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 yeah, i really scored getting this place, the saving i'm making alone lets me cover like 3 round trips by taxi to funchal 
 my advice is you need to be able to handle paying a higher rent at a more touristy accommodation for a few months, and bargains appear on https://idealista.pt and usually won't be on there for more than a week if they are really low prices

or if you can swing it to stay somewhere cheap outside of lisbon or something and then catch an "internal" (no international flight tax) to madeira to go inspect it and just fucking take it if you can... having good portuguese may help...

probably it's a similar thing all over the place in europe these days

what i will say tho, is that rents in former yugoslavia except for slovenia are really much cheaper, and some really nice locations... put it this way, i rented an apartment under the table in Sarajevo for 6 months for 220 euro a month about 2 years ago, i doubt the price has gone up much... it was a shitty commieblock but it wasn't terrible and there was a bathtub and a convenience store just outside the door nearby the main building entrance 
 Thank you so much for your advice. That's what I was thinking, staying for a while until I find a rental at a good price. I think another option would be to go in the winter, as I imagine the real estate sector relaxes during this time of year 
 no, there is no down season here

maybe the rents in places like i am in go down because it's so rainy but not on the other side of the island 
 Anyway, I'm going to do some more research on Madeira, it seems like a really good option 
 yeah, it's pretty decent here, maybe not next year so good