@Lindsey MatejakHere is a good article written by @Mark Ainleyhttps://www.gcrealtyinc.com/blog/what-is-the-flood-disclosure-for-leases-in-illinois-

We plan to keep them on a month to month lease but after a few months, have them sign a year lease and increase rent, however, we need help finding a GOOD app/website to get lease agreements/documents from or get a template so we can fill/add certain things we want.

Personally I think this is where a lot of sale lease back programs fail the seller.

If you use the unapproved documents terminating the lease and it leads to an eviction, you'd be wasting your time having to redo the process again.

They are sure to move on at the end of their lease term. 

Your decision to lease this property for short periods is what makes this a short term rental property, not the property itself.

I have never done lease options before, but I do want to try the sandwich lease option strategy.  

Turno (formerly TurnoverBnB) – Automates scheduling for cleaners and syncs with your booking calendar. 6.

They relied on subcontract cleaners to be the final eyes on the property.

I recommend terminating their lease now.