Thanks all for the comments. I never had an interest in allowing any sort of subletting, and I thought I was pretty clear initially when I talked to all tenants to be. But this one was interesting because he first started out asking me if it was ok if he occasionally has business associates stay with him. I didn’t think anything of it and thought it was fine. I did find it weird that he’s a techie for a big company, and that he would have so many business associates that he would want to live with him.

Another thing. He tried to assure me that he would find a cleaning person and gardener every week and keep the place pristine (also, this was odd because I was including a gardener already).

And finally when I sent him a draft lease agreement, out of all the things I think he might have objected to, the only thing he objected to was my clause about subleasing was prohibited. He wanted me to change it, because according to his words, even though he doesn’t consider what he was going to do a sublease, he wanted to make sure it wouldn’t conflict with the lease. I objected and said the sublease clause I never removed, ever and that I I won’t change that.

That got me thinking that if he really wanted to do it, he probably could do it without telling me…So I was curious why was he asking me explicitly for consent.

I’m guessing the reason why is because, in order to be able to run a short term rental/AirBNB business for a home that doesn’t belong to, he probably needed to provide proof from the landlord that it was ok to do this. I’m guessing that’s one of the conditions of AirBNB rentals. And I’m guessing that in order to get a mandatory permit in the city to have a short term rental, part of the application for that license requires the person to provide proof that the landlord approves.