I moved my son into his own bed at about seven weeks, so I don't think I have any experience that might help you. Just some possible thoughts...
It's tricky. You'd want him to associate sleeping on his own with being a big boy and it being really fun to have his own room, but you don't want him to feel separation anxiety over it.
Hmmm, bribes?

Could he earn something special for being a big boy and sleeping in his own bed? Or would that imply that he is failing somehow if he needs to be with you at night? Ack! I don't know! I'm not very helpful! Sorry!
I wonder if you posted this in the Natural Parenting section if you would get a more helpful response? Lots of members in there practise Attachment Parenting and would have way more experience than I would.
Good luck with it!
