It's interesting to see Jeremy's reaction to Anna when she and Vicki come back as ghosts in Season 3. You really see the difference in his infatuation with Vicki and his love for Anna.
I definitely feel that Anna was his greatest love
he only chooses Bonnie when all other options are gone permanently.
Plus, he has a chance to get rid of Anna simply by refusing to think about her, and he admits that he can't and doesn't want to let her go.