Make sure you're not violating any zoning codes, condo/co-op regulations, or any other legal restrictions that might prohibit you from running an apartment rental business like this.
Personally, I think it's only a matter of time before more and more states follow New York's example and file lawsuits against companies like Airbnb. If that happens, your investment may be at risk.
Yep, I checked out my hoa rules on this because I was considering renting out my place on Airbnb... But no rentals less than 30 days.