Italy

If you’re searching for Cortona holiday rentals, what you’re really deciding is not just where to stay — but how you want to experience Tuscany. After spending weeks in Tuscany across multiple trips, and helping clients choose the right stay based on their travel style, budget, and pace, I’ve learned this: the best vacation rental…

If you’re wondering where to stay in Arezzo, Italy, I’ll keep this simple: I chose to stay in the historic centre—and I would do it again without hesitation. Arezzo is often treated as a quick stop between more famous Tuscan towns, but after spending time here, I see it differently. It’s not just worth visiting—it’s…

Arezzo is one of those Tuscan towns that quietly rewards you—if you know how to experience it. If you’re searching for the best things to do in Arezzo, you’ll find the expected highlights: Piazza Grande, Renaissance frescoes, and medieval churches. But what makes this town different isn’t just what you see—it’s how it feels to…

Is Arezzo worth visiting?Yes—but not for the reasons most people come to Tuscany. I’ve been to Arezzo twice now, and each time, it’s felt the same: quieter, slower, and more lived-in than places like Siena or Florence. There are no big “must-see” moments pulling you from one site to the next. Instead, Arezzo reveals itself…

I first discovered Cortona, Italy, the way many others did—through the film Under the Tuscan Sun. When I finally arrived in person, I understood why this hilltop town calls to travellers seeking more than just another stop on a Tuscan itinerary. Most people arrive in Cortona for a few hours. They walk the main street,…

If you’re deciding between Montepulciano vs Pienza, the difference comes down to depth versus polish. Montepulciano is the larger of the two and is best known for Vino Nobile, underground wine cellars, and dramatic Renaissance architecture. Pienza is smaller, more refined, and celebrated for its perfectly planned streets, sweeping Val d’Orcia views, and pecorino cheese….