I do have a CPA that handles all our taxes.If you are providing services, like tours, cooking meals, driving folks around, cleaning during the guests stay, then you will fall under schedule C and pay the taxes.Leaving things for folks like a welcome basket, coffee, bikes etc does not do this.

This should be a passive business for you and the manager should handle everything.

Any investor could do this and if they didn't want to manage the STR side they could use a team to handle that too and make it passive.

Second, in discussing the matter with the Tenant, I tell the Tenant that I don't agree or consent to the Tenant moving out early and that we will handle the matter according to the Lease.

I am able to leave on last minute trips because I have at least one person that cares as much about a property as I do to handle things when I am away.

I'm curious on how members of this community would handle it.Let's use a typical BRRRR example, buy for $50k, $25k rehab, with the hopes of a $100k ARV and $1k rent.

We just need to make sure the accounting is handled properly. 

Why not talk with property managers who handle comparable assets in the area?

Find out what market value is for the home and then they can write up a sales contract and have a lawyer handle it.

For these 2 properties you just need Vrbo and Airbnb software and a great cleaner to handle turnovers.