We've improved systems and added automations where possible.

I also started using form mule as a google sheets add on, making things even more automated / easier.

These days they can set up an ACH or any other form of automated payment.

Once you grow your business to the point where you may have them managed professionally, then be sure to automate the evictions system and let them know that up-front. 

Your real estate business is that, a business, and you have to automate it.

I would recommend you don't average automated valuations from these sites.  

For STR's, Guesty for Hosts does a good job at synchronizing your calendar on all STR sites along with sending automated messages that you set up.

I self-manage 10 rentals and that one property, even with all the automation, was 100x more work.

If there is no kitchenette you'll have to put it on airbnb (not long term).There is so much automation with STRs now that it doesn't disrupt your life too much.

Although VRBO & AIRBNB have their own synching tools I'd highly recommend using a platform manager to be able to send automated messages and make adjustments to both listings in a single place.