My confusion is how order arises from the Peano axioms (wikipedia link).
From this question I'm not sure that "successor" means "greater than." It seems you could take $\mathbf{0}$ and then the successor could simply be (roughly) "produce a new element not seen before" and then (via the linked question) just name these items $1, 2, 3, ... $. From an outside perspective it seems fine to associate an ordering with these numbers, but it seems to beg the question on whether order is valid and what it "means" in PA.
I must be missing something simple, because arriving at the concept of order seems "obvious" but I'm just not seeing how it arises from the axioms given.
I think underlying this question is the assumption that "order" in PA corresponds to the intuitive notion of "magnitude". In particular, I note that the OP says
This is in fact a very good observation! In general the symbol $ < $ does not necessarily denote a comparison of sizes, and our convention of reading it aloud as "less than" is probably a source of a lot of confusion.
The symbol $<$ means "comes before" (or, if you prefer a single word, "precedes") -- and nothing more than that. $a<b$ means "$a$ comes before $b$". It does not mean that $a$ is "smaller" than $b$ in any sense. There are many ordered structures in which thinking of $<$ as denoting size is really unhelpful and potentially misleading; see Fields that can be ordered in more than one way for examples.
This detail is a source of confusion even in elementary contexts; students often have trouble with the language "$-5$ is less than $-2$", because "less than" connotes a comparison of magnitudes, and all we really mean when we write "$-5<-2$" is that $-5$ is to the left of $-2$ on a number line. It is solely a statement about order, and has nothing to do with size.