Villas and Holiday homes in Montalcino

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Montalcino holiday homes
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25 Villa rentals in Montalcino

Best Montalcino villas and holiday homes with a pool

Among the 25 accommodations in Montalcino, here are the 4 best villas and holiday homes with a pool

Croce Di Mezzo - Montalcino
8.6 261 reviews
Montalcino
11/09 – 17/09
301 €/nightTotal: 1806 € (6 )

Croce Di Mezzo

2 4
farm , Montalcino
Croce di mezzo, a renovated farmhouse, is situated in the countryside near Montalcino, 37 kilometres from Mount Amiata and 45 kilometres from Piazza del Campo in Siena.
This family-friendly accommodation offers a seasonal outdoor swimming pool, a solarium, a barbecue and free private parking.
Agriturismo Villa Paradisino Musico - Montalcino
8.8 45 reviews
Montalcino
10/07 – 12/07
194 €/nightTotal: 388 € (2 )

Agriturismo Villa Paradisino Musico

1 2
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.
Tenuta Bosco Di Pietra - Montalcino
Montalcino
11/09 – 17/09
3234 €/nightTotal: 19404 € (6 )

Tenuta Bosco Di Pietra

1 4
gîte , Montalcino
Tenuta Bosco di Pietra is a luxuriously restored farmhouse offering panoramic views of Montalcino and the Val d'Orcia hills, located in the Tuscan countryside surrounded by vineyards, approximately 3 kilometers from Montalcino.
This family-friendly gîte accommodates up to 10 guests across 5 bedrooms and 5 bathrooms, featuring air conditioning, Wi-Fi, a gourmet kitchen with Gaggenau and Miele appliances, a living area with a fireplace, and an expansive terrace with a Jacuzzi and dining facilities, all set within a landscaped park.
Wonderful New Villa In Maremma, Near Montalcino And Castiglione Della Pescaia - Montalcino
9.6 25 reviews
Montalcino
11/09 – 17/09
697 €/nightTotal: 4182 € (6 )

Wonderful New Villa In Maremma, Near Montalcino And Castiglione Della Pescaia

3 4
house , Montalcino
This luxurious villa in the Val d'Orcia, near Montegiovi and Castelnuovo dell'Abate, is 7km from Montalcino's Brunello vineyards and Sant'Antimo Abbey.
The 250 square metre property boasts three bedrooms, three bathrooms, sleeps up to twelve guests, and offers a private saltwater pool, tennis court, and extensive grounds including olive groves, alongside options for private chef services and guided tours.

Best Montalcino villas and holiday homes with a kitchen

Civico 24 - Montalcino
8.7 19 reviews
Montalcino
10/07 – 12/07
137 €/nightTotal: 274 € (2 )

Civico 24

1 2
house , Montalcino
This charming one-bedroom house is located in Montalcino, just 19 kilometres from the thermal baths of Bagno Vignoni and 35 kilometres from Bagni San Filippo, offering easy access to these natural wonders. This property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The house spans 70 square metres and comfortably accommodates two guests. It features a fully equipped kitchen with a fridge and microwave, air conditioning, and free Wi-Fi, ensuring a comfortable and convenient stay.
Casa Vacanze Elisabetta - Montalcino
9.4 54 reviews
Montalcino
22/07 – 24/07
126 €/nightTotal: 252 € (2 )

Casa Vacanze Elisabetta

2 2
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.
Villa A Vista Fortezza E Val D'orcia Con Jacuzzi - Montalcino
10 2 reviews
Montalcino
11/09 – 17/09
1139 €/nightTotal: 6834 € (6 )

Villa A Vista Fortezza E Val D'orcia Con Jacuzzi

3 4
house , Montalcino
This charming house is situated in the historic centre of Montalcino, just a short walk from the town's main attractions, offering a peaceful retreat within the bustling medieval atmosphere. It consistently receives excellent ratings for its location, cleanliness, and overall experience.
This comfortable property provides three bedrooms and three bathrooms, accommodating up to six guests. Enjoy the fully equipped kitchen, relax on the terrace with stunning views of the Val d'Orcia, take a dip in the private Jacuzzi, or fire up the BBQ for a memorable outdoor meal.
Palazzo Tamanti - 4br 6 Bath Estate Home In Montalcino Center - Montalcino
10 14 reviews
Montalcino
22/07 – 24/07
1192 €/nightTotal: 2384 € (2 )

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

4 2
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.

