Family-Friendly Villas and Cabins in Arezzo and Cortona, Tuscany
Popular cities
San Giustino
Discover San Giustino in Arezzo, Cortona and surroundings—where your family can picnic by sparkling lakes, bike green hills, and savor sunny Italian days together.
Sansepolcro
Discover Sansepolcro in Arezzo, Cortona, and Tuscany’s lush hills—picnic by quiet streams, bike scenic trails, and share gelato under sunlit piazzas with your family.
Anghiari
Discover Anghiari in Arezzo—where your family strolls cobbled streets, explores green hills, and picnics under Tuscan skies. Adventure, history, and fun await!
Cortona
Discover Cortona in Arezzo, Italy—where your family can picnic under olive trees, hike sunlit hills, and savor gelato by Lake Trasimeno’s sparkling shore.
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.
Arezzo
Discover Arezzo, Cortona, and the Tuscan countryside—where your family explores sunlit piazzas, rolling hills, and lakeside picnics under the Italian sky.
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.
Travel Tips
Embrace the Local Culture
Bring your family to Lake Trasimeno near Cortona for shady picnic spots, gentle swims, and kid-friendly trattorias serving fresh local pasta on sunny afternoons.
Respect Nature
In Arezzo and Cortona, let’s look for hoopoe birds, fireflies at dusk, wild poppies, and sweet chestnut trees—nature’s wonders for us to enjoy together!
Be Flexible
Explore Arezzo’s medieval streets, picnic in Cortona’s Parterre Park, and in summer, enjoy Lake Trasimeno’s beaches—perfect for a fun family weekend in Tuscany.
Support Local Businesses
When visiting Arezzo or Cortona, plan to spend between €100 and €160 per night for a comfortable 2–3 bedroom rental, perfect for families or groups. Dining out is affordable, with family meals typically costing €15 to €25 per person. While you’re in the area, make sure to relax on the beaches of Lake Trasimeno during the summer or join in the lively autumn festivals for a memorable local experience.
Arezzo captivates families with its hilltop position overlooking Tuscan valleys and its remarkable Renaissance art treasures. The Basilica of San Francesco houses Piero della Francesca’s masterpiece fresco cycle “Legend of the True Cross,” considered one of Italian art’s greatest achievements, viewable through timed entry tickets.
The sloping Piazza Grande, featured in the film Life is Beautiful, hosts the monthly Fiera Antiquaria antique market transforming the medieval square into a treasure-hunting paradise. The Medici Fortress provides panoramic views across terracotta rooftops toward the Apennine mountains.
The Cathedral of Arezzo showcases stunning stained glass windows by Guillaume de Marcillat and della Robbia terracotta sculptures. Casa Vasari, the artist-historian’s former home, displays his original frescoes and offers insights into Renaissance artistic life.
Adventure families enjoy exploring the underground passages beneath Piazza Grande and visiting the Archaeological Museum displaying Etruscan artifacts including the famous Chimera bronze. The Parco del Prato gardens offer green spaces for picnicking with castle views.
Sample pici pasta with duck ragù and bistecca alla fiorentina at traditional osterias. The nearby Cortona provides additional hilltop charm. Arezzo’s combination of artistic heritage, medieval atmosphere, and authentic Tuscan character creates enriching family experiences in Tuscany’s less-touristed eastern reaches.
Frequently Asked Questions
Ready to see what Arezzo, Cortona and surroundings has to offer? Let’s tackle some of the burning questions you might have as you plan your visit!
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Yes, you can find vacation homes on the Amalfi Coast with fenced yards or secure gates designed to keep toddlers safe. These family-friendly rentals offer peace of mind, letting you relax while your little ones play outdoors, surrounded by fragrant lemon trees, sea breezes, and spectacular coastal views.
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For families seeking lake cabins in Arezzo, Cortona, and the surrounding Tuscan countryside, several properties offer fenced yards for children and pets to play safely. You’ll find cozy lakeside retreats with private gardens, secure outdoor spaces, and easy access to scenic views, ensuring peace of mind throughout your stay.
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Yes, you can easily find simple, family-friendly day plans in Arezzo, Cortona, and the surrounding Tuscan countryside that combine relaxing lake time—like swimming or picnicking at Lake Trasimeno—with short, scenic hikes through olive groves or gentle hills, creating a fun and memorable outing for all ages.
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For families exploring Arezzo, Cortona, and nearby areas, Lake Trasimeno and Lago di Montepulciano stand out for their clean restrooms and shaded picnic areas. You’ll find well-maintained facilities, lush trees for relaxation, and scenic spots ideal for lakeside lunches, ensuring a comfortable and enjoyable visit for everyone.
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To quickly find family-ready homes with available open dates in Arezzo, Cortona, and nearby areas, visit Lake.com, where you can browse detailed listings, filter by family amenities, and view up-to-date calendars, ensuring your family enjoys a seamless, comfortable stay in the scenic Tuscan countryside.