I use PyCharm (love jetbrains) + Vagrant and it's working great so far. I'd highly recommend spending the time learning Vagrant - it can be incredibly frustrating at times (on both mac and windows), but once you get it working right it's really rewarding. Being able to re-instantiate a VM when something gets really botched is a great feeling. I don't have to worry about my host machine getting messed up, so I'm free to tinker around in the VM and that speeds up my learning.

The one downside I've encountered so far is how many different "terminal" style apps I need to run to get everything working. Currently I need powershell (as admin) for spinning up the VM, putty to SSH into it, and git bash for source control. I can probably simplify them all into powershell but for now it works.