Holiday Rentals in Montalcino

125 available vacation rental offers

7 nights
2
1
  • tripcom
  • booking
  • airbnb
  • tripadvisor
  • klook
  • agoda
  • expedia
  • hotelscom
  • hotelscombined
  • eztravel
  • makemytrip
  • rakutentravel
Montalcino holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Montalcino holiday rentals: compare the best deals

Best family friendly Montalcino holiday rentals

Among the 125 accommodations in Montalcino, here are the 4 best family friendly rentals

Azienda Agraria La Casella - Montalcino
8.9 615 reviews
Montalcino
06/27 – 06/28
HK$1794/nightfor 1 night

Azienda Agraria La Casella

1 2
farm , Montalcino
Azienda Agraria La Casella is a farm stay located just outside the centre of Montalcino, a 5-minute walk from the town and 40 kilometres from Siena, offering a peaceful rural setting close to the town's attractions. The property has excellent ratings for location, cleanliness and overall experience.
The accommodation features a traditional Tuscan style with a bedroom, bathroom, kitchen and a terrace or balcony. Guests can enjoy a communal breakfast in the dining room or a breakfast basket delivered to their room, relax in the garden, use the barbecue facilities, and dine at the farm's restaurant serving traditional Tuscan cuisine.
Civico 24 - Montalcino
8.7 19 reviews
Montalcino
07/10 – 07/12
HK$1241/nighttotal: HK$2482 (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.
Charming House In Montalcino With City View - Montalcino
9.5 1216 reviews
Montalcino
08/14 – 08/16
HK$1346/nighttotal: HK$2692 (2 )

Charming House In Montalcino With City View

1 3
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.
Wonderful New Villa In Maremma, Near Montalcino And Castiglione Della Pescaia - Montalcino
9.8 26 reviews
Montalcino
09/11 – 09/17
HK$6315/nighttotal: HK$37890 (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 holiday rentals with a balcony

Azienda Agricola A Bonacchi - Montalcino
9.2 6 reviews
Montalcino
08/14 – 08/16
HK$2125/nighttotal: HK$4250 (2 )

Azienda Agricola A Bonacchi

1 3
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.
Corner Nest In Montalcino - Montalcino
9.9 25 reviews
Montalcino
08/01 – 08/08
HK$1219/nighttotal: HK$8533 (7 )

Corner Nest In Montalcino

1 2
house , Montalcino
Corner Nest in Montalcino, a self-catering property, enjoys a unique corner location offering garden views, situated 19 kilometres from Bagno Vignoni and 42 kilometres from Mount Amiata.
This 50-square-metre house features one bedroom, two bathrooms, sleeps three guests, and includes a fully equipped kitchen with dishwasher, a terrace, private parking, and free Wi-Fi.
Villa La Fortezza In The Heart Of The Historic Center Of Montalcino With Jacuzzi - Montalcino
10 36 reviews
Montalcino
09/11 – 09/17
HK$10872/nighttotal: HK$65232 (6 )

Villa La Fortezza In The Heart Of The Historic Center Of Montalcino With Jacuzzi

3 4
apartment , Montalcino
This charming house is located just a short distance from the centre of Montalcino, making it easy to explore the town's historic streets and renowned wineries. The house has received excellent ratings from previous guests, highlighting its comfort and convenience.
The three-bedroom property spans 150 square metres and is equipped with a range of modern amenities, including a swimming pool, jacuzzi, and air conditioning. Guests can enjoy the beautiful garden, relax on the terrace, and take advantage of the free parking.
Wine Estate Rooms Paradiso Di Cacuci - Montalcino
9.3 417 reviews
Montalcino
07/10 – 07/12
HK$2247/nighttotal: HK$4494 (2 )

Wine Estate Rooms Paradiso Di Cacuci

1 2
farm , Montalcino
Wine Estate Rooms Paradiso di Cacuci, near Montalcino, offers pet-friendly accommodation 37 kilometres from Piazza del Campo and 43 kilometres from Mount Amiata.
This farm stay provides air-conditioned rooms with private bathrooms, a continental breakfast, free Wi-Fi, free parking, an electric vehicle charging station, and bicycle rental for exploring the Tuscan countryside, close to Bagno Vignoni (21km).

Frequently asked questions about holiday rentals in Montalcino

  • What are some interesting places to visit in or near Montalcino?

    You absolutely must visit the Fortezza di Montalcino, a 14th-century fortress offering panoramic views of the surrounding vineyards. The historic centre of Montalcino is also a must-see, with its charming cobblestone streets and traditional architecture. For a day trip, head to the nearby town of Pienza, famous for its Renaissance architecture and delicious pecorino cheese.
  • What are the best Airbnb and vacation rentals in Montalcino?

    Charming House In Montalcino With City View, Panoramic Country Suite Montalcino and Podere Belsogno are the most popular Airbnb and vacation rentals in Montalcino among travelers.

  • Which walking or cycling routes are the best in Montalcino?

    The scenic walk along the Via Francigena, a historic pilgrimage route, offers breathtaking views of the Tuscan countryside. For a more challenging cycling route, try the 40km loop around the Brunello di Montalcino wine region, passing through vineyards and charming villages.
  • What are the most popular Airbnbs in Montalcino?

  • What sports or outdoor activites can visitors enjoy in and around Montalcino?

    Hiking and mountain biking are popular activities in the surrounding hills, with trails ranging from easy to challenging. For a more relaxed experience, try a leisurely stroll through the vineyards or a picnic by the Orcia River.
  • What are the best vacation rentals with a pool in Montalcino?

