Selling costs and marital status are also considered.

You'll want to understand what kind or notices and documents you need to get executed to either up their rent or turn the unit.Solid long term tenants are worth their weight in gold in my book so if theres a way to up the rent and keep them happy I's say thats the best route personally.

Firewood is not cheap either even though guests think it is. 

I’ve found it best to start over from scratch but maintain the old listing title and cover photo for a short period of time to get any potential guest transfers.

I tried to message directly but without the pro status it will not send.

Family status is the protected status that trips up most people, with comments like great family home, great neighborhood with lots of kids, this is the ideal place to raise children, etc. are clear violations of fair housing rules.

Definitely look into relevant amenities that you can provide to make the stay memorable for your guests. 

3) STR guests - if something goes wrong on the unpermitted add ons, will it be a bigger risk/issue vs something happening in the permitted portion?

@Michael Turner Yes, you can combine time to meet material participation requirements if you're tax filing status is "married filing jointly".

My first furnished finder guests want to break their lease 2 months before it ends.