Advice for european remote worker? Less than 90 days

Hi! I'm an italian citizen working for a spanish company and I'm planning to go to Tokyo to remote work for about 3 months. For what I've been told, being Italian I dont need any type of digital nomad visa as long as I dont spend more than 90 days there (which isn't the plan).

Anyone with similar experience that can give me any tips? My doubts are the following:

– What kind of semi-long term acommodations should I get? 3 months is too long for doing hotels or airbnbs, but too short for an anual normal rent.

– Should I get a Japanese travel health insurance? Any info about this would be great.

– What neighborhood would be convenient to live in? Considering that I would be working 5pm to 12am, and better be in a lively spot since I heard nighttime public transport is non existant.

– Is the non needed visa for less than 90 days actually true? I'm afraid of being stopped at the airport for having 2 laptopts (work & personal) and be denied entry because I'm planning to work there (even if its for a company in europe)

Any other relevant info helps! Thanks reddit

by inaxxx

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