Villas and Holiday homes in Montalcino

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Montalcino holiday homes
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32 Villa rentals in Montalcino

Best Montalcino villas and holiday homes with a pool

Among the 32 accommodations in Montalcino, here are the 4 best villas and holiday homes with a pool

Sce Quiríc - Montalcino
9.8 223 reviews

Sce Quiríc

farm, San Quirico d'Orcia
This adults-only farmhouse in San Quirico d’Orcia offers a tranquil escape, situated 8.4km from Bagno Vignoni and 46.7km from Piazza del Campo in Siena.
The property features an infinity pool, open-air bath, private parking, bike rentals, and varied breakfast options, with units including private entrances, fireplaces, and some offering terraces and mountain views.
Argiano Dimore Wine Relais - Montalcino
9.3 187 reviews

Argiano Dimore Wine Relais

farm, Montalcino
Argiano Dimore Wine Relais, a farm stay in Val d'Orcia, is situated a 16km drive from Montalcino and 26km from San Quirico d'Orcia, offering easy access to these Tuscan gems.
This property boasts a swimming pool, restaurant, and bar, alongside Wi-Fi, parking and various activities including horse riding and cycling, making it an ideal base for exploring the region.
Fattoria Pieve A Salti - Montalcino
8.9 664 reviews

Fattoria Pieve A Salti

farm, Montalcino
Fattoria Pieve a Salti, a Tuscan farmhouse near Buonconvento, is situated 17.7km from Montalcino, in the heart of the Crete Senesi and conveniently close to the Buonconvento train station for easy access to Siena and Grosseto.
This rural retreat, comprising Borgo di Pieve a Salti and Podere Caprili, offers a one-bedroom property with a swimming pool, jacuzzi, spa, restaurant serving organic Tuscan cuisine, and various recreational facilities including tennis courts and a fitness centre, alongside stunning views of the Val d'Orcia hills.
Agriturismo Vergelle - Montalcino
9.2 67 reviews

Agriturismo Vergelle

farm, Montalcino
Agriturismo Vergelle is situated in the Crete Senesi, a 30-minute drive from San Quirico d’Orcia and 19 kilometres from the Abbey of Monte Oliveto Maggiore, offering a peaceful escape in the Tuscan countryside. The property consistently receives very good ratings for its location, cleanliness, and overall experience.
The apartments are decorated in a rustic style with wood-beamed ceilings and terracotta floors, creating a charming and authentic Tuscan ambiance. Guests can enjoy a range of amenities including a swimming pool, a garden with BBQ facilities, and a restaurant serving fresh, locally sourced ingredients.

Best Montalcino villas and holiday homes with a kitchen

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 Rossello - Montalcino
9.9 42 reviews

Agriturismo Rossello

farm, Castiglione d'Orcia
Agriturismo Rossello is located in the Tuscan countryside, a 15-minute drive from San Quirico d’Orcia and just over 30km from both Pienza and Montalcino. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
The apartment is a self-catering property with 3 bedrooms and a floor area of 110 square metres. Guests can enjoy a fully equipped kitchen, a terrace with garden views, BBQ facilities, and free bike rental to explore the surrounding countryside.
Brunhouse - Montalcino
9.1 31 reviews

Brunhouse

house, San Quirico d'Orcia
Brunhouse is located in a peaceful setting just 5km from the charming spa town of Bagno Vignoni, 40km from Mount Amiata and 45km from Piazza del Campo in Siena. The property has received excellent ratings for its location, cleanliness and overall experience.
This 2-bedroom house, spanning 100 square metres, comfortably accommodates up to 4 guests. Guests can enjoy panoramic city views from the private balcony, relax in the garden, or prepare meals in the fully equipped kitchen.
Casa Vacanze Elisabetta - Montalcino
9.5 51 reviews

Casa Vacanze Elisabetta

house, Montalcino
CASA VACANZE ELISABETTA is located in Montalcino, just 40 kilometres from Mount Amiata and 42 kilometres from Piazza del Campo in Siena, offering a peaceful setting with views of the surrounding countryside. The property has received excellent ratings for user experience, location, and cleanliness.
This two-bedroom house can accommodate up to four guests and features a fully equipped kitchen with a fridge and dishwasher, a comfortable seating area, and a modern bathroom with a bidet, shower, and hairdryer. Guests can enjoy free private parking, scenic views from the garden, and easy access to nearby attractions like Bagno Vignoni and Bagni San Filippo.

Frequently asked questions about villa rentals in Montalcino

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

    Well, you absolutely must visit the Fortezza di Montalcino, a 14th-century fortress with stunning views of the surrounding countryside. The historic centre is also a must-see, with its charming cobbled streets and medieval architecture. And of course, no trip to Montalcino would be complete without a visit to the Museo del Vino, where you can learn about the history of Brunello di Montalcino wine.
  • 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 boar, deer, and foxes. You might also see some birds of prey, like buzzards and hawks, soaring overhead. If you're lucky, you might even spot a rare golden eagle in the nearby Val d'Orcia.
  • 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 or autumn, when the weather is mild and the crowds are smaller. The summer can be very hot, while the winter months can be cold and wet. If you're a wine enthusiast, you might want to visit during the harvest season in September and October.
  • What are the best villa rentals with a jacuzzi in Montalcino?

