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Some do, some do not. Depends on specifics like how rare your skills are worldwide and how flexible companies are with timezones. At the end of the day it's all about leverage and the real fair market price of your labor.
That said I know at least three Americans working remotely in my company who moved from the US to Europe for a bunch of reasons including better cost of living. So it is a thing people do.
It can be a really good deal working for international startups if you're flexible and can live in Georgia, Thailand or other low cost and low tax countries. There are tradeoffs though, living among friends and people who share your cultural values is a hard to quantify but heavily underrated good.
Sounds interesting. For me it's the Mediterranean lifestyle and walkability that I am after. I'm still very junior though so I'll probably need to put in more years before I can realistically start aiming for this.
When you do get there check out Malta. I thoroughly enjoyed my time there and it's about as quintessentially Mediterranean as you can get, and people all speak English.
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