A bit of a conundrum

A bit of a conundrum

Hi there, I just joined the group a little while ago. I've been gardening for probably ten years now, mostly with tomatoes and flowers, though I have tried my hand with herbs, peppers, zucchinis and a handful of other veggies. I've been getting my garden fix in college by coming home and working my parents' garden in the summers, but this will be the first summer I won't be coming home, and I currently live in a little apartment with a gravel-covered common space, the apartments forming a U around it. I'm currently surviving on a little window gardening of herbs, including chives, curly parsley, sweet marjoram, dill, sweet basil, cilantro, and oregano. However, I'm really going to miss my tomato garden. I'm pondering putting a big pot out in the courtyard to grow. Does anyone know much about container gardening? Usually, I'd just till over the soil, and have a few volunteers from the previous season that would sort of fill in the gaps if any of the plants I planted didn't make it. But now, I'm only going to have one (maybe two) chances at this, and I want to make sure I do this right. So my question is: what should I buy, as a poor college student with the above restrictions? I've been spoiled on a myriad of fertilizers, organic pesticides, and heirloom tomatoes the last few years, and need help on how to get a working tomato garden together on a budget. Any ideas, tips, or tricks? Thanks in advance for your help.
before photos of tricycle

before photos of tricycle

The beginnings of my garden

The beginnings of my garden

My Zinnias

My Zinnias

New garden pics!

New garden pics!

A sweet banana pepper…

A sweet banana pepper…

The Community Garden (allotment)

The Community Garden (allotment)