That may seem obvious but in my experience, 99% of ongoing maintenance issues are because the property is old and needs either a large cash infusion to make them go away or what I like to do is 1031 exchange into something newer that requires less work. 

But the reviews of the all the top home warranty companies don't give a good feeling about the practicality of using one including poor service, delayed appointments, multiple visits to fix an issue, keep patching the appliances and systems instead of replacing, offering low replacement costs if they decide to replace, not to mention the tenant frustrations because of these issues.

Unfortunately, I started having repeated issues with Airbnb’s system not syncing properly with it (PriceLabs had no problems syncing).

On average the Sea Ranch property was used for short-term rentals in both of the years in issue, so petitioners' short-term-rental activities were not rental activities under the statute.”

I have no legal advise to you.

I feel like people lean more towards the possible cash flow and turn a blind eye to the risks and reality of owning a D property (not saying this one was) when it is 1,000 miles away and they only have to take phone calls from a third party about any issues. 

Provide Ample Notice: Regardless of legal minimums, giving your tenants more notice than required can help maintain a good relationship and give them ample time to find new housing.4.

The tenant apartently stated that he had no issues at the appartment mounting 3 TVs.

My dad owns a condo in Aurora where he has a having a bunch of issues with the tenant. 

Of the tenant has to legally and rightfully break the lease you would have access to those deposits.