Mihail's house was the perfect place for our family (2 children - 1 and 4 y.o - and 2 adults). I would absolutely recommend this place because it was impeccably clean; very well equipped (including the kitchen - we cooked full meals every day); the garden is beautiful, well-tended and full of flowers; the house and garden are very safe for small children (entirely fenced); there was pleny of towels and linen in the house; Mihail's parents were here to welcome us and offered a full basket of Cretan products and two delicious homemade desserts; the house in a quiet dead-end street, yet very close to tavernas, shops, a pharmacy and a supermarket (a few minutes' walk); for our youngest, Mihail provided a cot and a travel baby bed and a high chair. The only nuisance I can think of was the fact that we could here the music from a nearby hotel on weekend nights - but it was not loud enough to prevent us from sleeping.
October is still a nice month to enjoy Crete but some tavernas and stores were beginning to close for the season. Umbrellas and sunbeds were being stored away while we were there. So at the end of the month you could find many closed doors. However, Analipsi is a real village with supermarkets, a bakery, a pharmacy etc. that seem open all year round.