Italy villas for rent

Montaione Luxury rentals

Discover Montaione in Tuscany’s Chianti—where your family can picnic under olive trees, bike rolling hills, and savor gelato in sunny piazzas together.

Montaione Vacation Rentals

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
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
La Torre + Fienile + Casa Prato
Figline Val d'Arno, Florence Countryside, Italy
$3,289 night
Villa Isabella
Vicchio, Florence Countryside, Italy
$3,216 night
Beatrice
Borgo San Lorenzo, Florence Countryside, Italy
$3,607 night
Villaflair - Villa Rotonda
Punta Ala, Maremma Coast, Italy
$3,289 night

Tips on renting in Montaione

Getting Around

When you visit Montaione in the heart of Tuscany’s Chianti region, your family will be enchanted by the historic charm of the San Vivaldo Monastery, often called the "Jerusalem of Tuscany." Wander peaceful woodland paths together, exploring chapels and sculptures that spark curiosity in both kids and adults. Nearby, the rolling vineyards and olive groves of Montaione invite you to enjoy a leisurely picnic or bike ride, with sweeping views and fresh Tuscan air. These experiences make Montaione a perfect family getaway in Tuscany Chianti.

What to Pack

Embark on a family adventure to Montaione, nestled in the heart of Tuscany’s Chianti region, where rolling vineyards meet charming medieval lanes. Pack lightweight layers for spring wildflower hikes, sun hats and swimsuits for day trips to the golden sands of Marina di Cecina beach, and cozy sweaters for autumn strolls through olive groves. If winter calls, bring your ski gear for family fun at Abetone Ski Resort. Don’t forget your camera, chargers, and a favorite board game for relaxing evenings in your villa.

Must-Try Activities

Montaione, nestled in the heart of Tuscany, offers families a wealth of unforgettable experiences. Explore winding bike paths through lush vineyards and rolling green hills, perfect for picnics and outdoor adventures. Children will love horseback riding at local stables, while parents can unwind at charming trattorias serving authentic Italian cuisine. The historic center of Montaione invites you to stroll its cobbled streets, discover artisan shops, and enjoy gelato in sun-dappled piazzas. Seasonal festivals and nearby lakes add a sense of excitement and discovery for all ages.

Smart Spending Tips

Imagine your family exploring Montaione, nestled in the heart of Tuscany’s Chianti region, where rolling vineyards and golden sunsets create the perfect backdrop for a memorable getaway. Plan a daily budget of €150 per person, or about €600 for a family of four, to enjoy guided bike tours with Tuscany Bike Tours (€85 per adult, €65 per child), and savor a delicious dinner at Osteria del Pesce Rosso for around €40 per person. Kids will love truffle hunting adventures and picnic lunches overlooking the Tuscan hills.Imagine your family exploring Montaione, nestled in the heart of Tuscany’s Chianti region, where rolling vineyards and golden sunsets create the perfect backdrop for a memorable getaway. Plan a daily budget of €150 per person, or about €600 for a family of four, to enjoy guided bike tours with Tuscany Bike Tours (€85 per adult, €65 per child), and savor a delicious dinner at Osteria del Pesce Rosso for around €40 per person. Kids will love truffle hunting adventures and picnic lunches overlooking the Tuscan hills.

Discover the enchanting village of Montaione, nestled in the heart of the Tuscany Chianti region, where rolling vineyards meet golden hills and cypress-lined roads. Here, your family can wander through the charming medieval streets, savoring the scent of fresh bread from local bakeries and the vibrant colors of the weekly market. Montaione’s warm community welcomes you with open arms, inviting you to explore its historic treasures like the Church of San Regolo and the nearby Castelfalfi estate, where you can stroll through lush gardens and olive groves.

For families craving outdoor adventure, Montaione is a gateway to unforgettable experiences. Just a short drive away, the tranquil waters of Lake San Vivaldo offer the perfect spot for a peaceful picnic or a gentle paddle in a canoe. Kids will love the easy hiking and biking trails that wind through the surrounding Tuscan hills, while parents can relax and soak in panoramic views of Chianti’s vineyards and forests. Spring and early autumn bring mild weather, ideal for lakeside outings and scenic walks.

