I had one short term rental that was granted a permit earlier this year and I have been operating it for months now as an STR.

They may even pay for the tenant to stay in a hotel until the home is safe again.As for the tenants, I think you've gotten yourself into a pickle by letting this go long enough that they can claim health issues.

The numbers I’ve been running look really promising from a short-term rental (STR) perspective, and the area seems to have favorable STR regulations—or at least a lack thereof.

Tenants typically stay that long because (a) the rents are way below market and they can't give up a good deal, or (b) they are bad tenants who enjoy the freedom of living under a weak landlord.

Hi everyone,I have the opportunity to start my short-term rental business by adding small/tiny houses in my property.

Sometimes large employers will rent furnished apartments for their employees coming to town on a regular basis.Also, if you believe strongly in the appreciation of the house, how bad would the negative cash flow be if you did long term rental? 

Definitely 1031, as long as you are eligible. 

My initial interest would be trying to rent them out as mid term/ short term rentals.

Was able to cash out refinance and keep it as a long term rental.

It’s awesome to see your enthusiasm for long-distance investing and buy-and-hold rentals—it’s a smart strategy that can work well with the right systems in place.