Most of these homes are very poor locations and very poor condition.You need to hire someone to go out, access the property (drill out locks, install new locks, and install lock box with keys,) clear the property (many of these properties have squatters living in them,) secure the property (lock windows, fix broken/unsecured points of entry,) evaluate the home, build a rehab budget, and send over pictures and/or video.There are several GC's and home inspectors who are offering these services for the MI/OP clients.

If this happened to current tenant again they will have to pay for it, as you have not done the water leak proof to the bathroom and not replaced the broken tiles?

The outside looked decent (other than a couple broken windows and hole in the roof) but the inside was destroyed right down and including studs and rafters/trusses.

Many strip centers with only mom & pop tenants may often be gross leases where the pass-through expenses are not broken out separately for the tenant. 

She claimed the master bedroom had been broken into last night while she was at home, watching t.v.

Like a broken record, the trick is to find out the perfect Location, Location, Location ;-) Many STRs break even or even lose money because the math needs to make sense in terms of year-round high average occupancy rates necessary to pass the break-even threshold.

The upsides is that your property is professionally cleaned after every checkout, upkeep is super important as this is a business for him and broken or damaged listings don’t do well at all.

Both units had leases that were broken by these vacancies.  

I am looking to get a small wooden shed (already broken down) removed from my property in plant City.

I am with one of the others above who said basic sloppiness  IE bed not made cloths on the floor dishes every where that's common.But when you start loading the garage with junk.. have a grease fire then never clean.. broken kitchen cabinets etc etc.. these are not people you want in your unit..