If you can rent it for enough to cover the principal, interest, taxes and insurance and still put money in your pocket, plus cash flow on the property you're purchasing, that would be ideal.

You mentioned gross rents of $3400 per month and Principle/Interest/Tax/Insurance of $2500 per month. 

Ensure you collect a proper security deposit (typically one month's rent in Florida) to cover potential damages.Your plan to increase rent next year makes sense given rising costs (taxes, insurance, and maintenance).

I understand that I need to account for taxes, insurance, and other costs—Should I go with a LML and then do a refi later on?  

Leverage technology early and put everything in the cloud, so you can access info wherever you are.Make sure to get properly licensed and obtain E&O Insurance.

Insurance actually yes my other subto just renewed on the 10th.

My monthly payments (mortgage, insurance, taxes) are roughly $3,600, leaving me netting about $4,600/month.I have four years left until military retirement, after which I’ll have a pension, some disability income, and rental income from this property.

Transparency and professionalism are core to how we operate, and we ensure all properties have clear, insurable titles before closing.

It's very cheap and not difficult to maintain bond/license/insurance.

The patent on the 30 year with taxes and insurance was 3900 or so.