Very interesting discussion! Let me add my 2 cents:
I know you “rejected”
Greece already but let me make a case for Athens anyways: I (northern European) have spend a few months each year here for the last 10+ years:
PROS
+ Weather - One of the best in Europe.
+ English Language - I find that lot of people speak English in Athens and on popular islands
+ Athens is 1m+ size (so you find everything you need) and you can also drive to many surrounding countries. Or take the ferry overnight to southern Italy.
Or take a 1-2h ferry to amazing islands close by
+ Airport is well connected to Europe and Middle East
+ Mediterranean life, food, people
+ rents and property prices are still quite affordable compared to the rest of Europe (especially to similar countries like Portugal)
+ I feel very safe and find the development level sufficient. Sure streets and other things aren’t as new as in the north of Europe but you get used to it
CONS
- taxes high
- Government and government services often difficult to deal with (but with local lawyer it’s not too bad)
- government not considered entrepreneur-friendly , but I think they are trying to improve that
Overall I prefer Greece/Athens over all the other Mediterranean countries but that’s my personal opinion.