If you want to deploying page based solutions especially for Theme, now there is a great tool you can easy to use it. (download from here http://www.codeplex.com/Solutionizing/Release/ProjectReleases.aspx?ReleaseId=17314)
You can find the snapshot of usage here
(http://solutionizing.net/2008/09/14/stsdev-theme-solution-generator/)
Here I just want to tell you about the debugging.
Once you changed any elements about Theme such as CSS settings(theme.css) or images.
You are not able to see any changes in sites whatever you use the [DebugUpgrage] or [DebugRedeploy] method on STSDEV deployment.
What you need to do is change the theme selections, you will find changes then attach to process "w3wp.exe" for debugging.
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