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.
10 155 reviews
Montalcino
14/08 – 18/08
163 €/nighttotal: 652 € (4 )
Panoramic Nest In Montalcino
1 2
apartment , Montalcino
This Montalcino apartment, recently refurbished, enjoys a central location within the historic centre, offering easy access to Montalcino's attractions. The self-catering property features a bedroom, bathroom, living room, fully equipped kitchen with dishwasher, a private garden with panoramic Val d'Orcia views, and sleeps up to three guests; secure bicycle storage and nearby parking are also provided.
9.1 13 reviews
Montalcino
14/08 – 16/08
211 €/nighttotal: 422 € (2 )
Casa Barcaia Montalcino
2 3
apartment , Montalcino
This charming apartment is located in the heart of Montalcino, just a short walk from the town's main street, town hall, and all amenities. It has received excellent ratings for location, cleanliness, and overall experience. The apartment has two bedrooms, two bathrooms, and can comfortably accommodate up to six guests. The traditional Tuscan style includes a semi-built kitchen with a fridge, a 19th-century fireplace, and a sofa bed in the basement, offering a comfortable and authentic Tuscan experience.
Montalcino
11/09 – 17/09
332 €/nighttotal: 1992 € (6 )
Brunello - Brunello 2
2 4
apartment , Montalcino
This restored farmhouse, offering three holiday flats, is situated in a panoramic Orcia Valley setting, 4 kilometres from Montalcino and its Civic and Diocesan Museum of Sacred Art, Museo della Mezzadria, Fortress of Montalcino and Palazzo Chigi. This 90 square metre, 2-bedroom, 2-bathroom property accommodates 4 guests and features air conditioning, a fully equipped kitchen, access to a 3-hectare garden with a swimming pool, and estate produce from the renowned Brunello wine farm.
9.2 72 reviews
Montalcino
14/08 – 16/08
159 €/nighttotal: 318 € (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.
9.8 94 reviews
Montalcino
11/09 – 17/09
310 €/nighttotal: 1860 € (6 )
Tenuta Canina
3 4
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.
9.3 3 reviews
Montalcino
22/07 – 24/07
122 €/nighttotal: 244 € (2 )
Montalcinest
1 2
apartment , Montalcino
This apartment is centrally located in a peaceful district of Montalcino, offering easy walking access to the town's historic centre and its renowned wine region. This one-bedroom flat sleeps two guests and features air conditioning, Wi-Fi, a fully equipped kitchen with a dishwasher, and a washer-dryer, making it an ideal base for exploring local amenities and attractions.
Montalcino
01/08 – 08/08
1079 €/nighttotal: 7553 € (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.
9.9 152 reviews
Montalcino
10/07 – 12/07
156 €/nighttotal: 312 € (2 )
Casa Delle Giuggiole
1 2
apartment , Montalcino
This apartment is situated in the historic centre of Montalcino, just a short walk from the Vignolo terrace offering stunning views of the village and the surrounding valley. The apartment offers a well-equipped kitchen with a dishwasher and a living area with a handcrafted wooden sofa that converts into a double bed, ideal for families or groups of up to 4 people.
9.8 6 reviews
Montalcino
14/08 – 16/08
370 €/nighttotal: 740 € (2 )
Wp Relais Mazzini
3 3
apartment , Montalcino
Wp Relais Mazzini is a holiday rental located in Montalcino, offering easy access to Mount Amiata (42 km) and Bagno Vignoni (19 km), with Piazza del Campo situated 40 km away. This apartment can accommodate up to 11 guests and features 3 bedrooms, 3 bathrooms, air conditioning, WiFi, a kitchen, and a garden, with some units providing a balcony or terrace for your convenience.
10 3 reviews
Montalcino
22/07 – 24/07
152 €/nighttotal: 304 € (2 )
Bergamotto Con Giardino – Montalcino Tuscany Home
1 2
apartment , Montalcino
This Montalcino apartment, sleeping four, boasts a 70 square metre floor area and offers stunning panoramic views of the Tuscan hills from its balcony, its precise location within Montalcino unspecified but likely on the outskirts providing easy access to the historic centre. The self-catering property includes two bedrooms, one bathroom, a fully equipped kitchen, air conditioning, and free parking; its proximity to Montalcino's medieval centre and the Brunello di Montalcino wine region makes it an ideal base for exploring the area.
9.7 96 reviews
Montalcino
14/08 – 18/08
204 €/nighttotal: 816 € (4 )
Aurora's Home
1 2
apartment , Montalcino
This first-floor apartment in a medieval tower overlooks Montalcino's Piazza Grande, offering immediate access to shops, restaurants, and the stunning Val d'Orcia views. The one-bedroom, one-bathroom flat sleeps two guests and features a fully equipped kitchen with dishwasher, a private balcony, and a panoramic terrace; enjoy al fresco dining and explore Montalcino's attractions, all within easy walking distance.
Best family friendly Montalcino holiday rentals
Among the 125 accommodations in Montalcino, here are the 4 best family friendly rentals
8.7 19 reviews
Montalcino
10/07 – 12/07
137 €/nighttotal: 274 € (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.
