@Kevin Green, I took a closer look at your pictures - keep in mind, I'm just looking at some pictures, not present at location and far from an expert - but here are some other observations:I think you have a problem with that retainer wall also - is already buckling, probably from not having a proper drainage behind it (yes, hydro-static pressure will move big stones walls) and sooner or later is going to crumble.

If you are on the coast, you'll have the air conditioning running every day of the month. 

here is some stuff that jumped at me Roof sags a littleChimney is poor conditionInterior walls have some cracksFloor squeaks / unlevelbathroom fixtures need replacedlow water pressure from bathtubwater pipe condition leaksNo garageno termitesno asbestosMind you this is a $30k home I'm buying and have tenants already in it paying $750 a month.

That being said if you’re responsible for the heating and air conditioning and those look older it might be worth it to have a HVAC person take a look at them.

Asbestos is only a problem when it is broken up and in the air.

Purchase price: $17,000 Cash invested: $24,000 3 bed 1 1/2 bath currently rehabed and being air bnb What made you interested in investing in this type of deal?

I was reading up on the Air B&B policies.

I guess including the check with the letter is an interesting high pressure strategy (since it disincentivizes them to wait the 15 days required) and it does save a second Certified Mail fee (and god forbid a third if they don't pick that letter up either), but I'm not sure it's within the bounds of the Florida statutes.

In upstate NY we don't really need air conditioning.

It’s a pvc pipe and a fan to get there air out.