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Montalcino villas
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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

Villa Chigi - Seven Bedroom Villa, Sleeps 14 - Montalcino
Montalcino
11/07 – 12/07
A$9798/nightfor 1 night

Villa Chigi - Seven Bedroom Villa, Sleeps 14

7 3
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.
Croce Di Mezzo - Montalcino
8.6 261 reviews
Montalcino
11/09 – 17/09
A$495/nighttotal: A$2970 (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.
Tenuta Bosco Di Pietra - Montalcino
Montalcino
11/09 – 17/09
A$5318/nighttotal: A$31908 (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.
Le Ragnaie - Montalcino
9.0 1933 reviews
Montalcino
11/07 – 12/07
A$737/nightfor 1 night

Le Ragnaie

2 3
farm , Montalcino
Le Ragnaie is a farm stay located just 3 kilometres from Montalcino, offering stunning views of the Orcia Valley, a UNESCO World Heritage Site. It has excellent ratings for location, cleanliness and overall experience.
The accommodation comprises spacious apartments with comfortable seating areas, satellite TV, dining areas and fully equipped kitchenettes. Guests can enjoy the outdoor pool, terrace, a daily breakfast buffet and the opportunity to sample the farm's own red wine and olive oil.

Best Montalcino villas and holiday homes with a kitchen

Al Piccolo Ulivo, A Casa Di Mimo&sè - Montalcino
9.4 26 reviews
Montalcino
06/08 – 08/08
A$316/nighttotal: A$632 (2 )

Al Piccolo Ulivo, A Casa Di Mimo&sè

2 4
house , Castiglione d'Orcia
Al Piccolo Ulivo is located in Castiglione d'Orcia, just a short drive from the famous thermal baths of Bagno Vignoni and Mount Amiata, offering a peaceful retreat amidst the Tuscan countryside. This property consistently receives excellent ratings for its cleanliness, location, and overall user experience.
The villa provides comfortable accommodation for up to four guests in two bedrooms, spanning 106 square metres. Enjoy a well-equipped kitchen, modern amenities, and a shared lounge, along with a private garden offering stunning views and access to outdoor activities like skiing, cycling, and hiking in the surrounding area.
Azienda Agricola A Bonacchi - Montalcino
9.2 6 reviews
Montalcino
11/09 – 17/09
A$411/nighttotal: A$2466 (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.
Villa In Montalcino With 11 Bedrooms Sleeps 22 - Montalcino
Montalcino
11/09 – 17/09
A$18938/nighttotal: A$113628 (6 )

Villa In Montalcino With 11 Bedrooms Sleeps 22

11 4
house , Montalcino
This eleven-bedroom villa in Montalcino is situated a 15-minute walk from the Montalcino Fortress and Civic Museum, and within 5km of the Tenuta Greppo and Capanna di Cencioni wineries.
The property boasts 13 bathrooms, a private swimming pool, a garden, parking, and a fully equipped kitchen including a fridge, microwave, and dishwasher; accommodating up to 22 guests and offering free Wi-Fi.
Casa Costa Delle Caserme - Montalcino
9.4 82 reviews
Montalcino
14/08 – 18/08
A$306/nighttotal: A$1224 (4 )

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.

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.

Destinations nearby

Best Montalcino villas and holiday homes with a fireplace

Agriturismo Villa Paradisino Musico - Montalcino
8.8 45 reviews
Montalcino
22/07 – 24/07
A$320/nighttotal: A$640 (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.
150 M² Villa ∙ 3 Bedrooms ∙ 6 Guests - Montalcino
Montalcino
14/08 – 18/08
A$1775/nighttotal: A$7100 (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.
Casale Il Gugnolo - Montalcino
9.3 4 reviews
Montalcino
06/08 – 08/08
A$664/nighttotal: A$1328 (2 )

Casale Il Gugnolo

4 4
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 L'arte Dei Semplici - Montalcino
8.8 474 reviews
Montalcino
11/09 – 17/09
A$599/nighttotal: A$3594 (6 )

Agriturismo L'arte Dei Semplici

4 4
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 Montalcino villas and holiday homes with jacuzzi

Villa A Vista Fortezza E Val D'orcia Con Jacuzzi - Montalcino
10 2 reviews
Montalcino
11/07 – 12/07
A$1449/nightfor 1 night

Villa A Vista Fortezza E Val D'orcia Con Jacuzzi

1 3
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
A$509/nighttotal: A$1018 (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.
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