Sleep in one village. Move by bus. Add a car only on the day you leave the caldera rim.
2 nights: caldera core
Afternoon arrival, sunset from your village. Full day Fira–Oia walk or bus hop, second sunset, morning ferry or flight out.
4 nights: rim plus island
Keep the two-night core, then a winery morning and a beach afternoon. That is enough without hotel-hopping.
Things to Do in Santorini → · Best Time to Visit Santorini →