Candian government does not own the Windsor or any other casino. They are owned by the OLG and operated by an American firm. Caesar's in the case of Windsor.
I expect you will see something regulatory for all online play in the next year and a half to two years.
There are several online books already tied to native status reserves. They are garbage and not funded to take on the risk of a legitimate online book. Little more than penny ante or scam operations. The Canadian government will not fund anything they cannot regulate.