@Patricia Steiner, it's not advisable.  

We appreciate your support and understanding during this challenging time.A medical note attached simply says "1 year leave from school for medical reasons"Please advise on what is the best recourse in handling a situation like this?

.: Yes, it is advisable.

@Placeholder PlaceholderOne word of caution I would advise: If a community or local government is enacting restrictions and also regularly enforcing them, then its often a reflection of the local community sentiment which increases the chance of a neighborhood or nearby resident calling you in if they think you may be running an STR.

Anyone have any advise when it comes to liability/insurance if i have a pool at my airbnb? 

Readers are advised to seek professional advice. 

Now, over a year and a half later, he sent a certified letter last week demanding the security deposit or legal action within 30 days.Please advise. 

I am just beginning my real estate journey and would be appreciative of any advise.

When I had my own real estate practice, I advised landlords on tenant issues, negotiated cash for keys, and filed evictions. 

They have a liability for a full value of my property plus I make them have personal property for $30k. is it advisable to have the insurance underwritten with tenant and my name on it?