We actually put one in our lower level and while this is fine in the summer , in the winter in the northeast this is adjacent to a bathroom and the bathroom is then freezing. 

. - I redid the paint, outlets, switches, flooring, countertops, got new appliances, etc. during the students winter break. 

You are posting from College Station so you know our winters in texas are fairly short ( less usage) but either way I would compare cost of the heat pumps to regular furnace before deciding.

Do they pay for vacation pay, medical insurance, workers comp, payroll taxes, PTO & holidays, ongoing training, trucks & commercial vehicle insurance, liability insurance, admins, marketing, SEO, liability insurance, bonding fees, licensing fees?

It is an interesting time obviously with an election and rates coming down and potentially a good amount of inventory being built but as the fall and winter come fewer people who put existing homes on the market which reduces competition for those first-time home buyers.

I would be very, very careful or holidays will suck forever.

Even from the good ones, the quality of their answer is dependent on the quality of your question (so educate yourself to ask the right questions in the right form...which is what I think @Max Bellino is trying to do here).I don't know if Max can benefit from my notes and diagrams, or if they apply to his situation and plans, but since you mentioned them, here they are - just be advised this is from a lot of sleeping at Holiday Inn Express many years ago so take them with a big grain of salt and don't construe them as legal or tax advice:If you are new to REI you should be primarily concerned with finding good deals and growing your business first.

At the beginning of every winter season, I send a message to the tenants with the account information and let them know to call the gas company if the heat goes out.  

Particularly in winter 

Hey Everyone,NJ investor here, looking to buy my first STR in the Orlando/ Winter Park Area in the next few months.