Of course, you can do tax write off if you own investment property using Schedule E, but please consult with your CPA the best way to do this in your particular case. 

My wife is originally from Florida and I somehow convinced her to move up here instead of the other way around lolRight now, we're looking for a single family home near the downtown area of Saint Augustine but I foresee us buying a few different properties in Florida over the course of time of building our portfolio.

I'm about to seek legal council but wanted to run a quick check here about thoughts, tips, advices.

There are caves, a golf course, hiking trails, and a state park nearby.

There are some crime maps available online too.

And, as I also said, structuring multi-company setups takes more than a few tidbits from an online forum.

They allow me to have multiple bank accounts across multiple businesses (for example, I have one business with 4 accounts, one business with 2 accounts, one business with one account, and all of these bank accounts are in the same online banking login).

If and when I assume the loan, I can rent it out for about $2200, which will generate about $835, no HOA and of course I will save some of that for maintenance/repairs and other expenses. 

I drove here and have of course have saved my gas receipts.

Doing research online, it seems the price of an ADU might be around 350k8.