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32 Villa rentals in Montalcino

Popular Holiday Homes with a Swimming Pool in Montalcino, Italy

Plunge into a cool, private pool after working up a massive sweat on the trails at mountain houses in Montalcino, Italy.

Borgo Antico - Nine Bedroom Villa, Sleeps 20 - Montalcino
No reviews

Borgo Antico - Nine Bedroom Villa, Sleeps 20

house, Buonconvento
This villa in Buonconvento is conveniently located, a 5-minute drive from the Museum of the Metayage and La Porta Gallery.
Offering accommodation for up to 20 guests, this spacious property features 9 bedrooms, 8 bathrooms, on-site parking, air conditioning, internet, and barbecue facilities.
Podere Cunina - Montalcino
9.7 50 reviews

Podere Cunina

farm, Buonconvento
Podere Cunina is a farm stay located near Buonconvento, just 30 kilometres from Siena and 48 kilometres from Arezzo, in the beautiful Tuscan countryside. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property features a garden, a terrace, and a swimming pool for guests to enjoy. You can also take advantage of the farm-to-table experience, with honey, saffron, and olive oil produced on-site, and enjoy air-conditioned rooms with modern bathrooms.
Vitabella Toscana - Montalcino
9.5 227 reviews

Vitabella Toscana

farm, Seggiano
Vitabella Toscana, a countryside property in Seggiano, enjoys a tranquil setting, a 40km drive from Montalcino and 30km from Chianciano Terme, offering easy access to Tuscan sightseeing and thermal baths.
This family-friendly farmhouse boasts rustic-style rooms with private patios, a swimming pool, BBQ facilities, and on-site olive oil and Sangiovese wine production, providing a relaxing escape with excellent guest reviews.
Villa Chigi - Seven Bedroom Villa, Sleeps 14 - Montalcino
No reviews

Villa Chigi - Seven Bedroom Villa, Sleeps 14

house, Buonconvento
This spacious villa in Buonconvento offers a prime location, situated within walking distance of the Sacred Art Museum of Val d'Arbia and the Museum of Sharecropping, with Buonconvento train station just 500 metres away.
This 1280 square metre residence comfortably accommodates up to 14 guests across 7 bedrooms and 8 bathrooms, featuring air conditioning, internet, a swimming pool, and on-site parking for a convenient stay.

Best Montalcino villas and holiday homes with a kitchen

Le Piane - Montalcino
9.0 158 reviews

Le Piane

farm, Castiglione d'Orcia
Le Piane farm stay, in Castiglione d’Orcia, Tuscany, is situated 27km from Mount Amiata, 16km from Bagno Vignoni, and 21km from Bagni San Filippo, offering easy access to these popular Tuscan attractions.
This one-bedroom, one-bathroom property features a seasonal outdoor pool, garden, free Wi-Fi, free private parking, and barbecue facilities; bike rentals are available for exploring the scenic countryside.
Maison Pour L'osticcio (Vue Panoramique) - Montalcino
9.5 42 reviews

Maison Pour L'osticcio (Vue Panoramique)

house, Montalcino
This Montalcino apartment, situated 0.1km from Montalcino's fortress, boasts unparalleled views of the Val d'Orcia and Sienese hills.
Sleeping up to five guests in two double bedrooms, this self-catering flat offers a modern kitchen, private balcony, free parking, Wi-Fi, and included breakfast provisions; a bus stop is 0.05km away.
Agriturismo Fraschetta - Montalcino
8.8 382 reviews

Agriturismo Fraschetta

farm, Montalcino
Agriturismo Fraschetta, near Montalcino, offers a self-catering property with stunning mountain views, situated 39km from Monte Amiata, 43km from Piazza del Campo in Siena, 19km from Bagno Vignoni, and 32km from Bagni San Filippo.
This one-bedroom, one-bathroom farmhouse provides a terrace, garden, free Wi-Fi, parking, and air conditioning; guests can enjoy a breakfast featuring local produce and rent bicycles to explore the Tuscan countryside.
La Torre House - Montalcino
9.2 174 reviews

La Torre House

house, San Quirico d'Orcia
La Torre House is situated in San Quirico d'Orcia, just 4.3 kilometres from the natural hot springs of Bagno Vignoni. This one-bedroom property, spanning 45 square metres, features a well-equipped kitchen, a terrace with mountain views, and free Wi-Fi.

