On long-term rentals the bank likes to see signed leases which clearly you can't have with STR. 

One year stuck with a disrespectful tenant is one year too long.

For how long have you lived in Miami?

There isn't enough inventory to go around so as long as no new developments kick in (which there isn't enough land), most homes will see some sort of appreciation.6.

Larger owners tend to analyze market rents monthly or even weekly and manage rents (or incentives) the best way they can.As long as the owner is engaged, the chance of adjusting rents is higher.

After I did find the coverage I am getting notifications from the insurer that a long litany of minor issues must be addressed (at almost every house). 

As I am new to this and looking for cashflow using rentals, one key aspect of this investment is to ensure that the unit rents out quickly and while I do understand that cash flow to begin with might not be attractive, it can be a good investment in the long run if the location is right(as appreciation also kicks in).

Starting sooner rather than later allows you to benefit from long-term appreciation, build equity, and gain hands-on experience, even with a smaller property.

You can us a VA Loan to buy a 1-4 unit property as long as you live in one of the units. 

If you find belongings inside, look closer to see if the tenant has been abandoned or is just gone for a long vacation, hospitalized, in jail, etc.