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

    The easiest time to book a villa rental in Montalcino is during the shoulder seasons, from April to May or September to October. You'll find better deals and less competition for the most popular properties.
  • 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 some fantastic hiking trails near Montalcino, including the Sentiero del Brunello, which winds through the vineyards and offers stunning views of the Val d'Orcia. The Sentiero della Madonna di Vitaleta is another popular option, taking you past the iconic church of Madonna di Vitaleta.
  • 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 gives you more space and privacy than a hotel, and you can enjoy the freedom to cook your own meals and relax in your own private garden. You'll also be able to experience the local culture more authentically, as you'll be living like a local.
  • What are the best villa rentals with parking in Montalcino?

  • Are there popular destinations near Montalcino?

    Yes, there are many popular destinations near Montalcino, including Siena, Florence, and Rome. You can easily reach these cities by car, train, or bus. If you're looking for something closer, you could visit the charming hilltop towns of Pienza, Montepulciano, or San Quirico d'Orcia, all within a short drive of Montalcino.

Popular destinations

Best Montalcino villas and holiday homes with a fireplace

Casa Vacanze Porta Vecchia - Montalcino
9.6 140 reviews

Casa Vacanze Porta Vecchia

house, Montalcino
Casa Vacanze Porta Vecchia is situated in Sant’Angelo in Colle, just 9km from the centre of Montalcino and 22km from San Quirico D’orcia, offering a peaceful countryside setting within easy reach of the region's attractions. This property has received excellent user ratings for its location, cleanliness, and overall experience.
The holiday home comprises a single bedroom and bathroom, totalling 45 square metres. Guests can enjoy a range of amenities including a garden with BBQ facilities, a terrace, air conditioning, free Wi-Fi, and parking.
La Casa Di Catia - Montalcino
No reviews

La Casa Di Catia

house, Castiglione d'Orcia
La casa di Catia is a recently renovated holiday home in Castiglione d'Orcia, located 4.8 kilometres from the thermal baths of Bagno Vignoni, 17.7 kilometres from Bagni San Filippo and 30.6 kilometres from Mount Amiata.
This family-friendly property offers 130 square metres of living space with 3 bedrooms and 2 bathrooms, accommodating up to 13 guests, and features a well-equipped kitchenette, a fireplace, WiFi, a garden with outdoor seating, and a baby safety gate.
Agriturismo Villa Paradisino Musico - Montalcino
8.9 57 reviews

Agriturismo Villa Paradisino Musico

farm, Montalcino
Agriturismo Villa Paradisino MUSICO, near Montalcino, is conveniently located 21km from Bagno Vignoni and 42km from Monte Amiata.
This 16-square-metre farmhouse offers one bedroom, four bathrooms, sleeps eight guests, and boasts a swimming pool, bar, and private parking, plus free Wi-Fi.
Country House Art And Garden - Montalcino
9.3 196 reviews

Country House Art And Garden

house, Civitella-Paganico
Country House Art and Garden is situated near Paganico, a medieval village in the Tuscan countryside, overlooking vineyards and within a 15-minute drive of the village itself. This property has received excellent ratings for its location, cleanliness and overall experience.
The apartments are spacious and come equipped with fully equipped kitchenettes and dining areas, perfect for self-catering. Guests can enjoy the on-site swimming pool, a charming garden and a terrace with views of the surrounding vineyards.

Best Montalcino villas and holiday homes with jacuzzi

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.
Casale Il Gugnolo - Montalcino
9.2 5 reviews

Casale Il Gugnolo

house, Castiglione d'Orcia
This four-bedroom villa, located in Castiglione d'Orcia, is situated 32 kilometres from Mount Amiata and 3.06 kilometres from Bagno Vignoni.
This 200 square metre holiday home accommodates up to 15 guests and offers a fully equipped kitchen, three bathrooms, a Jacuzzi, garden, terrace, fireplace, and free Wi-Fi, with bike rental and nearby cycling and walking tours available.
Agriturismo Il Casalino - Montalcino
8.3 27 reviews

Agriturismo Il Casalino

house, Civitella-Paganico
Agriturismo Il Casalino is a renovated 18th-century farmhouse situated in the Tuscan countryside, 7 kilometres from the village of Pari and a short drive from the Merse River.
The property offers a range of amenities including a swimming pool, Jacuzzi, terrace, garden, and a restaurant, all set within a peaceful countryside setting.
Tenuta Castelgiocondo - Montalcino
9.7 195 reviews

Tenuta Castelgiocondo

farm, Montalcino
Tenuta CastelGiocondo, a farm stay near Montalcino, is situated 43km from Siena's Piazza del Campo, 27km from Bagno Vignoni, and 50km from Mount Amiata, offering a peaceful countryside escape.
This Montalcino property, boasting a 20 square metre floor area, comprises one bedroom, one bathroom, and accommodates up to three guests, featuring a terrace, garden, Jacuzzi, sauna, and free Wi-Fi.
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