Italy villas for rent

Poggibonsi Luxury rentals

Discover Poggibonsi in Tuscany’s Chianti—picnic in sunlit parks, bike rolling hills, splash at family pools, and savor gelato in lively piazzas together.

Poggibonsi Vacation Rentals

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Antico Borgo San Lorenzo
Colle Val d'Elsa, Tuscany Chianti, Italy
$6,315 night
Bequeme flache Macine
San Donato in Poggio, Tuscany Chianti, Italy
$3,193 night
Podere San Giuseppe
Colle Val d'Elsa, Tuscany Chianti, Italy
$2,978 night
Relais La Costa
Monteriggioni, Siena and surroundings, Italy
$6,422 night
Atemberaubende Villa- 24 Gäste -privater SwimmingPool
Sovicille, Siena and surroundings, Italy
$2,870 night
La Torre + Fienile + Casa Prato
Figline Val d'Arno, Florence Countryside, Italy
$3,289 night
Scaletta + GIrasole
San Miniato, Florence Countryside, Italy
$4,907 night
Fattoria di Scaletta
San Miniato, Florence Countryside, Italy
$3,207 night
für 10 Personen und 4 Kinder in Chianni, Toskana (Provinz Pisa)
Chianni, Lucca, Pisa and surroundings, Italy
$4,101 night
Villa Isabella
Vicchio, Florence Countryside, Italy
$3,216 night
Ferienvilla 'Michelangelo' mit privatem Pool
Brolio, Arezzo, Cortona and surroundings, Italy
$3,134 night
Michelangioli
Castiglion Fiorentino, Arezzo, Cortona and surroundings, Italy
$2,923 night
Beatrice
Borgo San Lorenzo, Florence Countryside, Italy
$3,607 night
Villa Cantone mit beheiztem Pool
Sansepolcro, Arezzo, Cortona and surroundings, Italy
$3,102 night
Casale Il Cungi
Sansepolcro, Arezzo, Cortona and surroundings, Italy
$3,341 night
Villaflair - Villa Rotonda
Punta Ala, Maremma Coast, Italy
$3,289 night
Bauernhaus Borgo Santarsa
Sansepolcro, Arezzo, Cortona and surroundings, Italy
$3,102 night
Ferienvilla "Kloster Biribino
Città di Castello, Umbria, Italy
$3,325 night
Altes Kloster und eleganter Landsitz
Città di Castello, Umbria, Italy
$3,325 night
Gesamte Struktur
Monteleone d'Orvieto, Umbria, Italy
$5,980 night

Tips on renting in Poggibonsi

Getting Around

When you visit Poggibonsi in the heart of Tuscany’s Chianti region, your family will love exploring the impressive Fortress of Poggio Imperiale, where kids can roam the ancient walls and parents can enjoy panoramic views of rolling vineyards. Just a short stroll away, the Romanesque Church of San Lorenzo invites you to step inside its cool, peaceful interior—perfect for a quiet moment or family photo. Both attractions offer gentle walking paths, picnic spots, and plenty of space for children to play, making Poggibonsi a welcoming stop for families year-round.

What to Pack

Pack for an unforgettable family getaway to Poggibonsi, nestled in the heart of Tuscany’s Chianti region. Bring light layers for spring and summer strolls through vineyards and kid-friendly picnics at Parco Archeologico di Poggibonsi, while autumn calls for cozy sweaters and rain jackets for exploring medieval castles. If you’re heading to nearby Cecina Beach for a sun-soaked day, don’t forget swimsuits, sun hats, and sand toys. Tech-savvy families will want cameras and portable chargers to capture every moment, while active kids will love their own bikes or scooters for scenic Tuscan trails.

Must-Try Activities

In the heart of Tuscany's Chianti region, Poggibonsi offers families a delightful blend of history, culture, and adventure. Explore the Parco Archeologico di Poggio Imperiale, an open-air museum where you can step back in time and experience life in the Middle Ages through interactive exhibits. For a taste of local flavors, join a family-friendly cooking class to learn the art of crafting traditional Tuscan dishes like handmade pasta and gelato. The town's charming streets are perfect for leisurely strolls, leading you to artisan shops and local markets where you can sample regional specialties. Don't miss the chance to visit the nearby Santuario del Romituzzo, a 15th-century sanctuary offering a peaceful retreat and panoramic views of the surrounding countryside. With its rich history and warm hospitality, Poggibonsi is an ideal destination for families seeking a memorable Tuscan getaway.

Smart Spending Tips

Imagine your family exploring the heart of Tuscany’s Chianti region, where Poggibonsi welcomes you with charming piazzas and rolling vineyards. For a luxury experience, plan a daily budget of €200 per person or €700 for a family of four, covering stylish accommodations, delicious meals, and unforgettable activities. Treat your kids to a guided "Chianti Family Adventure Tour" with Walkabout Florence for €85 per adult and €45 per child, then savor a Tuscan dinner at Osteria 1126, where a family meal averages €120. Embrace the magic of Tuscany together.Imagine your family exploring the heart of Tuscany’s Chianti region, where Poggibonsi welcomes you with charming piazzas and rolling vineyards. For a luxury experience, plan a daily budget of €200 per person or €700 for a family of four, covering stylish accommodations, delicious meals, and unforgettable activities. Treat your kids to a guided "Chianti Family Adventure Tour" with Walkabout Florence for €85 per adult and €45 per child, then savor a Tuscan dinner at Osteria 1126, where a family meal averages €120. Embrace the magic of Tuscany together.

