Besides lists from the tax assessor, how are you finding your deals?  

@Josh Ball mentions, there are issues with foreign investors but, nowadays, it's not necessarily on the tax front anymore.

Property Taxes Will Likely Increase After You Move Out•If you have a homestead exemption, it will be removed when you convert the home into a rental.

If you are setting aside funds for capex, taxes, insurance, or other expenses that don't occur monthly, transfer those funds to Savings each month and hold them there until it's time to spend them.

In its first year, the rental only earned enough to cover half the mortgage.

Especially if your son could then try to sell his primwry with the ADU under the sec 121 tax exemption I wonder if he could sell you the land?

As more people placed more properties in STR inventory, and as more municipalities taxed and regulated the industry, the profitability of the overall industry has reverted to a much more aligned (lower) risk adjusted return.  

She's been on the Tax Panel at BPCon with me for the past few years.

It’s still relatively affordable compared to bigger cities, has strong rental demand, and no state income tax, which is always a plus.

Did you inherit this home with a step up in tax basis or will you need to pay taxes on any gains if you sell?