This was actually because of a setting in App_Config\Include\Sitecore.ExperienceEditor.config
WebEdit.PlaceholdersEditableWithoutSettingsBecause the implementation of dynamic placeholders I was using at this time did not support placeholder settings, the config setting above (false by default) was stopping these placeholders from showing in page editor mode.
The fixes are to set this config setting to true (not recommended) or to find dynamic placeholders which support placeholder settings.
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