I am looking for help with entity structure, asset protection, and estate planning.

She's willing to pay the rent for the next two months to be a PITA, that is her choice.Inform her in writing the need to keep the AC set to a minimum level to protect the health and safety of the property even if she is not living there.

I was just informed by one that the other got into some trouble and there is currently a military protective order against his roommate.

I've done that in 2-3 of the spots I have STRs in, with that said it made me learn some different areas I needed to protect myself in once I got in contact with the operators. 

or is it still possible to transfer the home to an LLC for asset protection with a quit claim?   

If not, at least protect your friends and family like other lenders would want to be protected.

That MMLLC would be a Wyoming LP to keep some ammoenimitty and another layer of protection for the llcs that own the properties.  

Partner with a friend to protect both interests, create an Operating Agreement, and focus on saving and preparing for the down payment and reserves.

The other issue is that you want to protect your personal assets from liability caused by your rental property.

If you are lucky enough to be accepted into his mentorship program, go to sleep soundly and know that you have someone in your corner that not only knows his stuff but will protect you and guide you always.