First of all...the view! Wow! I could sit on the porch all day long.
Upon arriving, Jackie he helped arrange a ride and for someone to show us the way to the listing in person. Definitely got with the ride from the airport or port as it is difficult to find your way around Santorini at first. We arrived late at night, but they were all super helpful still.
The next morning, Jackie stopped by and pointed us around Oia with a map she had brought, and she gave us great advice on what to do in the area. We took her advice and had an awesome time! I highly recommend doing the Romantic Sunset trip trough Santorini Yachting Company. Do the semi-private tour - it's worth it and it's just the right amount of people. We loved meeting everyone on our catamaran.
Also definitely go down to Amoudi Bay. There are very charming restaurants and the famous "cliff" jumping spot. It's 100% safe and not that high so definitely do it.
Jackie was also kind enough to provide us with some excellent restaurant recommendation as well. Don't fall into the trap of view = best restaurant. Some of the best food options in Oia don't have a view. Follow Jackies advice here!
I can only hope that the next time I'm in Greece we are able to stay at this AirBnB or somewhere similar.
Thanks, Jackie!