But one thing that always amazing me and I am just sayin.. virtually everyone of them leads off with HEY I WAS DEAD POOR  POORER than poor then in 3 short years I am now retired just follow my system.

At the moment, I see no compelling reason to buy rentals (arguably at the top of the market) that return less than the short-term treasury bill alternative.

I took a look at the Miami STR zoning map from the Airbnb website and saw that the property that I'm about to purchase is in a zone that as "Short Term Rentals Allowed in accordance with all applicable State, County, and Local regulations." 

We didn't have a big enough list and fell short of our raise which killed the deal. 

My condo association is small and we do allow short term rentals so that is not an issue. 

Has anyone used awning.com to estimate income on short term rentals to analyze a deal? 

I lost a loved one last year and it was a wake up call - life is too short to not have ANY work/life balance.

But it does happen. the major risk is to the person you bought the home from. its their credit at risk.and of course if you put any down payment that would be at risk as well if things got bad.when you go into these deals you need to know if the bank does call the note that you can refinance and pay it all off or you have the cash to retire the loan.. anything short of that and your at risk .

Here's the reasons I'd ask these above questions:#1 I like because you will get an open answer that can lead you in many different directions. 

Regarding using your past Short-Term Rental (STR) income for your debt-to-income (DTI) ratio, it's not guaranteed with all lenders.