As usual Python stuff for .NET is more advanced and evolving quicker than Ruby stuff.
http://pytools.codeplex.com/
Sad fact to me as (syntax-wise), I like Ruby much more!

I haven’t tried yet but what they claim for IDE features specifically is really impressive (if works as in screenshots).
They also support multiple Python runtimes/environments (CPython, different versions of IronPython, PyPy).



Update
Before download, make sure to read the installation details carefully:
Installation Details (See the wiki page):
PTVS is an add-in for Visual Studio 2010. To get Visual Studio you have several options:
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IronPython, Link List, Visual Studio, Visual Studio 2010, Visual Studio Add-ins
I have found this email sent to the IronPython mailing list yesterday, and thought many of you would love someone to share it :).
Hello IronPython Community,
This is a special release of IronPython designed to work with the Visual Studio 2010 CTP. This release will let you try out C# 4.0’s new Dynamic feature, which allows you to easily call into dynamic object models such as IronPython modules from your C# code.
To get started using IronPython with C#’s Dynamic feature:
1. Install this .MSI on your Visual Studio 2010 CTP Virtual PC image, either by enabling network access or sharing a host folder in Virtual PC’s settings.
2. In Visual Studio 2010, click the CTP Walkthroughs link on the Start Page and browse to the Visual Studio walkthroughs. Follow along with the Dynamic Programming in C# walkthrough.
This release is not related to the recently released IronPython 2.0 RC1. In fact, this is based on source code from the beta4 timeframe. Also note that this release will only work with the VS10 CTP and not against any other version of .NET.
You can download the release here:
http://www.codeplex.com/IronPython/Release/ProjectReleases.aspx?ReleaseId=18448
The IronPython Team
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.NET, General News, IronPython, Microsoft News, Visual Studio