Italy villas for rent

San Polo in Chianti Luxury rentals

Discover San Polo in Chianti, Tuscany: stroll sunlit vineyards, picnic under olive trees, and bike rolling hills—perfect for your family’s outdoor adventure.

San Polo in Chianti Vacation Rentals

Antico Borgo San Lorenzo
Colle Val d'Elsa, Tuscany Chianti, Italy
$6,315 night
Relais La Costa
Monteriggioni, Siena and surroundings, Italy
$6,422 night
Beatrice
Borgo San Lorenzo, Florence Countryside, Italy
$3,607 night
Scaletta + GIrasole
San Miniato, Florence Countryside, Italy
$4,907 night
für 10 Personen und 4 Kinder in Chianni, Toskana (Provinz Pisa)
Chianni, Lucca, Pisa and surroundings, Italy
$4,101 night
Casale Il Cungi
Sansepolcro, Arezzo, Cortona and surroundings, Italy
$3,341 night
Ferienvilla "Kloster Biribino
Città di Castello, Umbria, Italy
$3,325 night
Gesamte Struktur
Monteleone d'Orvieto, Umbria, Italy
$5,980 night

Tips on renting in San Polo in Chianti

Getting Around

When you visit San Polo in Chianti, nestled in the heart of Tuscany’s Chianti region, your family will love exploring the historic Pieve di San Polo, a charming Romanesque church surrounded by rolling vineyards—perfect for a peaceful stroll and a fun history lesson for kids. Nearby, the lush Chianti countryside invites you to bike or picnic among olive groves and cypress trees, with panoramic views that make every moment magical. Enjoy local gelato at the village café and soak in the warm, welcoming atmosphere that families cherish year-round.

What to Pack

Packing for your family vacation to San Polo in Chianti, Italy, means preparing for both adventure and relaxation in the heart of Tuscany’s Chianti region. Bring comfortable clothes for strolls through sun-dappled vineyards and olive groves, where your kids can discover traditional farming. Pack layers for exploring the historic Church of San Polo and hands-on cooking classes, plus sturdy shoes for scenic bike rides along rolling hills. Don’t forget festive outfits for May’s vibrant Festa del Giaggiolo and a picnic blanket to savor local wines and countryside views together.

Must-Try Activities

In the heart of Tuscany's Chianti region, San Polo in Chianti offers families a delightful blend of adventure and relaxation. Stroll through lush vineyards and olive groves, where children can learn about traditional farming methods. Explore the historic Church of San Polo, a Romanesque gem with 11th-century architecture and captivating artwork. Engage in hands-on cooking classes, crafting authentic Tuscan dishes together. Enjoy leisurely bike rides along scenic trails, taking in panoramic views of the rolling hills. In May, the village celebrates the iris harvest with the Festa del Giaggiolo, a vibrant festival showcasing local culture. Whether savoring local wines or picnicking amidst the countryside, San Polo in Chianti provides a memorable experience for families seeking both adventure and relaxation.

Smart Spending Tips

Imagine your family exploring the sun-drenched vineyards and rustic charm of San Polo in Chianti, nestled in the heart of Tuscany Chianti, Italy. Plan for a daily budget of €250 per person, or around €900 for a family of four, covering boutique accommodations, delicious meals, and local experiences. Treat everyone to a guided "Chianti Family Adventure" with Walkabout Florence for €120 per adult and €60 per child, including tastings and a castle visit. Enjoy a memorable dinner at Trattoria La Torre for about €35 per person, savoring homemade pasta and Tuscan specialties.Imagine your family exploring the sun-drenched vineyards and rustic charm of San Polo in Chianti, nestled in the heart of Tuscany Chianti, Italy. Plan for a daily budget of €250 per person, or around €900 for a family of four, covering boutique accommodations, delicious meals, and local experiences. Treat everyone to a guided "Chianti Family Adventure" with Walkabout Florence for €120 per adult and €60 per child, including tastings and a castle visit. Enjoy a memorable dinner at Trattoria La Torre for about €35 per person, savoring homemade pasta and Tuscan specialties.

