I find that page (docs.python.org) easy to navigate using the side menu and the structure of the document the fact that it is so big doesn't quite bother me, I already know most of what I need on that page and wouldn't be upset navigating it if I had to.
I have on my recklessly large to-do list plans to update the API docs on ruby-doc.org with YARD.
The template seems a bit easier to navigate and the overall results better. But I'm always open to concrete suggestions.
[note: I run ruby-doc.org]
The formatting within the python docs is also highly inconsistent. Why (on the built-in types page) do the operations on sequence types (5.6) get a nice table, but the operations on sets (5.7) have a poorly formatted list?
[1] http://ruby-doc.org/core/classes/String.html
[2] http://cupi2.uniandes.edu.co/site/images/recursos/javadoc/j2...
It's this comprehensiveness of the documentation that has impressed me before when I've needed to look things up about Python, and was enlightened about things I didn't expect to be.
Back then I always hoped for the single page, because I was beginning with the language and jumping up and down the toc table of the docu page to figure stuff out. For a beginner, having this possibility to switch from birds to frog perspective inside one page is really great. They could do a better job on integrating the page-internal toc navigation though.
There's a bit of serendipity in a big page like that, where you can learn more than you expected. But it comes at the cost of distracting you from whatever it was you came to find.