There's really no comparison. I use both languages extensively and JavaScript is by far the quirkier language.

No, the JS WTFs have to do with language quirks that result in conditionally different behaviors. The Python WTFs have to do with underlying mechanisms that are not conditionally different, but the condition may not be "obvious".

This is so much so that it is described in the Zen of Python: There's preferably One Way to do things, but that one way may not be obvious.