In this case since it is an adult female, doing a closet check should also be an indication. 

I must admit, I am new to the STR scene so any insight as to why I should switch up to shorter term rentals as opposed to longer term ones would be most appreciated.My thought process was, shorter term rentals could possibly lend themselves to young adults looking for a party location and perhaps even older guests that due to the short term rental nature of the stay would care less about taking care of the premises.

1 per adult

I'd love to hear some thoughts on the idea of 4 adults as tenants in a SFRThx

I always require all adults over 18 to be on the lease (yes, I've read Brandon's book!).  

Usually teens/adults just enjoying!

Hi Yangyang, It's important to remember that finding alternative housing is their responsibility as adults, and it should not be a burden for you to bear.By issuing a notice of non-renewal, you have already taken the necessary steps.

Hey all I’m not a female but I am looking to get into RE Investing in Chicago after school!

@Don Konipol we solved it by learning from the Intentional Living Community (the OG's of independent adults living together). 

Any reasonable adult besides a licensed real estate agent knows he’s not going to get into trouble for wholesaling.