Why you should stay: On the scenic west coast, Soil of Sun is far from Santorini's crowds. Yet it's a short walk to a charming village and a 10-minute drive to Fira, the lively capital. Past guests—including some Travelzoo staffers—rave about the stellar service and spectacular sunset views.

What's the big deal? Stay on Greece's most famous island and save 52% during peak summer. Or visit in spring or fall for 56% off. Either way, you'll stay in a suite with a private outdoor Jacuzzi and score perks like daily breakfast and a bottle of wine.