I felt bad for him, kinda like Jesse from breaking bad tbh.

They are likely not bad people but they do not want to spend $3,000 and be kicked out first night on a noise complaint. 

I do not expect at least in FL that regulation will get bad enough to make STR impossible or even nearly impossible. 

But that's not too bad for me.

Yes a stay in a potato is interesting but if there isn't much else to do around there, it will be a bit of a loser.Remote isn't always bad.

Not bad.

. :-)I guess if that $35k was a once and done it wouldn’t be too bad to send them $3,500/mo while they send you a check for $16,666/mo.

You tempt the Devil, bad things happen.  

Like most countries, Spain will tax you on your worldwide income if you're a resident, as does the US in most countries (so maybe it's not a bad thing that Canada isn't the 51st state - LOL again).

A lot of investors have 10 doors, but 6 of them are bad.