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Importing the same module twice should only execute its code once, and should only lead to one copy of the classes defined in the module's file.
If a subdirectory of $PWD is on $PYTHONPATH, and a package is imported both relative to $PWD and relative to that subdirectory, its code is loaded twice, and its classes are defined twice independently.
Downloading the attached file, and running:
mkdir folder
cd folder
tar xf file.tgz
PYTHONPATH=$(pwd)/package python main.py
should print import once, but does print import twice.

Unless I misunderstand you, you are importing the module using two different names, so loading it twice would be the correct behavior. That is, 'foo.bar.baz' is a different thing from 'bar.baz' from Python's point of view.

Agreed, I don't think this is a bug.

That is indeed the behaviour I'm talking about.
In particular I came across this where two libraries imported an exception type using different sys.path traversals, which both led to the same file, and a try-catch didn't catch the exception because it had a different type (even though it had been defined by the same file). This was a pretty horrible bug to track down.
That said, messing with sys.path is pretty ugly, so I can see why this would be intentional, but it still feels like the the types of the same class, defined by the same file, should be equal.

It isn't the file things are defined in that matters, it is how the module object is named. As I said, foo.bar.baz and bar.baz are different objects from Python's point of view, as you found out.