Welcome to San Polo in Chianti, a hidden gem in the heart of Tuscany’s Chianti region where families can reconnect and savor the simple joys of Italian life. Picture your children running through the sun-dappled vineyards, while you relax with a glass of local Chianti Classico, surrounded by rolling hills and fragrant olive groves. The village’s charming piazza, lined with family-owned trattorias and gelaterias, invites you to linger over homemade pasta and share laughter as the sun sets.

Just a short drive from San Polo in Chianti, the shimmering waters of Lake Bilancino offer endless outdoor adventures for all ages. Spend your mornings kayaking or swimming in the clear lake, then picnic under shady trees as gentle breezes carry the scent of wildflowers. For families who love the mountains, the nearby Pratomagno range has scenic hiking and biking trails, perfect for a day of exploration and discovery together.

In every season, San Polo in Chianti welcomes you with open arms. Spring brings fields of poppies, summer offers lakeside relaxation, and autumn is perfect for grape harvest festivals. Whether you’re seeking peaceful mornings by the water or lively evenings in the village, this corner of Tuscany Chianti promises lasting memories for your family.

Italy villas for rent

Frequently Asked Questions

Ready to see what San Polo in Chianti has to offer? Let’s tackle some of the burning questions you might have as you plan your visit!

  • San Polo in Chianti enchants visitors with its tranquil vineyards and the historic Pieve di San Miniato, a Romanesque church that locals cherish for its peaceful ambiance and centuries-old frescoes. Wander through the olive groves surrounding the village, where family-run farms offer tastings of artisanal olive oil and robust Chianti Classico wines. For a true local experience, explore the woodland trails leading to Monte San Michele, the highest peak in Chianti, offering sweeping views of Tuscany’s rolling hills.

  • To truly enjoy San Polo in Chianti, plan for a stay of about four to five days. This allows you to unwind in the tranquil Tuscan countryside, perhaps spending an afternoon sipping Chianti Classico at a local vineyard like Fattoria di Rignana, while also having time to hike the scenic trails through the Chianti hills and explore the historic Castello di Gabbiano. You’ll also be able to visit nearby Florence for a day trip, combining culture, relaxation, and adventure.

  • In San Polo in Chianti, families seeking spacious accommodations with outdoor areas will find charming villas and agriturismos such as Agriturismo Il Girasole, which offers private gardens and patios perfect for enjoying the Tuscan countryside. Many properties in this region feature traditional stone architecture, shaded terraces, and sweeping views of the surrounding vineyards and olive groves, allowing families to relax outdoors and savor local wines or fresh meals while children play in the open air.

  • A week in San Polo in Chianti promises a delightful immersion into the heart of Tuscany. Begin with a stroll through the village, admiring the Romanesque Pieve di San Polo and sampling local wines at nearby vineyards like Castello di Verrazzano. Venture out to the rolling hills for hikes among olive groves, and spend a day in Greve in Chianti, famous for its vibrant market square. Experience authentic Tuscan cuisine at trattorias and explore the scenic Chianti Road for breathtaking views and charming medieval hamlets.

  • In San Polo in Chianti, families seeking calm, shallow water for young children should visit the tranquil banks of the Arno River near the village of Rignano sull’Arno, just a short drive away. This scenic spot features gentle currents and sandy edges, making it ideal for little ones to splash safely. The surrounding countryside creates a peaceful atmosphere, and nearby vineyards offer a beautiful backdrop, enhancing the relaxing experience for both parents and children.

  • The closest ski resort to San Polo in Chianti is Abetone, located in the Apennine Mountains of Tuscany. Just over two hours by car, Abetone offers a well-developed network of ski slopes and lifts, making it a popular destination for winter sports enthusiasts. Visitors can enjoy the scenic drive through the Tuscan countryside before arriving at the resort, where they’ll find opportunities for skiing, snowboarding, and lively après-ski in charming mountain lodges.

  • While staying in San Polo in Chianti, you should budget around 25 to 40 euros per person each day for meals, depending on your dining preferences. Enjoy a leisurely lunch at a local trattoria with fresh pasta and Chianti wine, or savor a wood-fired pizza at a rustic osteria. For a special evening, consider dining at a vineyard estate like Castello di Querceto, where you can pair Tuscan cuisine with regional wines for an unforgettable experience.

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Cottage on a lake