Then there’s city regulations—some places heavily restrict short-term rentals, so you’ve got to check the rules.If you find the right spot and automate stuff (guest communication, cleaning, etc.), it can be profitable.

A break even into a profit, and a profit into a windfall. 3- Capital - I used to state this as access to capital, back when the rules were loser, the regulations less onerous, and information less readily available.

But that doesn't keep the regulators away.

The area has certain advantages like shelter from regulation risk (pretty much as low as anywhere in the country if you buy in the approved STR tourist zones) and long term security (people aren't going to stop going to Orlando anytime soon). 

Those types of conversations or tactics are now going to be regulated.   

No, it is inside of an HOA neighborhood but the current regulations only restrict rentals under 30 days stays.

Airbnb properties can be hit or miss depending on location, seasonality, and regulations.

That means having procedure and protocol for every situation--or at least, every common situation. 

Great idea, but check your local regulations.

Landlord-tenant regulations are a bit complex in California and getting hands on is the best way to learn before expanding into larger investments.