[Hansrutger]

Code might be correct indeed but then you have to look at calculations. THere is a reason why it never prints out that "You're outside this area" and it's not because SendClientMessage all the sudden bugged out.

I'd bet you money that it's the fact that it never gets inside because of this:
if(IsPlayerInArea(playerid, -2079.122070, -270.203887, -2055.852294, -258.532623))

Why? By the looks of it you are checking same thing twice.