I will be managing all booking, renovation, and maintenance operations of the STR (besides mandatory front desk operations, and cleaning - required to be run by the Hotel).

When starting we relied 100% on B2B cleaning vendors. 

I just drove the beaches (Pinellas) and while they are a mess still there are hundreds if not thousands of workers cleaning up. 

I pictured a management company that handled rent collection, cleaning service, etc..

To invest, choose A/B class neighborhoods, target properties within 15-20 minutes of major hospitals, budget for professional cleaning, and consider financing loans or lines of credit.Good luck!

Thanks @Chris Seveney that's where I am leaning as well, keep it clean because I don't think its possible to revalue 50% assets that I buy and keep mine at same basis.

How clean and safe is the neighborhood?

But you also have to subtract utilities, turn costs, starting items (kitchen and cleaning items you give them), and furnishing upkeep/maintenance.

I am sure there are lots of "fuzzy" ways to compensate them but this seems like a clean one. 

The STR in my primary residence is actually an apartment that I don’t live in and I have a cleaning staff for that house anyway.