In one of my travelling guides, they advice visitors to Milos to try find a room in the village of Tripití, if you like a village environment as a base. However it is hard to find a room here!
Another nice village is Pláka, official capital of the island, where you besides rooms to rent also find a post office, several motorbike rentals and some nice taverns. Furthermore is Castro, the old fort located here, from where you have a fantastic view in several directions.
You find most accommodations down by the port, Adámas. This village isn't particular picturesque as many other ports in the Cyclades. It's a rather busy place. On the quayside, and the street along the waterfront, are several travel agencies, taverns and banks and other services like motorbike rentals and bus station.
If you are into windsurfing I suggest that you try to get a room in Pollónia, the north-eastern corner of the island, because this is the windiest spot on Milos.
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