while I second the Strawberry Perl recommendation, cygwin is a reasonably-"sane" development environment (though I haven't actively used it in years), and you should probably just have to install the appropriate development library. A quick search for "cygwin crypt.h" found this cygwin mailing list post, where it says you need to install the libcrypt-devel development library to get the headers/etc, and libcrypt0 for the DLL itself. A package search on cygwin does show those two packages exist.

So, try to use cygwin's package manager for the libcrypt-devel and libcrypt0, and then see whether you can install the perl modules.

I thought there might even be a package for properly installing Net::SSH2 and/or Net::SFTP ... but, not that I could find.

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