I’m so jealous, Pete! That looks like how I grew up. I know I bellyache a lot that I live in an HOA, so I can’t do these things without breaking every rule in the book. We are “semi-rural” here, and if I wanted to do that kind of gardening, I would have to go to a community garden, which, for me, defeats the purpose. So I stay within the confines and do herb gardening only. I am cheating already by having a single solitary lonely broccolini plant on my front walkway, my sunniest spot other than the middle of my front lawn.
So some please show me what bottomless pots are. I think I need to add this to my repertoire.
Have you ever seen the movie Uncle Nino? You would like it, especially the ending.
What I used for my bucket potatoes were just plastic buckets with the bottoms cut out. I doubt your HOA would approve.
Doing stealth herbs is a good choice.