A lot of this process depends on your laws regarding STR and Mid term leases/occupancy?

I'm fortunate that my listings leased via apartments.com and SabbaticalHomes.com

If forced to cure - and it will be a condition of remedy - the tenant can take action against you for damages from leasing an illegal property. 

My partners and I own a portfolio of residential assisted living homes that we commercially lease to the business operators.

We use Wisconsin Legal Blanks for all our leases and forms. 

Without getting too deep into the weeds, there are a few ways to do this, including:- write up an assignable lease and an option to buy which the seller signs, then assign the lease and option agreements to a tenant-buyer.

I don't use padsplit (weekly rentals); I rent on long-term leases in B Class neighborhoods.

This ultimately why the $100k midwest single family homes are frequently discussed in these forums.....its what many are able to afford to buy.

What are the tenant's leases now and when are they up?

Then finance our primary with 10% down and lease out the townhouse.