I recently bought a Dell XPS desktop (Windows7; 64 bit) which came with both DVI and VGA output and I have a company laptop (Win 2000) which only has VGA output. My monitor (Dell 24 inch) fortunately has both DVI and VGA input so here is how I could share monitor without the KVM switch.
I connected Dell XPS to monitor via DVI cable only and connected old laptop to monitor via VGA cable. Then in windows 7 I right click on desktop, go to screen resolution, Advanced setttings, monitor and uncheck the box that says "hide display that display card cannot show". Close the screen resolution window, open it again and it showed multiple display box and in drop down menu in that box I have 4 different selection possibilities. 1. Duplicate display, 2. Extend display, 3. Show desktop on 1 and show desktop on 2. My desktop 1 is DVI and desktop 2 is VGA. So if I am using Desktop 1 then I can switch to 2 by just selecting it. If I am using old laptop (Desktop 2) with win 2000 the right clicking and selecting display option and selecting it to show notebook will switch me back to my XPS (Desktop1). Sounds bit confusing but its really not.
I also share wireless keyboard and mouse which I connect using usb connection that came with Belkin Flip (Flip did not work for me for sharing monitors between windows 7 and 2000) but I can share keyboard and mouse.
So if you happen to have one computer with DVI and one with VGA output and monitor with both inputs then you should be able to bypass the KVM switch to share a monitor.