You either want the two views (red and blue) to end up with a proportionate amount of space after the rotation:
logoView.autoresizingMask = UIViewAutoresizingFlexibleWidth|UIViewAutoresizingFlexibleHeight|UIViewAutoresizingFlexibleBottomMargin;
buttonView.autoresizingMask = UIViewAutoresizingFlexibleWidth|UIViewAutoresizingFlexibleHeight|UIViewAutoresizingFlexibleTopMargin;
Or you want the red view to end up the same size as it started out, and the blue view to adjust to make room for it:
logoView.autoresizingMask = UIViewAutoresizingFlexibleWidth|UIViewAutoresizingFlexibleHeight;
buttonView.autoresizingMask = UIViewAutoresizingFlexibleWidth|UIViewAutoresizingFlexibleTopMargin;