They can serve the initial notice to vacate but the actual court filing needs to come from you as the owner or through an attorney.Given you're out of state, working with a local eviction attorney is definitely your best bet here.

If I liked to travel I’d be writing this from one of those year long around the world cruises. 

Maybe they are vacationing or buying a new car.

I am serving her a notice to vacate at the end of her lease in feb. 

What they don't get is I have those because I made a decision to put my money towards those and didn't do X, Y and Z that they did (eg a fancy vacation every year). 

This would be the ultimate goal if you are house hacking to lease all the units once you vacate.

Think luxury vacation rentals in high-demand areas like San Diego.4.

It's not your fault that the tenant has to vacate, so the tenant should have insurance to protect them against any additional expenses.

Since you only have 2 full time and two part time staff, who covers their vacations and sick time?   

Vacation rental owners should be on all four listing sites.