Cypress appears to have more features dedicated specifically to making testing easier, such as a user interface and various debugging additions and integrations into various other tools.
Playwright is just an API for controlling the browser, and appears to be far more powerful in that regard.
Playwright also has a python version (https://github.com/microsoft/playwright-python)
And I just discovered that they now have a real nifty debugger you can use to inspect/step-through tests as they run (https://playwright.dev/docs/next/debug/#playwright-inspector)