I am not sure whether or not I can ask what kind of disability they have to see if I can accommodate at all.

The contractor usually has to undo the agreed upon work (Time and Materials) and then figure out how to accommodate the new request which takes much longer and is inevitably much harder.

Similar to what you are doing, I am focused on creating more of a repeatable, deliberate process to my rentals; same application, same e-mails, same steps in the process for every single applicant, including tenant screening criteria, reasonable accommodation policy, and I include a "cover sheet" in my e-mails and in-person interactions that provides an overview to any applicants what our rental process looks like. 

Account Closed,If you have renter's insurance it may cover the cost of your accommodations while your unit is uninhabitable.

If the tenants want to install an approved fence at their expense and also remove it at their cost when they leave, that is a reasonable accommodation.  

If the tenants think they will get something nice out of the deal you might not have to do as much as you think to accommodate.  

However, the closet was not wide enough to accommodate the laundry.  

It can be done, but they will need to be accommodating creating that relationship.Thanks for your service, Charles LeMaire

You don't have to just take their "package" of what they typically do, if you decide you want them to do regular visits, and send pictures, or say manage repairs up to X$ without calling you (from escrow), outline that upfront, as long as it's reasonable, a good company should accommodate. 

Roof and HVAC reserves have been accommodated in the proforma analysis based on the remaining life.