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.

Destinations nearby

Best Montalcino villas and holiday homes with a fireplace

Azienda Agricola A Bonacchi - Montalcino
9.2 6 reviews
Montalcino
11/09 – 17/09
250 €/nightTotal: 1500 € (6 )

Azienda Agricola A Bonacchi

2 4
farm , Montalcino
Agriturismo Bonacchi is a winery located in the Montalcino area of Tuscany, a short drive from Siena (56km), Montepulciano (40km), and Chianciano Terme (64km). The property has been rated "very good" by guests for its cleanliness and overall experience, with an "excellent" location rating.
The accommodation features apartments with wood-beamed ceilings, terracotta tiles, and traditional Tuscan aesthetics. Guests can enjoy modern conveniences like flat-screen TVs, air conditioning, and kitchenettes, as well as a private terrace, a garden with picturesque views, free Wi-Fi, and parking.
150 M² Villa ∙ 3 Bedrooms ∙ 6 Guests - Montalcino
Montalcino
14/08 – 18/08
1079 €/nightTotal: 4316 € (4 )

150 M² Villa ∙ 3 Bedrooms ∙ 6 Guests

3 2
house , Montalcino
This Montalcino villa is situated in Piazza della Fortezza, offering immediate access to shops and the 14th-century fortress, with Abbazia di Sant'Antimo 10km, Bagno Vignoni 18km, Pienza 23km, Montepulciano 39km, Siena 45km, Orvieto 100km, Florence 110km, and Rome 200km away.
The 150 square metre property features three en-suite bedrooms sleeping six, a fully equipped kitchen, a private Jacuzzi, a furnished terrace with panoramic views, free Wi-Fi, and complimentary use of electric bicycles, plus private parking – a rare find in Montalcino.

Best Montalcino villas and holiday homes with jacuzzi

Borgo Canalicchio Di Sopra Relais - Montalcino
9.5 251 reviews
Montalcino
22/07 – 24/07
309 €/nightTotal: 618 € (2 )

Borgo Canalicchio Di Sopra Relais

1 2
farm , Montalcino
Borgo Canalicchio Di Sopra Relais is located in the Val d'Orcia Valley, just 1.6 kilometres from the historic town of Montalcino. The farm has received excellent ratings for location, cleanliness and overall user experience.
The property offers spacious apartments with full kitchens, comfortable lounge areas, and air conditioning. Guests can enjoy the two outdoor pools, the spa, the garden, and the on-site restaurant serving authentic Tuscan cuisine.
Tenuta Bosco Di Pietra - Montalcino
Montalcino
11/09 – 17/09
3234 €/nightTotal: 19404 € (6 )

Tenuta Bosco Di Pietra

1 4
gîte , Montalcino
Tenuta Bosco di Pietra is a luxuriously restored farmhouse offering panoramic views of Montalcino and the Val d'Orcia hills, located in the Tuscan countryside surrounded by vineyards, approximately 3 kilometers from Montalcino.
This family-friendly gîte accommodates up to 10 guests across 5 bedrooms and 5 bathrooms, featuring air conditioning, Wi-Fi, a gourmet kitchen with Gaggenau and Miele appliances, a living area with a fireplace, and an expansive terrace with a Jacuzzi and dining facilities, all set within a landscaped park.
Villa A Vista Fortezza E Val D'orcia Con Jacuzzi - Montalcino
10 2 reviews
Montalcino
11/09 – 17/09
1139 €/nightTotal: 6834 € (6 )

Villa A Vista Fortezza E Val D'orcia Con Jacuzzi

3 4
house , Montalcino
This charming house is situated in the historic centre of Montalcino, just a short walk from the town's main attractions, offering a peaceful retreat within the bustling medieval atmosphere. It consistently receives excellent ratings for its location, cleanliness, and overall experience.
This comfortable property provides three bedrooms and three bathrooms, accommodating up to six guests. Enjoy the fully equipped kitchen, relax on the terrace with stunning views of the Val d'Orcia, take a dip in the private Jacuzzi, or fire up the BBQ for a memorable outdoor meal.
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