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
01/08 – 08/08
NZ$2146/nighttotal: NZ$15022 (7 )
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.
10 21 reviews
Montalcino
14/08 – 16/08
NZ$1877/nighttotal: NZ$3754 (2 )
City Center Palazzo: 4 King Br 6 Bath And Garage
1 3
apartment , Montalcino
This historic house is located in the heart of Montalcino, just a short walk from the main square and the fortress. The surrounding area is charming and offers a glimpse into the town's rich history. The Palazzo is a spacious property with four bedrooms and five bathrooms, comfortably accommodating up to eight guests. The house offers a range of modern amenities, including a fully equipped kitchen, air conditioning, and a private balcony with stunning views of the surrounding vineyards.
Montalcino
27/06 – 28/06
NZ$411/nightfor 1 night
Casa Di Elena
1 2
apartment , Montalcino
Accommodation. Your accommodation will be located in Montalcino. Facilities and services: an iron, a fridge and free parking. Take advantage of the air conditioning in this apartment!
9.1 28 reviews
Montalcino
14/08 – 18/08
NZ$289/nighttotal: NZ$1156 (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.
9.2 72 reviews
Montalcino
14/08 – 16/08
NZ$315/nighttotal: NZ$630 (2 )
La Poderina Wine Estate Deluxe Apartment
1 3
apartment , Montalcino
This charming one-bedroom flat is located just 5km from Montalcino, nestled within a peaceful wine estate surrounded by vineyards and olive groves. The property enjoys excellent ratings for location, cleanliness, and overall experience. The flat comfortably accommodates up to three guests and features a double bed, a sofa bed, a private bathroom, a living room, and a fully equipped kitchen. Guests can enjoy wine tasting experiences, including tours of the estate and cellar, and purchase the estate's prestigious Brunello wines directly.
8.9 75 reviews
Montalcino
22/07 – 24/07
NZ$168/nighttotal: NZ$336 (2 )
Rocci Al 17
2 2
apartment , Montalcino
Rocci al 17 is situated in Montalcino, a charming town just 24 kilometres from San Quirico D’Orcia and 35 kilometres from Montepulciano, offering a peaceful setting with beautiful scenery. The apartment is highly rated by previous guests, receiving excellent marks for its location, cleanliness and overall experience. The self-catering property features two bedrooms and one bathroom, spanning 56 square metres, perfect for a family or small group. Guests can enjoy amenities like a tennis court, free Wi-Fi and a kitchen with a fridge, along with a comfortable seating area and a flat-screen TV with a DVD player.
10 1 review
Montalcino
14/08 – 16/08
NZ$497/nighttotal: NZ$994 (2 )
La Vista Retreat
1 3
apartment , Montalcino
This recently refurbished flat in Montalcino offers superb panoramic views of the town and Val d'Orcia, situated conveniently close to key landmarks. This family-friendly flat accommodates four guests, featuring a fully equipped kitchen, air conditioning, and a mezzanine bedroom, with a spacious living area and a walk-in closet.
9.4 188 reviews
Montalcino
11/09 – 17/09
NZ$672/nighttotal: NZ$4032 (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.
9.7 53 reviews
Montalcino
01/08 – 06/08
NZ$414/nighttotal: NZ$2070 (5 )
Historic Center Apartment With Private Garage
2 4
apartment , Montalcino
This two-bedroom apartment is situated in the historic centre of Montalcino, just 39 kilometres from Piazza del Campo in Siena. The 60 square metre property features a private terrace, a fully equipped kitchen with a dishwasher, and secure private parking, a rare find in 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.
Montalcino
11/09 – 17/09
NZ$22899/nighttotal: NZ$137394 (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.
Best family friendly Montalcino holiday rentals
Among the 125 accommodations in Montalcino, here are the 4 best family friendly rentals
8.9 605 reviews
Montalcino
14/08 – 16/08
NZ$469/nighttotal: NZ$938 (2 )
Corte Francigena
1 3
apartment , Montalcino
Corte Francigena is a self-catering property located in Castelnuovo dell’Abate, just 30 kilometres from Montalcino, 31 kilometres from Pienza and 40 kilometres from Montepulciano. The apartment has received very good ratings for its location, cleanliness and overall experience. The property features a fully equipped kitchen with a fridge, freezer, microwave, dishwasher and a private bathroom with a bidet and hairdryer. You can enjoy the peace of mind of having free private parking on-site, access to free WiFi, a swimming pool, a terrace, a garden and a concierge service.
10 7 reviews
Montalcino
01/08 – 08/08
NZ$270/nighttotal: NZ$1890 (7 )
Tipica Casa Con Vista Montalcino
1 2
apartment , Montalcino
Lady Tosca Home, a centrally located flat in Montalcino's historic district, offers easy walking access to the town's main attractions. This one-bedroom apartment sleeps two, features a fully equipped kitchen with dishwasher, a living room with fireplace, a private terrace and garden with stunning Val d'Orcia views, and free parking within 0.15-0.3 km.
9.4 18 reviews
Montalcino
01/08 – 06/08
NZ$472/nighttotal: NZ$2360 (5 )
Podere Belsogno-bilocale Olivo
1 4
apartment , Montalcino
This newly renovated bed and breakfast is situated in the historic centre of Montalcino, just a short walk from the iconic Fortezza di Montalcino and the Piazza del Popolo. The self-catering apartment features a double bed, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, and a private bathroom, offering guests a comfortable and independent stay.
9.2 6 reviews
Montalcino
14/08 – 16/08
NZ$466/nighttotal: NZ$932 (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.
