He could not accommodate any time to come down for the keys, so to make his life easy, I left him the keys at the house so he can come to take a look at the property almost 6 days before the initial contract begins.

Also, ADA is not relevant in this situation (to my knowledge) as that speaks to places of public accommodation.

Exemptions include "Housing accommodations in which the tenant shares bathroom or kitchen facilities with the owner who maintains their principal residence at the residential real property.(5) Single-family owner-occupied residences, including a residence in which the owner-occupant rents or leases no more than two units or bedrooms, including, but not limited to, an accessory dwelling unit or a junior accessory dwelling unit."

I want to be sure we go about this the right way if we are to accommodate this guest.

Most times they will make some accommodations to offset the higher cost vs the average seasonal bill over the last year.

Try to give at least three days notice and accommodate the Tenant's schedule.

I'm happy to accommodate but would like be compensated for the additional risk.

They have about 10 months left on their lease and they're very accommodating to showings because they want me to find a new tenant and get them off the hook for the next 10 months.

Be upfront with her and tell her you may not be able to accommodate more than a year unless another year lease is signed.

It's ok to accommodate a request sometimes but if it's going to cause you problems that's different.