After a day of exploring, gather for a family meal at a local trattoria, where you can taste handmade pasta and world-famous Chianti wines. Montaione’s friendly locals are always happy to share stories and tips for discovering hidden gems, from artisan gelato shops to quiet picnic spots. Whether you’re seeking relaxation by the lake or adventure in the Tuscan countryside, Montaione in Tuscany Chianti promises a family escape filled with beauty, comfort, and authentic Italian charm.

Italy villas for rent

Frequently Asked Questions

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

  • In Montaione, Italy, travelers can immerse themselves in the authentic Tuscan countryside by exploring the ancient hilltop village of Castelfalfi, where centuries-old olive groves and vineyards surround a beautifully restored medieval castle. Indulge in truffle hunting experiences in the lush forests, then savor local wines at boutique estates like Tenuta di Castelfalfi. The town’s panoramic views of rolling hills and its proximity to the Via Francigena pilgrimage route offer a truly enchanting escape into rural Italian tradition.

  • Spending four to five days in Montaione gives you ample time to unwind and explore this charming Tuscan village. Begin your mornings with a leisurely stroll through the medieval streets and enjoy coffee at Piazza della Repubblica. Dedicate a day to the rolling vineyards of Tenuta Sant’Antonio for wine tasting, then set out for an adventurous afternoon of horseback riding or e-biking along the Via Francigena. With this pace, you’ll experience both the tranquil countryside and the thrill of local excursions.

  • Yes, Montaione offers a selection of charming accommodations near lakes, such as rustic cabins and elegant lodges, particularly around the scenic Lago di Montaione. Many of these properties provide stunning views of the Tuscan countryside and easy access to outdoor activities like fishing and hiking. Staying at a lakefront cottage here allows visitors to immerse themselves in the tranquil beauty of the region, with nearby attractions like the medieval village center and the picturesque Castelfalfi Golf Club.

  • A week in Montaione offers a perfect blend of Tuscan charm and adventure. Begin by exploring the medieval village itself, wandering through its cobblestone streets and admiring the panoramic views from the Church of San Regolo. Venture out to the ancient ruins of the Sacro Monte di San Vivaldo, often called the Jerusalem of Tuscany, then take a day to visit the vineyards and olive groves of the Chianti region. Make time for a relaxing afternoon at the spa in Gambassi Terme, and don’t miss a day trip to San Gimignano, famous for its medieval towers and gelato. Enjoy local cuisine in traditional trattorias and savor breathtaking sunsets over the rolling hills each evening.

  • Families looking for great swimming spots in Montaione will enjoy the Parco Benestare, which features natural pools and scenic surroundings ideal for a refreshing dip. For a more traditional experience, head to Piscina Comunale di Montaione, a well-maintained public pool with shallow areas perfect for children and plenty of space for sunbathing. The rolling hills of Tuscany provide a beautiful backdrop, making these locations both relaxing and picturesque for visitors of all ages.

  • In winter near Montaione, you can explore the enchanting Via Francigena trail, winding through scenic Tuscan hills and ancient forests dusted with frost. Visit the charming town of San Gimignano, famous for its medieval towers and artisanal gelato, or relax in the warm thermal baths of Gambassi Terme. Enjoy truffle hunting experiences in the countryside, then savor local wines and hearty Tuscan cuisine in rustic trattorias, making your winter getaway memorable and delicious.

  • While staying in Montaione, a picturesque Tuscan hill town, you can expect to spend around 25 to 40 euros per person each day on meals, depending on your choices. Enjoying a cappuccino and pastry at a local café like Caffè della Piazza for breakfast, a casual lunch at a trattoria with fresh pasta or panini, and a leisurely dinner with regional wines at Ristorante Il Caminetto will give you an authentic taste of Tuscany without breaking the bank.

Rent a property

Looking for a great place to stay. Begin your adventure now!

Cottage on a lake