Best Montalcino holiday rentals with a balcony
9.3 190 reviews
Montalcino
14/08 – 16/08
NZ$2391/nighttotal: NZ$4782 (2 )
Argiano Dimore Wine Relais
2 3
farm , Montalcino
Argiano Dimore Wine Relais, a farm stay in Val d'Orcia, is situated a 16km drive from Montalcino and 26km from San Quirico d'Orcia, offering easy access to these Tuscan gems. This property boasts a swimming pool, restaurant, and bar, alongside Wi-Fi, parking and various activities including horse riding and cycling, making it an ideal base for exploring the region.
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.
10 3 reviews
Montalcino
14/08 – 16/08
NZ$1452/nighttotal: NZ$2904 (2 )
Palazzo Tamanti - 4 King Br 6 Bath Estate Home In Montalcino Center
4 3
apartment , Montalcino
The Tamanti family home, a 400 square metre house, is situated in the heart of Montalcino, within easy walking distance of the town's restaurants, wine tasting rooms, and the imposing Fortress of Montalcino. This historic property, dating back to 1500, boasts six bathrooms, four bedrooms, and can comfortably accommodate up to eight guests, perfect for families or groups seeking a luxurious and spacious base from which to explore the surrounding Tuscan countryside.
8.8 368 reviews
Montalcino
14/08 – 18/08
NZ$308/nighttotal: NZ$1232 (4 )
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.
Frequently asked questions about holiday rentals in Montalcino
What are some interesting places to visit in or near Montalcino?
Montalcino is a beautiful medieval town with a lot to offer. You can visit the Fortezza, a 14th-century fortress that offers stunning views of the surrounding countryside. The Museo del Vino explores the history of Brunello di Montalcino wine, and the church of San Francesco is a lovely example of Romanesque architecture. Just outside Montalcino, you can visit the Abbey of Sant'Antimo, a Benedictine monastery with a beautiful cloister.
What are the best Airbnb and holiday rentals in Montalcino?
Which walking or cycling routes are the best in Montalcino?
The area around Montalcino is perfect for cycling and walking. The Strada del Brunello is a scenic 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 Brunello, which climbs to the top of Monte Amiata, the highest peak in the region. You can also enjoy a leisurely stroll along the walls of the Fortezza.
What other towns or cities can be easily accessed from Montalcino?
Montalcino is well-connected to other towns in Tuscany. You can easily reach Siena, Florence, and Rome by car or train. The charming medieval town of Pienza is just a short drive away, and the picturesque village of San Quirico d'Orcia is also worth a visit.
What are the best holiday rentals with a pool in Montalcino?
What amenities are commonly available in vacation rentals in Montalcino?
Vacation rentals in Montalcino usually offer a range of amenities, including a kitchen, bathroom, and bedrooms. Many also have a private garden or terrace, and some even have a swimming pool. You can often find rentals with Wi-Fi and air conditioning, and many offer laundry facilities.
What are the best rentals for families and kids in Montalcino?
What time of year is best to rent a vacation rental Montalcino?
The best time to visit Montalcino depends on your preferences. Spring and autumn are ideal for enjoying the mild weather and the beautiful colours of the countryside. Summer is hot but perfect for swimming and outdoor activities. If you want to experience the harvest season, visit in September or October.
What are the best rentals or Airbnbs with a jacuzzi in Montalcino?
Montalcino is famous for its delicious cuisine, especially its meat dishes. You should try the pici cacio e pepe, a thick pasta dish with pecorino cheese and black pepper. The bistecca alla fiorentina, a thick grilled steak, is also a local favourite. And of course, no trip to Montalcino is complete without trying the Brunello di Montalcino, a world-renowned red wine.
Destinations nearby
Best Montalcino holiday rentals with a sauna
9.7 1066 reviews
Montalcino
14/08 – 16/08
NZ$1790/nighttotal: NZ$3580 (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.
9.8 181 reviews
Montalcino
14/08 – 16/08
NZ$490/nighttotal: NZ$980 (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.
9.7 613 reviews
Montalcino
14/08 – 16/08
NZ$2733/nighttotal: NZ$5466 (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.
Best Montalcino holiday rentals with a fireplace
10 3 reviews
Montalcino
11/09 – 17/09
NZ$549/nighttotal: NZ$3294 (6 )
Apartment 'Casa Francesca' With Hills View & Courtyard
2 4
apartment , Montalcino
This apartment is located in the Montalcino mountains, just a 10-minute walk from the Civic and Diocesan Museum of Sacred Art and the Fortress of Montalcino, offering easy access to the town's main attractions. It's received excellent user ratings, making it a popular choice for visitors. The property is a spacious two-bedroom apartment, covering 70 square metres and accommodating up to six guests. It boasts a well-equipped kitchen, a comfortable fireplace, a terrace, a garden, free parking, free Wi-Fi, and games for entertainment.
9.1 107 reviews
Montalcino
10/07 – 12/07
NZ$402/nighttotal: NZ$804 (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 1 review
Montalcino
14/08 – 16/08
NZ$424/nighttotal: NZ$848 (2 )
Apartment "La Porticina" With Wi-fi & A/c
1 3
apartment , Montalcino
La Porticina apartment, a self-catering flat in Montalcino, is situated 6.5km from Banfi Castle and 7km from Montalcino town centre, offering easy access to nearby wineries such as Caprili and Corte Pavone. This 85 square metre apartment sleeps four, featuring a well-equipped kitchen, Wi-Fi, air conditioning, a washing machine, a baby cot, and bicycle storage, perfect for exploring the Tuscan countryside.
10 14 reviews
Montalcino
14/08 – 16/08
NZ$2364/nighttotal: NZ$4728 (2 )
Palazzo Tamanti - 4br 6 Bath Estate Home In Montalcino Center
4 3
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.