Frequently asked questions about villa rentals in Montalcino

  • What are the must-see attractions in and around Montalcino?

    Well, you simply must visit the Fortezza di Montalcino, a 14th-century fortress offering stunning views of the surrounding vineyards. The historic centre is a must, with its charming cobbled streets and the beautiful Piazza del Popolo. You can also explore the Abbey of Sant'Antimo, a 11th-century Benedictine abbey located about 10 km from Montalcino.
  • What are the best villa rentals in Montalcino?

    Among the villa rentals in Montalcino, Charming House In Montalcino With City View, Montalcino - Casa Gelsomino - Con Giardino and Agriturismo Collodi are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Montalcino?

    The area around Montalcino is home to a variety of wildlife, including wild boars, foxes, and deer. You might also spot some birds of prey like buzzards and kestrels, especially if you're hiking in the hills. Keep an eye out for the occasional wild cat, too!
  • What are the best villa rentals with a pool in Montalcino?

  • What is the best time to visit Montalcino?

    The best time to visit Montalcino is during the spring (April-May) or autumn (September-October) when the weather is pleasant and the crowds are smaller. You'll enjoy the beautiful colours of the vineyards during these seasons.
  • What are the best villa rentals with a jacuzzi in Montalcino?

  • When is it easiest to book a villa rental in Montalcino?

    You'll find the most availability for villa rentals in Montalcino during the shoulder seasons, like spring and autumn. If you're looking for a bargain, you can often find good deals during the winter months, but keep in mind that some businesses may be closed.
  • What are the best villa rentals for families and kids in Montalcino?

    The best villa rentals for families and kids in Montalcino are Charming House In Montalcino With City View, Montalcino - Casa Gelsomino - Con Giardino and Agriturismo Collodi.

  • What are the top hiking trails near Montalcino?

    There are several great hiking trails around Montalcino. The Sentiero del Brunello, a circular trail that goes through the vineyards, is a popular choice. For a more challenging hike, try the Sentiero della Val d'Orcia, which offers panoramic views of the valley.
  • What are the best pet friendly villa rentals in Montalcino?

  • What are the advantages of renting a house or a villa in Montalcino

    Renting a villa offers more space and privacy compared to a hotel. You can enjoy the freedom of cooking your own meals and having your own private outdoor space. It's also a great way to experience the authentic Tuscan lifestyle.
  • What are the best villa rentals with parking in Montalcino?

  • Are there popular destinations near Montalcino?

    Absolutely! You can easily visit the charming hilltop town of Pienza, known for its Renaissance architecture and delicious pecorino cheese. Siena, a historic city famous for its Palio horse race, is also within easy reach. And for those interested in art, the city of Florence is a short drive away.

Popular destinations

Popular Holiday Homes with a Log Fire in Montalcino, Italy

Roast marshmallows over a crackling fire while watching the mountain mist roll in at houses with a fireplace in Montalcino, Italy.

Palazzo Tamanti - 4br 6 Bath Estate Home In Montalcino Center - Montalcino
10 15 reviews

Palazzo Tamanti - 4br 6 Bath Estate Home In Montalcino Center

house, Montalcino
Palazzo Tamanti, a recently renovated villa in Montalcino, is situated 42km from Mount Amiata and 43km from Piazza del Campo in Siena, offering easy access to stunning natural scenery and historical sites.
This 400 square metre property boasts four bedrooms, six bathrooms, and accommodates up to twelve guests, featuring a fully equipped kitchen, private terrace, free Wi-Fi, parking, and air conditioning.
Casa Delle Giuggiole - Montalcino
9.9 156 reviews

Casa Delle Giuggiole

house, Montalcino
This apartment is situated in the historic centre of Montalcino, just a short walk from the Vignolo terrace offering stunning views of the village and the surrounding valley. The apartment offers a well-equipped kitchen with a dishwasher and a living area with a handcrafted wooden sofa that converts into a double bed, ideal for families or groups of up to 4 people.
Donna Laura - Holiday Home - Montalcino
9.8 89 reviews

