Eclipse http://www.eclipse.org/ http://www.eclipse.org/ PyCharm http://www.jetbrains.com/pycharm/ http://www.jetbrains.com/pycharm/ Those are two options that

Eclipse http://www.eclipse.org/ http://www.eclipse.org/ PyCharm http://www.jetbrains.com/pycharm/ http://www.jetbrains.com/pycharm/ Those are two options that in my opinion most closely match VisualStudio for .Net. Having said that, and coming from same backgroud as you do (.net), and trying to find the same thing you do (except I switched to linux, not mac) I ended up with Vim.