I'm guessing this is a reference to STR/AirBnB type setups and the answer should be "No" even if I'm renting month to month so long I'm not doing short term rentals??

I would connect with some wholesalers in the area.Also, there are some alternative ways to invest in Real estate for a big return.. for example, there is a desperate need for corporate rentals (furnished short-medium term leases) that pay 3 times per month what a traditional lease would demand.

If you are thinking about a "house hacking" loan on a 1 to 4 unit place  that only requires a 3.5% down payment but try to get on  3 or 4 unit place under the same roof, which is one of the parameters of the FHA loanIf you need any short term return, you might try a Fix and Flip type with wholesaling and /or a quick flip. 

, unfortunately that is not the case, I see many of you on this site looking for deals in big cities and other properties that just aren't going to preform as well when the next crash happens (Biiiiiig Speculation), but in all honesty if your not investing in areas where the majority of the population collects a paycheck every month for the next 4-6 years without fear of a stock price or layoffs then your request on the forums seems a little pointless.

To make it short.

I have 2 houses, 2 townhouses, 1 condo that I have been renting short term with good success.

From what I experienced, when a property is sold, you're due gains tax to the federal and state authorities, either short term or long term if you're the owner.

I feel like it is worth it as I have been loaning that money out and getting a return of 12-15% but it has been just doing short term hard money loans. 

Good morning,I recently completed my last flip and I am kicking the tires whether I should just sell it or keep it as an Airbnb until I hit my year mark and 1031 it or pay long term cap gains instead of short term if I sell it then.

Always have a short contingency in your offers.