For context, this would be for a property I already own.I understand this may be a bit unconventional and people will likely recommend I get a proper quote and have the contractor do a full walkthrough.

I mean one family on one home i bought basically stripped down to the studs .. everything was gone by the time I got them out. 

Check with your CPA, the people setting up your LLC and/or your QI. 

While most of the people are pretty good and probably have a thankless job, there are definitely some with the good ole boy network and very political. 

Many people miss out on things like this because they simply are not aware of these options.

What do people think about hot tubs in your STR ?

I'm seeing new neighbors of basically identical houses with maybe 50 or more investors in the community. 

For example, we have an artisan chocolatier in a town of 350 people.

Lots of other people had bad experiences. 

As my wife is a realtor, we’ve helped several people from Bigger Pockets find their second home/STR.