Anna is a very likable character, her comedic style is also very good, she is just not understood by everyone :)
My vote, however, has to go to the always kind and helping Mr. Policeman. He really is one of the biggest fans of Sora, he always helped her in any way he could :) He is just too likeable.
i really like Jerry because he's basically the first one who helped Sora to achieve her goal to be able to go to the Kaleido stage (and he's Sora's number 1 fan! xD) but Anna was the one who's always there and was able to help Sora more so my vote goes to Anna!
Police-san is such a funny foreign stereotype and I did like the proposal episode somewhat. However, I think I'll still vote for the more obvious choice, Anna Heart. She isn't exactly my favorite, but I loved the episodes dealing with her father and how she always tried to cheer everyone up.