Grand Mesa 2P

Kelty all day every day in that price range. Discovery Element 4 and it's footprint is well under budget and gets you to a little more comfortable size for storing your gear. If you're backpacking or otherwise prioritizing size/weight the Discovery Trail 2 or Grand Mesa 2 would work as well.

This is what I'm using right now and it works great.

For $100, that Kelty is a steal and will work fine for car camping and lighter backpacking. At 4 lbs, it's decent. If you want something lighter that'll last, look at the Marmot Tungsten UL 2, around 3.5 lbs, under $300 on sale. It's a solid do-everything tent. 

I had a Kelty Grand Mesa 2 for years and it was a good, dependable in poor weather tent. Nothing special or stand out about it, but it did a great job for the price.

My wife and I were in the same boat as you. I had been rocking my cheap Kelty grand mesa 2 one door/one vestibule tent for years and we kept using it while we built up her gear. Sure it’s snug but it added to the experience. Plenty of great memories stargazing together with the fly off, riding out crazy thunderstorms, or nudging each other awake when we heard wildlife at night. We’ve recently upgraded to a lighter three person tent (marmot tungsten UL 3) but I wouldn’t trade those first handful of years getting sharing that smaller tent while getting her into backpacking. And our sleep setup is basic. Two sleeping pads and two sleeping bags. She steals the covers at home as it is, so I don’t think we could share a quilt or zip our bags together. Also, if you’re strapped for space with the vestibule, put your rain cover on your pack and lean it up against a tree. Been doing that for years and never have gotten it wet even in the worst rain storm.