Install the Community Edition on an AWS instance. It is an easy install.
Set-up a VM on Windows (with VirtualBox for example), install Linux (Ubuntu 14.04 x86_64 works fine), and install DSS on it. According to various feedbacks I had, it can take 1 to 2 hours for the complete installation.
Install DSS with Docker. Be aware this is a beta feature. But this is probably an easier option than the previous one.
Remember that while DSS is supposed to be installed on a Linux (or Mac) server, you can actually use it from Windows as you connect to DSS from your browser (Chrome or Firefox).
EDIT 13th August 2015:
Docker released yesterday a new tool for Windows: Docker Toolbox. Now, the installation of DSS on Windows via Docker is much more easier. You can find a tutorial here.