I manage around 400 rentals with 14 years of experience and have never been sued once.

My CPA was unsure... do you issue 1090-NEC for the difference between 1099-K and 1099-MISC or do you double up the income (i.e. 1099-NEC for gross rents from PM, 1099-K of the net owner distribution on 1099-K, then owner reports double income and puts a line item expense for the 1099-K since 1099-MISC covers gross rents).You need a new accountant lolPM issues 1099-MISC, not NEC for rental income paid to property owners.You would still issue the rental income paid to the owners regardless of the payment method.The Property Owners should add an expense line item on Schedule C stating that income reported twice on Form 1099 to offset any duplicated amount.

In many countries foreign investors buying rentals can't get loans or loans at all. 

My plan is to add 2 - 6 shipping container type of small houses and an above ground pool at some point to make at least a section of the property short/mid term rentals.

Quote from @Lauren Kormylo: Quote from @Josh Ball: We do about 85% of our rentals on AirBNB.

As for a corporate rental you can also see strong rental income with a little less risk since you would be renting to a corporation and they would be on the lease. 

@Fakaradin Floyd Your rental arbitrage idea is interesting.

Our goal is to have a short term rental business and build it over the next several years.

You can also look into building a rental portfolio which is a little less hands off compared to flipping.

I am getting back into rentals after taking a break after my mom passed away.