However, in the market I am in, I am betting on appreciation and I also look at the principal pay down annually that is covered by my tenant.

I would then carry the income down onto box 1 of the k-1 as ordinary income versus box 2. 

There is an entire world of private landlords out there who thrive on "helping" people with second chances- a few FB posts and I'll bet you'll find one. 

As strange as it sounds, $499K versus $500K is a huge mental barrier, although it is only $1000.I would offer $511,223 for the property.

(And keep in mind these 10 are in ONE DAY)I am willing to bet that you won't even get 10 motivated leads in a MONTH using DMM on a $1500 budget.People need to start opening their eyes and thinkIf you are offended because I openly tell you that your marketing system sucks... you are not fit to be a business owner.

I bet your sister didn't consider travel insurance so why should the short term rental be your insurance?

I have calculated the ROIs of a buying a rental property versus simply buying into the SP500 and sitting back for 30 years.Rental Property Analysis:Initial Cash investment - $45,000Purchase price of $200,000 on 20 year termCash Flow neutral for loan term of 20 years.Cash Flow positive for remaining 10 years. 30 Year Approximate Net Profit = $110,000 Cash Flow + $300,000 EquityROI = ($410k / $45k) or 911%Stock Market Analysis:Initial Cash investment - $45,000Purchase shares in SP500 Index Fund30 Year Approximate Net Profit assuming 10% growth rate = $847,683ROI = ($847,683 / $45k) or 1883%Am I missing something?

@Sieanna Ariel You bet!

If a politician were to agree to support 40% property taxes on investment property, you'd bet there would be a mass exodus of multifamily investors from the area and suddenly the city council would see apartment housing supply plummet to record lows. 

We have found that finding a money partner may be your best bet.