I'm staying in Ikebukuro and Shinjuku on my next trip. My previous trip was with a tour in the Shibuya area and traveling around from there wasn't too difficult.
My buddy came back recently and he Air BnB'd. Said it was a great way to save coin. He did mention though that on occasion he had to trek a little bit to figure out where the Air BnB was as the location wasn't as obvious as a hotel. I believe he mentioned on certain days he spent a bit over an hour trying to figure out the location without wifi. It's also easier to mail your luggage to a hotel than Air BnB if you don't want to lug it around when traveling city to city (ie: Kyoto/Tokyo). Which he tried to do due to a large suitcase he was concerned wouldn't fit on the bullet train. He also mentioned some Air BnB offer to lend you a pocket wifi included in the stay price, so it's an even better deal than hotels.
There is a little extra stress involved with Air BnB, but my buddy says he'd take that minor stress to save money again. He saved a solid 30-40% of what I will be spending in Japan for accommodations. Buying a 15 day 2GB Japan sim for $33 probably would have helped greatly to reduce the time it took for him to find the Air BnB, even if he has pocket wifi free at many Air BnB.
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