Skin makers do not have information about the playback position in the playlist, so this is impossible to implement.
Think for a moment: a playlist can change dynamically (on the fly). The user can change the sort order, delete or add tracks to a playlist, switch to another playlist, or delete it altogether. Tracking all this is impossible, and it does not make sense. A playlist can contain just one track, or maybe several thousand. In the latter case, the rewinding of the tape may not be noticed for the whole day.
There are skins in which the tape is rewound simply for a fixed time, but not synchronously with the playlist, but without auto-reverse it looks illogical, and auto-reverse is not present on all devices.
Therefore, rewinding the tape for one track looks quite logical, it clearly demonstrates the playback position in the track, a kind of progress bar.