Villas and Holiday homes in Montalcino

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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 2 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
SG$1036/nightTotal: SG$6216 (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.
Croce Di Mezzo - Montalcino
8.6 261 reviews
Montalcino
11/09 – 17/09
SG$447/nightTotal: SG$2682 (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.

Best Montalcino villas and holiday homes with a kitchen

Agriturismo Fraschetta - Montalcino
8.8 368 reviews
Montalcino
10/07 – 12/07
SG$247/nightTotal: SG$494 (2 )

Agriturismo Fraschetta

1 2
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.
Casa Vacanze Elisabetta - Montalcino
9.4 54 reviews
Montalcino
22/07 – 24/07
SG$187/nightTotal: SG$374 (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.
Maison Pour L'osticcio (Vue Panoramique) - Montalcino
9.5 40 reviews
Montalcino
10/07 – 12/07
SG$378/nightTotal: SG$756 (2 )

Maison Pour L'osticcio (Vue Panoramique)

1 2
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.
Charming House In Montalcino With City View - Montalcino
9.5 1216 reviews
Montalcino
12/08 – 13/08
SG$199/nightfor 1 night

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.

Frequently asked questions about villa rentals in Montalcino

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

    You absolutely have to visit the Fortezza di Montalcino, a 14th-century fortress offering stunning views of the surrounding Brunello di Montalcino vineyards. The historic centre of Montalcino is a must-see, with its charming cobbled streets and beautiful architecture. For a day trip, head to the Abbey of Sant'Antimo, a stunning Romanesque abbey located just outside of 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 - Giardino E Relax and Agriturismo Collodi are the most popular ones.

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

    The countryside around Montalcino is home to a variety of wildlife, including wild boar, deer, and various bird species. You might also spot foxes and hares, especially in the early morning or late evening. Keep your eyes peeled for the elusive Italian wolf, though sightings are rare.
  • 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 can enjoy the beautiful autumn colours in the vineyards. If you want to experience the lively atmosphere of the Brunello di Montalcino wine festival, then visit in September.
  • 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 best deals on villa rentals in Montalcino during the off-season, from November to March. However, if you're looking for a specific villa, it's always best to book as early as possible, especially during peak season.
  • What are the best villa rentals for families and kids in Montalcino?

  • What are the top hiking trails near Montalcino?

    The Sentiero del Brunello is a popular hiking trail that winds through the vineyards and offers breathtaking views of the surrounding countryside. For a more challenging hike, try the Sentiero degli Etruschi, which takes you through ancient Etruscan ruins.
  • 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 privacy, space, and flexibility. You can enjoy your own private pool, garden, and outdoor areas, and cook your own meals at your leisure. 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 many popular destinations near Montalcino. Siena, a beautiful medieval city, is about 45 minutes away. You can also visit the charming hilltop town of Montepulciano, known for its Vino Nobile di Montepulciano. For a day trip to the coast, head to the seaside town of Castiglione della Pescaia, about an hour and a half away.

Destinations nearby

Best Montalcino villas and holiday homes with a fireplace

Villa A Vista Fortezza E Val D'orcia Con Jacuzzi - Montalcino
10 2 reviews
Montalcino
11/09 – 17/09
SG$1692/nightTotal: SG$10152 (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.
Colle Al Matrichese - Historic Winery - Montalcino
9.1 107 reviews
Montalcino
10/07 – 12/07
SG$300/nightTotal: SG$600 (2 )

Colle Al Matrichese - Historic Winery

1 2
house , Montalcino
This Montalcino holiday home, near Colle al Matrichese, is situated 40km from Piazza del Campo in Siena and 42km from Monte Amiata.
The property boasts a fully equipped kitchen, terrace, garden, private parking, Wi-Fi, and on-site massage services, offering guests a tranquil retreat in the renowned Montalcino wine region with bicycle rental available for exploring the Tuscan countryside.
Palazzo Tamanti - 4br 6 Bath Estate Home In Montalcino Center - Montalcino
10 14 reviews
Montalcino
12/08 – 13/08
SG$1901/nightfor 1 night

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.
150 M² Villa ∙ 3 Bedrooms ∙ 6 Guests - Montalcino
Montalcino
14/08 – 18/08
SG$1604/nightTotal: SG$6416 (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

Villa A Vista Fortezza E Val D'orcia Con Jacuzzi - Montalcino
10 2 reviews
Montalcino
11/09 – 17/09
SG$1692/nightTotal: SG$10152 (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.
Tenuta Bosco Di Pietra - Montalcino
Montalcino
11/09 – 17/09
SG$4807/nightTotal: SG$28842 (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
SG$460/nightTotal: SG$920 (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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