That’s the key benefit.As for the cost segregation study, whether or not it makes sense really depends on your tax situation.

This means securing at least two bookings (to get a stay of less than 7 days) and completing all setup tasks.

Probably depends on the location and part of town if neighbors care or notice. 

Quote from @Peter Stewart: A lot of the answer depends on your income, how long it took you to save up that money, and what your risk tolerance is. 

Depending on your market, you can look up sold properties on Zillow.

The more time you spend on administrative tasks coordinating with multiple service providers, the less time you get to spend on managing your properties, finding new potential investments and increasing your financial returns.Tax strategies and property insurance are two areas that are highly customizable because no two portfolios are identical.

This question is definitely very location dependent - licensing across state-lines is a tricky thing to navigate so depending on the size of the lender they may operate in one metropolis or all over the country.

I'm in the no pet camp, but some of it depends on the property.

Depending on how much equity in the property would be key as you cannot borrow 100%, if its investment property 80% is max typically. 

Would depend on the full situation though if that would be possible.