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.
9.1 28 reviews
Montalcino
14/08 – 18/08
SG$216/nightTotal: SG$864 (4 )
Panoramic Nest In Montalcino
1 2
house , Montalcino
This one-bedroom house, ideal for a family of five, is situated in Montalcino, just a short distance from the town centre and within easy reach of Siena (31 km) and Saturnia (43 km). The 45 square metre property boasts a terrace and garden, as well as a fully equipped kitchen with modern appliances, including a dishwasher and washing machine, ensuring a comfortable stay.
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.
9.2 46 reviews
Montalcino
10/07 – 12/07
SG$268/nightTotal: SG$536 (2 )
Casa Barcaia Montalcino
2 2
house , Montalcino
Casa Barcaia Montalcino is located in the picturesque town of Montalcino, just 19 kilometres from the thermal baths of Bagno Vignoni and 35 kilometres from the natural hot springs of Bagni San Filippo. The property has received excellent ratings for its location, cleanliness and overall user experience. The house is a comfortable two-bedroom property with a floor area of 70 square metres, suitable for up to six guests. It features a fully equipped kitchen, a private entrance, free Wi-Fi, and the option to rent bicycles for exploring the surrounding countryside.
9.4 188 reviews
Montalcino
11/09 – 17/09
SG$502/nightTotal: SG$3012 (6 )
Borgo Villa A Tolli
3 4
farm , Montalcino
Borgo Villa a Tolli, a farmhouse in Castelnuovo dell’Abate, offers a peaceful countryside escape near Montalcino, approximately 24km from Bagno Vignoni and 40km from Siena's Piazza del Campo. This one-bedroom property, boasting 32 square metres of space, sleeps three guests and includes a swimming pool, terrace, garden, and free parking; a delicious Italian breakfast is served daily.
9.8 94 reviews
Montalcino
22/07 – 24/07
SG$498/nightTotal: SG$996 (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.
8.8 474 reviews
Montalcino
11/09 – 17/09
SG$542/nightTotal: SG$3252 (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.
8.0 1 review
Montalcino
11/09 – 17/09
SG$606/nightTotal: SG$3636 (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.
Montalcino
11/09 – 17/09
SG$17116/nightTotal: SG$102696 (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.
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.
8.8 45 reviews
Montalcino
10/07 – 12/07
SG$288/nightTotal: SG$576 (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.
9.2 6 reviews
Montalcino
11/09 – 17/09
SG$371/nightTotal: SG$2226 (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.
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
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.
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
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.
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.
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.
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 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?
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?
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?
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
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.
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.
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.
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
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.
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.
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.