I allowed myself for splitting comparison into several aspects that weren’t discussed in depth before in this thread.

Code length

• Python wins. You write less for the same functionality. I can’t imagine a faster way to get simple REST API in place than you get with Django and Rest Framework. Java also have frameworks that let you spare some key strokes, like excellent Spring Boot. Still, it’s more code than in Python.

Performance

• Java wins. Although it is associated with heavy resources usage, the code just runs faster thanks to JIT and compilation. It doesn’t mean that Python is too slow for web development.

Concurrency

• I’d say Python wins. It gives you several options for chosing concurrency model that best suites your needs. You have battle-tested prefork model (multiple workers processes). You can go for threads (but only one thread at a time runs!) or coroutines with asyncio module. Java sticks to processes and threads. There are also implementations of actor model, for example Akka.

Development

• Python wins. No compilation needed. Faster feedback. User-friendly, concise syntax with plethora of idioms to work better. You don’t have to write a class for a simple thing.

Packaging

• Java wins. You still can build a nice .jar package with anything that is needed to run your application. Python’s packaging is a bit awkward compared to Java’s.