What kind of phages are you talking about? My experience is with filamentous phages, M13- and M13-related phagemids, and the answer is YES, you can find colonies with more than one plasmid inside after infection with phages.
I dont know whether there is a limit, but in the techniques I routinely use we try to keep the ratio bacteria/phages as high as possible to reduce the chances of multiple infection. Thats why, although I have observed cases of infection with more than one phage, as I told you before, in general we have single infection and the link between genotype and phenotype of phages is maintained. The limit is thus imposed by probabilities.