Cortona Vacation Rentals
Tips on renting in Cortona
Getting Around
What to Pack
Must-Try Activities
Smart Spending Tips
Cortona, nestled in the heart of Tuscany’s Arezzo region, enchants visitors with its medieval charm and panoramic views. Begin your adventure at Piazza della Repubblica, where the historic Palazzo Comunale overlooks bustling cafés and artisan shops. Families can explore the MAEC (Museo dell’Accademia Etrusca), featuring fascinating Etruscan relics and interactive exhibits perfect for children. Don’t miss the majestic Santa Margherita Sanctuary, perched above the city and offering sweeping vistas of the Val di Chiana.
For a unique experience, join the “Cortona Walking Tour” led by local guides who share stories about the city’s ancient walls and the iconic Via Nazionale. Food lovers can savor Tuscan specialties at Trattoria Dardano, renowned for its homemade pasta and welcoming atmosphere. The nearby Bramasole Villa, made famous by the book “Under the Tuscan Sun,” is a picturesque photo stop.
Venture beyond the city to Lake Trasimeno, where families can rent bikes or enjoy a lakeside picnic. Discover the hidden Hermitage Le Celle, a peaceful Franciscan monastery nestled in the woods, beloved by locals for its tranquility and spiritual ambiance. This secret retreat offers a serene escape and a glimpse into the region’s rich monastic history.
Nearby cities
Castiglion Fiorentino
Discover Castiglion Fiorentino in Arezzo, Cortona, and Tuscany—where families enjoy sunny piazzas, bike rides, and picnics with views of rolling green hills.
Foiano della Chiana
Discover Foiano della Chiana in Arezzo, near Cortona—enjoy sunny picnics, easy bike rides, and family strolls by Lake Trasimeno’s sparkling shores.
Lucignano
Discover Lucignano in Arezzo, Cortona—wander golden hilltop streets, picnic in sunlit parks, and explore family bike trails under Tuscan skies together.
Passignano sul Trasimeno
Discover Passignano sul Trasimeno—where your family can picnic by the sparkling lake, bike scenic trails, and savor gelato as sunsets paint the Umbrian hills.
Frequently Asked Questions
Ready to see what Cortona has to offer? Let’s tackle some of the burning questions you might have as you plan your visit!
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Cortona, Italy, is perfect for an explorer family getaway thanks to its enchanting blend of history, culture, and breathtaking landscapes. Wander the ancient Etruscan walls and discover the Museo dell’Accademia Etrusca, where centuries-old artifacts captivate curious minds. Families can stroll the charming Piazza della Repubblica, savoring gelato while soaking in panoramic views of the Val di Chiana. Nearby, Lake Trasimeno offers boating adventures, and the rolling Tuscan hills invite leisurely hikes among olive groves and vineyards.
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In three days in Cortona, immerse yourself in the charm of this Tuscan hill town by exploring the Piazza della Repubblica, where the Palazzo Comunale stands as a symbol of medieval history. Stroll to the Diocesan Museum to admire Fra Angelico’s Annunciation, then wander the ancient Etruscan walls for panoramic views of the Val di Chiana. Don’t miss the Santa Margherita Sanctuary, perched above the town, and enjoy local cuisine at trattorias overlooking the countryside.
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While Cortona is renowned for its hilltop charm overlooking the Val di Chiana in Tuscany, you won’t find lakefront cabins or cottages directly in the town itself. However, the beautiful Lake Trasimeno lies just a short drive away, where travelers can enjoy charming lakeside lodges, agriturismi, and cozy cottages with stunning water views. Staying near Lake Trasimeno allows visitors to experience both the historic magic of Cortona and the tranquil, scenic beauty of the lake’s shores.
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A perfect summer itinerary for families in Cortona starts with exploring the historic Piazza della Repubblica, where children can enjoy gelato while parents admire the medieval architecture. Visit the MAEC Museum to discover Etruscan treasures, then hike up to the impressive Fortezza del Girifalco for panoramic views of the Valdichiana. In the afternoon, relax at Lake Trasimeno, just a short drive away, where families can swim, picnic, or take a boat ride to Isola Maggiore.
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Families visiting Cortona will love the inviting waters at Lago Trasimeno, just a short drive from the city center. This expansive lake offers gentle, shallow shores perfect for children, along with grassy areas for picnics and playgrounds nearby. The lake’s Passignano sul Trasimeno village has a charming beach area with lifeguards and amenities, making it ideal for a safe and relaxing day out. The scenic views of the surrounding Umbrian hills add to the experience.
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The closest ski resort to Cortona is the Monte Amiata Ski Resort, located in the province of Siena within the scenic Monte Amiata volcanic massif. Just over an hour’s drive from Cortona, Monte Amiata offers a charming winter experience with well-groomed slopes, snowshoe trails, and a breathtaking view of the surrounding Val d’Orcia and Maremma landscapes. The resort is ideal for both beginners and intermediate skiers, making it a convenient and picturesque alpine escape from Cortona.
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Absolutely, families visiting Cortona can enjoy a stroll through the charming Piazza della Repubblica, where children can watch local life unfold and admire the historic town hall. The public gardens, Parterre, offer sweeping views of the Val di Chiana and plenty of space for picnics and play. Exploring the ancient Etruscan walls and wandering the picturesque medieval streets is both free and a delightful way to soak in the town’s unique atmosphere.
