So the short answer is...Yes, he can still take you to court, but his first recourse will likely be to place a lien on your property.

I'm not a fan of buying a short term liability (no cash flowing property) in hopes of long term gain through appreciation. 

Rates will be a little higher (5%/6% range) but the cool thing is that you can often find these on 30 year fixed terms unlike the short term balloons the local bank would offer. 

I’ve found success by focusing on emerging neighborhoods, avoiding flood-prone areas, and exploring short- or mid-term rentals to tap into the steady stream of tourists and business travelers.Good luck!

IDEALLY, we would like to find a property that has or is capable of being converted into a “mother in law”, “ADU”, “Casita”, or any other separate living quarters in which we could rent out the main portion to a tenant (short term or long term) and then use the separate space as our own for when we come and go with business.

IMHOThere are more international students staying, I've seen it where I work (at a university), but many of the newcomers are not students and a country our size can't handle that many people in a relatively short period of time. 

It's not my area of expertise and believe those who focus on this line of work on a day to day basis will attract buyers and achieve a 2.5-3% better result than if I were to do this on my own.

I am super attracted to the idea because I love to fix and flip, and the emount of money to get started is so much less. 

The short answer: YES, you usually need to send 1099s if you're a landlord, regardless of the number of units.The confusion comes from the fuzzy definitions of "running a trade or business."

We're thinking of starting out with short term rentals near or on the beach.