To host a private Python package repository, I create a simple directory tree where the first level is the package name and the second level is the package (a tarball, zip, or a wheel) and I serve that tree over HTTPS using vanilla Apache or nginx with directory listings enabled. Then I use "bin/pip -i https://packages.example.com ..." to point to that repository. It's very low tech and it turns out that's all I need.

Whenever pip can't find a package due to case or hyphen issues, I look at the access log, find out what pip is trying to retrieve, and rename things or use symlinks to fix it. Also, I manage the directory using git. (One of these days I'll try using git-annex or similar, but for now, a few gigabytes is not even close to being a burden.)