A lot of these southern beach & mountain towns have been supporting STR for 75+ years, long before Airbnb was a thing, so they’re very comfortable with it and it’s a built-in part of the community.A lot of Northern places are FREAKING OUT over STRs & STR regulations & they don’t seem to be very supportive of it.

I think it all depends on the investor your working with, the returns, and what they are comfortable with.If you're only making an 8% return on the 140k they might only be willing to split it 72/25 to fund the deal. 

@Yvrose KankkunenAre you comfortable working with your CPA remotely?

I expect rent increases to help out the ROE and appreciation to allow me to pull cash out of the property eventually so I am comfortable holding on to it.

The question is actually "how comfortable are you with debt?"

And what you are comfortable with as well.  

Some will be more helpful than others, so call a few.If it makes you feel more comfortable, try calling a small, local shop (check Yelp, etc) rather than a rainmaker at a national shop.

The project looks daunting and well above my comfort level (and my wife's).  

@Anderson Hargrove Are you comfortable working with your CPA remotely?

You need to feel you can trust them and are comfortable.