It does sound to me that a lot of that work should have come out of the tenants security deposit 

STR feels more like a strategy to break even or eek out a meager return on a great asset than a strategy to cashflow.

Michelle Wang,With all due respect, you should make plans to be in another business once you're out of Real Estate Investing (Residential, Income Property).There are Members of our MassRealEstate dot net Association that come crying to me about similar situations as yours i.e.

I have a followup question - I will realize a lot of capital gain from this home in Idaho, so I think unless I purchase a new primary residence I will have to pay that capital gains tax. 

Generally there is some coverage for vandalism, but you'll have to look at your policy to find out for sure.

That's hard to figure out sometime.

Some will dangle out-of-market offers in a term sheet, then ask for substantial sums of money right away.

All of what you mention can be done easily with Podio configured for REI CRM. 

Investors come to our market because of the low barrier to entry and that we have a solid tenant base that provides solid cash flow to out-of-state investors like yourself.

Of course I got an attorney.