Recently, I have deployed several Django projects on Windows Server 2012 running on IIS. I Thought maybe it's helpful to share my experiences.

Using Django 1.8.7, python 3.4, IIS 8, Windows Server 2012

First, add Web Server Role to activate IIS on Windows. Tutorials on iis.net

Make sure to enable CGI.

Create a Django project by running:

cd D:
mkdir sites
cd sites
django-admin startproject demo
cd demo\demo
mkdir statics
mkdir media
mklink demoPython.exe C:\Python34\python.exe

In your settings.py set MEDIA_ROOT, STATIC_ROOT, MEDIA_URL and STATIC_URL as below

# ...

import os
MEDIA_ROOT = os.path.join(BASE_DIR, 'media')
STATIC_ROOT = os.path.join(BASE_DIR, 'statics')
MEDIA_URL = '/media/'
STATIC_URL = '/static/'

# ...

The directory structure for our demo project will be as below.

demo
├── demo
│   ├── __init__.py
│   ├── settings.py
│   ├── urls.py
│   └── wsgi.py
├── media
├── statics
├── manage.py
└── demoPython.exe

We will use wfastcgi.py script to get our project running under FastCGIModule of IIS.
First install wfastcgi.py
This will add wfastcgi.py to Scripts directory of your python installation path.

Open IIS. Add new website.
Set Physical Path to D:\sites\demo\demo\
Go to Handler Mappings and from the right panel choose Add Module Mapping.

Add Module Mapping


Set Executable: to D:\sites\demo\demo\demoPython.exe|C:\Python34\Scripts\wfastcgi.py
Open Request Restriction and uncheck Invoke handle if only request is mapped to

Invoke handle if only request is mapped to

Go to IIS Home and open FastCGI Settings.
Open the item having D:\sites\demo\demo\demoPython.exe as Full Path.
At FastCGI Properties open Environmental Variables and edit the collections.
Add new item: Name: WSGI_HANDLER, value: demo.wsgi.application

To serving media and static files by IIS, we create Virtual Directories
Add static and media Virtual Directory to demo website. Don't forget to remove demoDjango from Handler Mappings on both virtual directories

Also I found a usefull post on Toptal , which I recommend for more detailed step-by-step tutorial for installing django on iis .