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frankohara
Erm. You could be entirely wrong on this. The lease should define restrictions if any, and if it doesn't, he can park there any time he likes. I think :)
Don't be that guy in the bastard neighbours thread.
Like vampires - only with permission. It depends if the lessees are granting permission, and if that permission is greater than they are authorised to provide. What does the lease say? What dictats have the management co / directors issued on this?
The key itself is a bit of a red herring because it's the permission that's being granted that is the problem. In the same way that a resident might feel entitled to let a guest park there or rent out their parking space or let airbnb guests park there...they'll find a way, key or no key.
So you need to issue allocated spaces and buy in enforcement. And charge for it because your leaseholder / SOFH is a dick.
IANAL btw.