Our first Greek holiday was nr Laganas - Zante.... Laganas was pretty awful but as we stayed about 10 mins walk away and it was our first holiday we enjoyed ourselves. We had nothing to compare it with.
Then for about 6 years after that we always went to Crete for our main holiday, met some friends that I still keep in touch with regularly even meet up with when they visit the UK. We took our daughters and have also been on our own and have made some fabulous memories. Our friends live in Aghia Marina nr Chania.. We like that end of the island as it is near some fantastic beaches like the pink sandy beach of Elafonisos (you cant get me off the beach and the lagoon is beautiful), Falasarna is brilliant too. I would go back there anytime! The other end of the Island Elounda is nice but horrible to get to from the Airport.
We have been to Samos as well which was very nice and very green but dont think I would go back.
We finally found the courage to go somewhere else and found Corfu, three years ago. We had our FIRST most relaxing holiday in Agios Gordios. A small bungalow literally 2 mins on the beach, you could roll off the verandah and you were there, like having your own private beach., we had to walk along the boards on the beach to get to the restaurants which were brilliant and the walks in the area were amazing.
Then by accident because we couldn't find the same accommodation in Ag. Gordios we found by accident Arillas and we were so glad we did. We have only been there twice but we love it. So all in all our most relaxing holidays have been in Corfu as we dont feel we need to rush about visiting places by car and dont have the great need to shop and Arillas fits the bill for that.
We dont know what we are doing next year so shall try some late holidays if we can, at least we know what we are getting and wont be disappointed.