Discover the heart of Tuscany in Poggibonsi, a charming town nestled between the rolling hills of the Chianti region. Here, you and your family can stroll through historic piazzas, savoring the aroma of fresh bread from local bakeries. Explore the medieval fortress of Fortezza Medicea di Poggio Imperiale, where kids can imagine knights and castles, or wander the lush Parco Archeologico di Poggio Imperiale for a picnic under ancient olive trees. The town’s welcoming atmosphere makes every visitor feel at home, with friendly locals ready to share stories and hidden gems.

Outdoor adventure awaits just a short drive from Poggibonsi. Families can spend sunlit afternoons at nearby Lake Trasimeno, where gentle waters invite swimming, paddle boating, and lakeside picnics. The Chianti hills are perfect for easy bike rides or scenic hikes, offering panoramic views and wildflower scents in spring. For a day trip, the Tuscan coast is within reach, with sandy beaches and shallow waves ideal for young swimmers.

Every season in Poggibonsi brings its own delights. Summer offers open-air festivals and gelato under starry skies, while autumn paints the vineyards in gold and crimson. Local trattorias serve kid-friendly Tuscan favorites—think handmade pasta and sweet pastries. Whether you’re exploring ancient castles, relaxing by the lake, or savoring family meals, Poggibonsi in Tuscany Chianti promises a warm, memorable escape for all ages.

Italy villas for rent

Frequently Asked Questions

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

  • A family weekend in Poggibonsi, Italy, promises a delightful blend of history and adventure. Begin your journey exploring the medieval fortress of Fortezza Medicea di Poggio Imperiale, where panoramic views of the Tuscan countryside await. Wander the charming Piazza Cavour, sampling artisanal gelato from a local pasticceria, then venture to Parco Archeologico di Poggibonsi for interactive exhibits and ancient ruins. End your day with a scenic bike ride along the Elsa River, soaking in the golden light of the Val d’Elsa hills.

  • To plan a balanced itinerary in Poggibonsi, start your day exploring the historic heart of town with a visit to the impressive Fortezza Medicea di Poggio Imperiale, which offers panoramic views and a glimpse into Renaissance history. Afterward, stroll through the lively Piazza Cavour and enjoy a coffee at a local café. In the afternoon, venture into the lush Val d’Elsa countryside, where scenic trails like the Sentierelsa river park invite you to hike or picnic by crystal-clear waters, blending culture and nature seamlessly.

  • In Poggibonsi, many accommodations cater to travelers planning extended visits by offering practical amenities like kitchenettes or fully equipped kitchens, especially in agriturismos and self-catering apartments. Properties such as Villa San Lucchese and local holiday rentals often provide laundry facilities, making it convenient for guests on longer stays. This charming Tuscan town, close to the scenic Chianti vineyards and the historic Castello della Magione, ensures comfort and flexibility for visitors exploring the region.

  • During a weekend getaway in Poggibonsi, you can explore the impressive Fortezza Medicea di Poggio Imperiale, where panoramic views of the Val d’Elsa await. Wander through the historic center to admire the Church of San Lorenzo and the charming Piazza Cavour. Venture to the nearby Badia a Marturi, a medieval abbey with fascinating ruins. Enjoy local Tuscan cuisine at trattorias, and take a short drive to the iconic hill towns of San Gimignano or Monteriggioni for unforgettable day trips.

  • For a relaxing beach day near Poggibonsi, head toward the stunning coastline of the Tyrrhenian Sea, with Marina di Cecina offering a tranquil escape just over an hour’s drive away. Here, you can stretch out on golden sands bordered by fragrant pine forests, enjoy gentle waves perfect for swimming, and unwind at local beach clubs. The atmosphere is peaceful, making it ideal for sun tanning and soaking in the laid-back Tuscan seaside charm away from the crowds.

  • For a memorable snowshoeing or winter hiking experience near Poggibonsi, head to the scenic slopes of Monte Amiata, a dormant volcano rising above the Val d’Orcia. This area transforms into a winter wonderland with marked trails winding through beech forests and offering panoramic views of Tuscany’s rolling hills. The Amiata Ski Resort provides equipment rentals and guided excursions, making it easy to explore the tranquil, snowy landscapes just an hour’s drive from Poggibonsi.

  • In Poggibonsi, a charming town in the heart of Tuscany near the medieval beauty of San Gimignano, the average cost for accommodations for a family of four typically ranges from 90 to 150 euros per night. You’ll find family-friendly hotels and agriturismi offering comfortable rooms, often with breakfast included and sometimes access to a pool or garden. Staying in Poggibonsi also places you conveniently close to the Chianti wine region and the historic Via Francigena pilgrimage route.

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Cottage on a lake