    Panoramic Country Suite Montalcino, Agriturismo Collodi and Tenuta Canina are the best vacation rentals with a pool in Montalcino.

  • What other towns or cities can be easily accessed from Montalcino?

    Siena, a beautiful medieval city known for its Piazza del Campo, is just a 45-minute drive from Montalcino. The charming hilltop town of Montepulciano, famous for its Vino Nobile, is also easily accessible, just a 30-minute drive away.
  • What are the best rentals for families and kids in Montalcino?

  • What amenities are commonly available in vacation rentals in Montalcino?

    Most vacation rentals in Montalcino offer a range of amenities, including private pools, gardens, and fully equipped kitchens. Some rentals may also include Wi-Fi, air conditioning, and laundry facilities.
  • What are the best rentals or Airbnbs with a jacuzzi in Montalcino?

  • What time of year is best to rent a vacation rental Montalcino?

    The best time to visit Montalcino is during the shoulder seasons, from April to May or September to October, when the weather is pleasant and the crowds are smaller. You can also enjoy the vibrant atmosphere of the grape harvest in September and the festive atmosphere of the Christmas markets in December.

Destinations nearby

Best Montalcino holiday rentals with a sauna

La Casetta Di Nise, Charming Private Spa - Montalcino
9.8 181 reviews
Montalcino
08/14 – 08/16
HK$2233/nighttotal: HK$4466 (2 )

La Casetta Di Nise, Charming Private Spa

1 3
apartment , Montalcino
La Casetta di Nise is a private spa apartment located in Castelnuovo dellʼAbate, 32 kilometres from Mount Amiata and 21 kilometres from Bagno Vignoni.
The 60 square metre apartment, ideal for up to four guests, features a private hot tub, sauna, and a terrace with panoramic views, offering a tranquil retreat after exploring the Tuscan countryside.
Mastrojanni Relais - Montalcino
9.7 613 reviews
Montalcino
08/14 – 08/16
HK$12451/nighttotal: HK$24902 (2 )

Mastrojanni Relais

2 3
farm , Montalcino
Mastrojanni Relais is a farm stay located in Castelnuovo dell’Abate, just 39 kilometres from both Siena and Saturnia, offering a peaceful rural setting near popular tourist destinations. The property has received excellent ratings for location, cleanliness and user experience.
The accommodation features private bathrooms, flat-screen TVs and free Wi-Fi in each room, along with a range of amenities such as a swimming pool, a sauna, a spa, a restaurant, a bar and a fitness centre. Guests can also enjoy a terrace, a garden and room service.
Castel Brunello - Montalcino
9.7 1066 reviews
Montalcino
08/14 – 08/16
HK$8154/nighttotal: HK$16308 (2 )

Castel Brunello

2 3
apartment , Montalcino
Castel Brunello is a short drive from Montalcino, a charming hilltop town known for its world-renowned Brunello di Montalcino wine and stunning views of the Tuscan countryside. The apartments have received excellent ratings for location, cleanliness, and user experience.
The self-catering apartments offer a rustic charm with wood-beamed ceilings and terracotta-tiled floors. Guests can enjoy a range of amenities including a swimming pool, garden, terrace, sauna, and fitness centre, as well as access to a restaurant and room service.

Best Montalcino holiday rentals with a fireplace

Agriturismo Villa Paradisino Musico - Montalcino
Montalcino
08/01 – 08/08
HK$1721/nighttotal: HK$12047 (7 )

Agriturismo Villa Paradisino Musico

1 2
farm , Montalcino
Agriturismo Villa Paradisino Musico is situated on the slopes of Montalcino, Tuscany, just 0.6km from the historic town centre, offering easy access to shops and restaurants.
This one-bedroom guesthouse provides accommodation for two guests, featuring air conditioning, a terrace, and a garden, alongside organic wine tasting and guided tours of the vineyard and olive grove.
Casaletto La Pergola - Montalcino
10 1 review
Montalcino
08/14 – 08/18
HK$3221/nighttotal: HK$12884 (4 )

Casaletto La Pergola

1 2
apartment , Montalcino
This recently renovated farmhouse, offering accommodation for four guests, is situated in the Osteria Fuori le Mura district, a mere 300 metres on foot from the Fortezza di Montalcino and near the town centre.
The property boasts expansive private grounds of approximately 5000 square metres with an olive grove, two outdoor dining pergolas, air conditioning, Wi-Fi, and two bedrooms each with an en-suite shower room, providing spectacular panoramic views of the surrounding hills.
Castel Brunello - 2  Doublebed Rooms + Terrace - Montalcino
10 115 reviews
Montalcino
08/14 – 08/16
HK$7547/nighttotal: HK$15094 (2 )

Castel Brunello - 2 Doublebed Rooms + Terrace

1 3
apartment , Montalcino
Castel Brunello is situated in the Tuscan countryside, just 2 kilometres from the medieval town of Montalcino, offering easy access to the region's renowned wineries and historic attractions.
This self-catering apartment features two bedrooms, two bathrooms and a private terrace, accommodating up to four guests and providing a comfortable base for exploring the beautiful Brunello di Montalcino wine region.
150 M² Villa ∙ 3 Bedrooms ∙ 6 Guests - Montalcino
Montalcino
08/14 – 08/18
HK$9778/nighttotal: HK$39112 (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.
©2026 cozycozy.com