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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

Wonderful New Villa In Maremma, Near Montalcino And Castiglione Della Pescaia - Montalcino
9.6 25 reviews
Montalcino
11/09 – 17/09
NZ$1386/nightTotal: NZ$8316 (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.
Tenuta Bosco Di Pietra - Montalcino
Montalcino
11/09 – 17/09
NZ$6431/nightTotal: NZ$38586 (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.
Borgo Canalicchio Di Sopra Relais - Montalcino
9.5 251 reviews
Montalcino
22/07 – 24/07
NZ$615/nightTotal: NZ$1230 (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.
Agriturismo Villa Paradisino Musico - Montalcino
8.8 45 reviews
Montalcino
12/08 – 13/08
NZ$386/nightfor 1 night

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.

Best Montalcino villas and holiday homes with a kitchen

Charming House In Montalcino With City View - Montalcino
9.5 1216 reviews
Montalcino
14/08 – 18/08
NZ$251/nightTotal: NZ$1004 (4 )

Charming House In Montalcino With City View

1 2
house , Montalcino
This charming house in Montalcino offers stunning city views and is just 38km from Piazza del Campo in Siena, making it a great base for exploring Tuscany. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The house is spacious and comfortable, offering four bedrooms for families or groups of friends. It comes with a fully equipped kitchen, air conditioning, free Wi-Fi, and parking, ensuring a relaxing and enjoyable stay.
Casa Costa Delle Caserme - Montalcino
9.4 82 reviews
Montalcino
10/07 – 12/07
NZ$368/nightTotal: NZ$736 (2 )

Casa Costa Delle Caserme

1 2
apartment , Montalcino
The CASA COSTA DELLE CASERME apartment is located in Montalcino, just a short distance from the town centre, offering peaceful street views and easy access to nearby attractions like Bagno Vignoni (18km) and Bagni San Filippo (34km). The property has received excellent ratings for its location, cleanliness, and overall user experience.
This one-bedroom flat, spanning 60 square metres, comfortably accommodates two guests. Amenities include a fully equipped kitchen, free Wi-Fi, a shared lounge, and a flat-screen TV, while guests can also enjoy the use of a tennis court and a bicycle rental service.
Agriturismo Pertimali - Montalcino
8.0 1 review
Montalcino
11/09 – 17/09
NZ$811/nightTotal: NZ$4866 (6 )

Agriturismo Pertimali

3 4
house , Montalcino
Agriturismo Pertimali, a villa in Montalcino, is situated 39km from Piazza del Campo in Siena and 43km from Mount Amiata.
This 120 square metre property sleeps 11 guests in three bedrooms and two bathrooms, boasting a fully equipped kitchen, private garden, free parking, Wi-Fi, and a washing machine.
Palazzo Tamanti - 4br 6 Bath Estate Home In Montalcino Center - Montalcino
10 14 reviews
Montalcino
14/08 – 18/08
NZ$2252/nightTotal: NZ$9008 (4 )

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?

    You absolutely must visit the Fortezza di Montalcino, a 14th-century fortress offering stunning views of the surrounding countryside. Don't miss the Museo del Vino, showcasing the history of Brunello di Montalcino wine. And for a day trip, head to the nearby Abbey of Sant'Antimo, a stunning example of Romanesque architecture.
  • 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. You might spot wild boar, deer, and foxes in the forests. Keep an eye out for birds of prey like buzzards and kestrels soaring overhead. If you're lucky, you might even see a rare golden eagle.
  • 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 shoulder seasons, from April to May or September to October. The weather is pleasant, the crowds are smaller, and you'll enjoy a more relaxed atmosphere. If you're a wine enthusiast, you can also 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 is during the off-season, from November to March. You'll have more options and often find better prices. However, if you're planning a trip during the peak season, it's best to book well in advance, especially if you have specific preferences.
  • 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?

    One of the most popular trails is the Sentiero del Brunello, a 10km circular route that takes you through vineyards and olive groves, offering breathtaking views of the Val d'Orcia. For a more challenging hike, try the Sentiero del Lupo, a 15km trail that leads you to the top of Mount Amiata, the highest peak in the region.
  • 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 in Montalcino offers the privacy and flexibility of a home away from home. You can enjoy your own space, cook your own meals, and explore the area at your own pace. It's also a great option for families or groups of friends who want to travel together.
  • What are the best villa rentals with parking in Montalcino?

  • Are there popular destinations near Montalcino?

    Yes, there are plenty of popular destinations within easy reach of Montalcino. Just a short drive away, you can visit Siena, a beautiful medieval city with a stunning Piazza del Campo. Or head south to Pienza, a charming town known for its Renaissance architecture and delicious Pecorino cheese.

Destinations nearby

Best Montalcino villas and holiday homes with a fireplace

Tenuta Canina - Montalcino
9.8 94 reviews
Montalcino
22/07 – 24/07
NZ$666/nightTotal: NZ$1332 (2 )

Tenuta Canina

3 2
house , Montalcino
Tenuta Canina is situated 39 kilometres from Piazza del Campo in Montalcino, close to the popular tourist destinations of Bagno Vignoni (18 kilometres) and Mount Amiata (43 kilometres). The property has received excellent ratings for its location, cleanliness, and overall experience.
The villa offers 3 bedrooms and 2 living areas, comfortably accommodating up to 8 guests. Amenities include a private pool, an open-air bath, a shared kitchen, free Wi-Fi, free private parking, and a mini-market on-site.

Best Montalcino villas and holiday homes with jacuzzi

Villa A Vista Fortezza E Val D'orcia Con Jacuzzi - Montalcino
10 2 reviews
Montalcino
11/09 – 17/09
NZ$2264/nightTotal: NZ$13584 (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.
Borgo Canalicchio Di Sopra Relais - Montalcino
9.5 251 reviews
Montalcino
22/07 – 24/07
NZ$615/nightTotal: NZ$1230 (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
NZ$6431/nightTotal: NZ$38586 (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.
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