I suspect what TV you offer will largely depend on the nature of your rental.

Your biggest risk if you execute the plan will be running out of money in retirement, either due to natural longevity and/or later health issues draining your resources.  

Now that you've expanded into a new venture, it's only natural that certain people are better suited to certain activities than others and a good accountant is no exception.

There seems to be a lot of speculation in the post and the answers provided can only be speculative in nature given the information.

I suppose legally you could, if you fully disclosed the non arms length nature but, no lender in business, or wanting to stay in business would do it.At the end of the day, what you want, while it may make sense to you and your parents, just isn't a scenario that happens.  

It's monopolistic in nature especially when it comes to transaction involving a commission.

You also have to be with an agent who fully understands the nature of zoning and regulations.

But, life seems to go on for them...On a slightly different note, I think the nature of your investments may dictate how you structure yourself. 

Cedar offers natural resistance to rot and pests with a great look that can enhance property value, but at a significantly higher cost and it requires regular maintenance to retain its appearance.

A similar situation would be like when New Orleans flooded and people were displaced in mass , or another natural disaster .