Windows – Rent A Virtual Machine

Nesting VMs is something that has been done for forever on IBM Mainframe hardware. That hardware does lots of stuff to make the process very very efficient. You can have VMs nested to an arbitrary depth and it works very well.

PC hardware very recently has kinda made this barely possible. A document on VMware's web site discusses it, but the gist is that you can have VMs nested 2 deep, but only on very modern hardware that supports true hardware virtualization (VT-x or AMD-V), and the second VM depth must be running the older style BT/binary translation style virtualization. There are also severe restrictions on the virtual monitors you're able to run on the inner guest.

Needless to say, it's not supported and I'd expect it to be really flakey if you do anything even remotely weird (like Hyper-V under ESX). And performance will not be good, regardless of if it is stable.

If it's Windows, just have a look at the hardware screens. It'll have a billion and five VMWare-branded virtual devices.