothing except EXTRA complication and expense.  

In this case, I think you're looking at the loser properties (because all the winners were sold quickly and often for list or more) and trying to draw sweeping conclusions about the state of a very complicated market.

If it is, the lender will have to appraise it - and that's a level of complication that you don't need.