We paid cash so no loan or refi issues.

(2) I have a Section 8 applicant and know that I am required to include them in the applicant pool, are the laws around do I have to prioritize section 8 tenant?

That’s my job, to represent my client’s best interests, negotiate to help them best achieve their goals, abiding by all the laws, Fair Housing and Code of Ethics along the way.If someone doesn’t want to sign an agreement with me, they are free to consider another Realtor® who has a different business model and practices, or even go forth unrepresented.  

My issue is, I have very low interest rates and do not want to refinance and lost those rates.

It's a state law, the county sent me a notice.

The extensive root systems will start caving once removed, which will cause issues for a while -- we had one down in a storm and we're still filling in where roots all over the yard continue decomposing, causing depressions in the yard even 5 years later. 

At least people have ratings on the OTA and I can see if other hosts have had issues.

As you may know, laws vary from state to state.

I believe the only new permits currently being issued are on commercial properties.

The leverage issue - My current back up plan if disaster strikes is that HELOC on my first property, so if I use that for a down payment I don't have that back up.