At certain size ranges, and the range changes from font to font, WINE will turn off anti-aliasing.
While I was doing some research I found a comment on Redhat’s bugzilla:
Websites may ask for tahoma, but isn’t that partly because of entrenched microsoft mindshare? If they request it, surely they’re expecting MS’s tahoma rendered by the MS font stack, not wine’s incomplete tahoma copy rendered by freetype. Meanwhile, distributions and desktops have gone to some effort to make the web look good out of the box.
Maybe this is a case of certain fonts being reimplemented by WINE not being complete; and this anti-aliasing is a poor quality embedded bitmap?
On my machine Roboto Light is antialiased all the way from 8 pt to 28 pt and higher.
With WINE’s substitute for Arial, antialiasing only turns on at 14 pt or higher.
Can you test this in WINE wordpad, is this similar for you?
By the way, older versions of WINE controlled anti-aliasing through
regedit options in
HKCU\Control Panel\Desktop but those don’t do anything with WINE 2.20 on my machine. Maybe they will work on PlayOnLinux if it is somehow forcing antialiasing?
Edit: You said you already installed MS fonts… maybe that package doesn’t include Meiryo UI?