By default a enum has images, but not suitable for your goal.
I can think of two options you have in this case:
1. add 5x a image on the page. On click execute microflow which sets the related value for it
2. Instead of using a enum, use a referenced entity. This entity should be a specialization of Image. This alows you to dynamically create a list of images.
The enum toggle widget might be of help in that case.