But, moving forward, while I'm still contemplating property in Florida, I'm thinking out-of-state investing (Georgia and the Carolinas, in particular) will be a better play for my investing goals.

Son and daughter would like to grow his real estate portfolio and manage all aspects without having to have fathers signature for every move.

If not, make your move stat.

Two years ago; my wife and I made the choice to move to New Orleans in the hopes of creating an airBNB within that city.

Its really no different than if you did it on your own home, then needed to move so you sell it. 

Once I moved out, I rented the house as a whole.

While people will always need homes people can consolidate, move and unfortunately become homeless.There are risks in all business. 

We are currently in the process of moving in the next few months.

I've never used one, but from what I've learned rates usually move into a 30 yr fixed after the rehab is complete.

It’s good measure to move it to an LLC or a Real Estate Privacy Trust for asset protection.