When we first arrived for our stay at the loft we had some trouble meeting up with Lilianna at the designated location and time. I still don't fully know why she was late when she lives <5 minute's walk away. Fortunately the people of Plaka were very helpful, allowing us to use their wifi and phones to try to get in touch. One restaurant owner even called Lilianna's mom to try to get through to her (small town stuff).
So checking in was frustrating and cost us two hours. However, once that was solved the rest of the stay was fantastic. The loft is located in the adorable little town of Plaka with its narrow streets and whitewashed buildings. The shop owners are largely very friendly, especially the guys at 'Kayak'. Private parking is provided about 2 minutes away, and I'd definitely recommend renting a car to see the rest of the island.
Lilianna gave us some recommendations for places to go, translated some food allergy related words for us, and even did a load of laundry for us for 7 euros.
The loft is an overall great place to stay. Highlights include the private rooftop to watch the sun set, the location in the heart of Plaka, and the feeling you get while you're there of really being part of the local scene. A couple things to keep in mind are the lack of a kitchen, and that you don't drink the tap water on Milos.
9.5/10 - Would definitely do it again.