Donna Laura - Holiday Home

house, San Quirico d'Orcia
Donna Laura, a renovated 11th-century holiday home in San Quirico d'Orcia, Val d'Orcia, is situated 40km from Monte Amiata and 47km from Piazza del Campo in Siena.
This pet-friendly property offers free Wi-Fi, private parking, air conditioning, and features such as a fully equipped kitchen (in select units), flat-screen TVs with streaming services, and private bathrooms with bidets; its proximity to San Quirico d'Orcia's attractions ensures a convenient stay.
Agriturismo L'arte Dei Semplici - Montalcino
8.9 317 reviews

Agriturismo L'arte Dei Semplici

farm, Montalcino
Agriturismo l'arte dei semplici, a farm stay near Montalcino, is located in the Tuscan countryside, 37 kilometres from Mount Amiata and 45 kilometres from Siena's Piazza del Campo.
The property features a swimming pool with panoramic views, a restaurant serving traditional Tuscan cuisine, a garden with outdoor play equipment, and a dedicated picnic area.

Best-Rated Holiday Homes with a Jacuzzi in Montalcino, Italy

Soak under a canopy of pine trees in a steaming outdoor hot tub at mountain houses with a hot tub in Montalcino, Italy.

Tipica Casa Toscana - Spa Privata Vicino A Montalcino - Montalcino
No reviews

Tipica Casa Toscana - Spa Privata Vicino A Montalcino

house, Montalcino
This Tuscan holiday cottage is located in Monte Amiata, 16 kilometres from Mount Amiata, 16 kilometres from Bagni San Filippo and Terme Piscina Val di Sole, and 16 kilometres from Parco dei Mulini.
This 60 square metre residence offers accommodation for up to 7 guests with 1 bedroom, 1 bathroom, a fully equipped kitchen, a hot tub, a sun terrace, a garden, barbecue facilities, and private parking, with free WiFi throughout.
Wp Relais Villa Vignalunga - Montalcino
10 2 reviews

Wp Relais Villa Vignalunga

house, Castiglione d'Orcia
Wp Relais Villa Vignalunga, near Bagno Vignoni (4.2km) in Castiglione d’Orcia, offers easy access to other Tuscan towns such as Bagni San Filippo (19km) and Montepulciano Terme (26km).
This 400 square metre villa boasts three bedrooms, four bathrooms each with a hot tub, a swimming pool, Jacuzzi, spa, and parking; sleeping up to 15 guests and featuring a well-equipped kitchen and stunning garden views.
La Moiana 1756 - Montalcino
9.9 189 reviews

La Moiana 1756

farm, Castiglione d'Orcia
La Moiana 1756 is a farm stay located in Castiglione d'Orcia, just 5.8 kilometres from Bagno Vignoni and 22.5 kilometres from Bagni San Filippo.
The 60 square metre property features a private hot tub, a well-equipped kitchen and a terrace, perfect for enjoying the stunning garden views.
Piombaia - Montalcino
8.0 25 reviews

Piombaia

farm, Montalcino
Piombaia Agriturismo, a biodynamic farm stay in the Val d'Orcia, is located 2.5km from Montalcino, close to Sant'Antimo Abbey, Monte Amiata, and Bagno Vignoni.
This seven-apartment property offers private bathrooms, kitchenettes, a heated outdoor hot tub (summer only), wine tasting of Brunello di Montalcino, guided winery tours, and electric bike rentals for exploring the surrounding Tuscan countryside.

Explore Luxury Holiday Homes in Montalcino, Italy

Experience rugged nature with elite five-star comforts and sweeping peak views at luxury mountain houses in Montalcino, Italy.

Agritourism Pertimals - Montalcino
No reviews

Agritourism Pertimals

farm, Montalcino

Check Out Family-Friendly Holiday Homes in Montalcino, Italy

Give the kids a classic wilderness adventure with a massive timber home and outdoor space at family mountain houses in Montalcino, Italy.

Agriturismo Sant'agostino - Montalcino
8.7 68 reviews

Agriturismo Sant'agostino

farm, Montalcino
Al Piccolo Ulivo, A Casa Di Mimo&sè - Montalcino
9.5 25 reviews

Al Piccolo Ulivo, A Casa Di Mimo&sè

house, Castiglione d'Orcia
Agriturismo Quarantallina - Montalcino
9.7 824 reviews

Agriturismo Quarantallina

farm, Buonconvento
Wine Estate Rooms Paradiso Di Cacuci - Montalcino
9.4 241 reviews

Wine Estate Rooms Paradiso Di Cacuci

farm, Montalcino
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