For me, it would depend on how opposed my kid was to the pool. Certainly, I wouldn't want someone forcing him into the pool, and if he hates sitting by the side, I wouldn't want my nanny taking him to do that every day. If he was just hesitant/not into swimming, I do think exposure to the pool and seeing other kids enjoy it could be a good way to draw him out and maybe he would eventually get in. If he actually hates it, I doubt that will ever work. All of that being said, I agree with the concerns about sun exposure, and given the access to many other types of activities, I'd encourage the nanny to pursue other activities, and save the pool for once or twice a week.
I think it would also depend on my child's reaction. If she liked going and seeing other kids but just wanted to sit on the edge it wouldn't be a problem for me. I would probably hope it would help her get in the pool eventually. If she was crying and begging not to go and they were forcing her then I would be furious.
My 3 year old hasn't been in our pool once this Summer and we go in 1-2 x a day. She puts her feet in and we have toys and the water table for her to play with. Maybe I'd feel differently if I were paying someone to watch my kids, but I don't think this makes me a lazy or unimaginative mom. It's still early in the pool season here so I hope to get her okay with it at some point.
I talked to the other mom about it and she says that she doesn't mind them going to the pool on a regular basis because she does hope that he'll get used to the water, but that she hasn't asked her to take them that often and if I'm not asking her to take them that often she would much rather they do other activities too. I'm glad a few of you mentioned the sun exposure too, that's been bothering me too but I wasn't sure if I was just being weird about it. I definitely don't love this nanny (she's just with us for the summer) and wasn't sure if that was clouding my thoughts.
I think everyday is a lot and we've been to the pool a lot this summer.
As for the little boy, meh whatever. Who says he's miserable.
DD spends more time on the edge of the pool soaking her feet than doing anything else. I ask her what's up and she says, "just relaxing and watching my friends mommy!"
She's not screaming. She doesn't hate it. She's not whining. I don't have to entertain her. I have no desire to care about what she chooses to do at the pool.