9.1 107 reviews
Montalcino
10/07 – 12/07
202 €/nighttotal: 404 € (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.
8.8 39 reviews
Montalcino
10/07 – 12/07
182 €/nighttotal: 364 € (2 )
Casa Per L'osticcio Con Vista Panoramica
2 2
apartment , Montalcino
Casa per l'Osticcio con Vista Panoramica is a Montalcino apartment offering panoramic views, situated 19km from Bagno Vignoni and 43km from Siena's Piazza del Campo. This 90 square metre property features a spacious layout sleeping up to nine guests, boasting a fully equipped kitchen, private balcony, garden, parking, and free Wi-Fi, ideal for exploring Tuscany's attractions.
9.8 9 reviews
Montalcino
01/08 – 08/08
144 €/nighttotal: 1008 € (7 )
Lady Tosca Home In Montalcino
1 2
apartment , Montalcino
Lady Tosca Home, a one-bedroom apartment in Montalcino, offers a peaceful garden setting 19 and 35 kilometres from the Bagno Vignoni and Bagni San Filippo thermal baths respectively, and is 38 kilometres from Piazza del Campo in Siena. This 70 square metre flat features a fully equipped kitchen with a dishwasher, a private terrace with garden views, sleeps three guests and includes Wi-Fi and a washing machine.
Best Montalcino holiday rentals with a balcony
8.8 368 reviews
Montalcino
10/07 – 12/07
155 €/nighttotal: 310 € (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.
9.0 72 reviews
Montalcino
14/08 – 16/08
186 €/nighttotal: 372 € (2 )
Agriturismo S. Eurosia
1 3
apartment , Montalcino
Agriturismo S. Eurosia is located in Montalcino, just 18km from the spa town of Bagno Vignoni and 43km from Siena’s Piazza del Campo, offering a peaceful escape in the Tuscan countryside. The apartment has received very good user, location, and excellent cleanliness ratings. The self-catering apartment sleeps up to three guests in one bedroom and one bathroom. It has a range of amenities including a swimming pool, a terrace, a garden, and a restaurant, plus free Wi-Fi and parking.
10 36 reviews
Montalcino
01/08 – 08/08
1189 €/nighttotal: 8323 € (7 )
Villa La Fortezza In The Heart Of The Historic Center Of Montalcino With Jacuzzi
3 2
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.
8.6 261 reviews
Montalcino
11/09 – 17/09
301 €/nighttotal: 1806 € (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.
Frequently asked questions about holiday rentals in Montalcino
What sports or outdoor activites can visitors enjoy in and around Montalcino?
Montalcino is a great base for outdoor activities. You can go hiking in the surrounding hills, explore the Val d'Orcia on horseback, or enjoy a round of golf at the Golf Club just outside of town. There's also great mountain biking in the area.
What are the best Airbnb and holiday rentals in Montalcino?
What other towns or cities can be easily accessed from Montalcino?
Montalcino is well-connected to other Tuscan towns and cities. Siena, Pienza, and Montepulciano are all within easy reach by car, and you can easily reach Florence and Rome by train.
What amenities are commonly available in vacation rentals in Montalcino?
Vacation rentals in Montalcino typically offer a range of amenities, including private pools, gardens, and barbecue areas. Some also have air conditioning, Wi-Fi, and fully equipped kitchens.
What are the best holiday rentals with a pool in Montalcino?
What time of year is best to rent a vacation rental Montalcino?
The best time to visit Montalcino is in the spring or autumn. The weather is pleasant, and the crowds are smaller. The summer months can be very hot, and the winter can be chilly.
What are the best rentals for families and kids in Montalcino?
The local cuisine of Montalcino is renowned for its hearty and flavorful dishes. You must try the pici with wild boar sauce, the ribollita (Tuscan bread soup), and the bistecca alla Fiorentina (grilled T-bone steak). And of course, no trip to Montalcino is complete without sampling the Brunello di Montalcino wine.
What are the best rentals or Airbnbs with a jacuzzi in 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
247 €/nighttotal: 494 € (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
1374 €/nighttotal: 2748 € (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
Montalcino
14/08 – 16/08
260 €/nighttotal: 520 € (2 )
Appartamento Stefano
1 3
apartment , Montalcino
This apartment is located in the Val d'Orcia, 18 kilometres from Montalcino, 17 kilometres from San Quirico, and 19 kilometres from Pienza, offering convenient access to Siena (34 kilometres) and Florence (117 kilometres), with Perugia Airport 92 kilometres away. This two-bedroom property accommodates up to four guests and features internet, air conditioning, a kitchen, and parking, with optional access to a swimming pool, garden, and barbecue facilities, while the nearby Bosco della Ragnaia is free to visit.
9.6 146 reviews
Montalcino
14/08 – 16/08
146 €/nighttotal: 292 € (2 )
Casa Vacanze Porta Vecchia
1 3
house , Montalcino
Casa Vacanze Porta Vecchia is situated in Sant’Angelo in Colle, just 9km from the centre of Montalcino and 22km from San Quirico D’orcia, offering a peaceful countryside setting within easy reach of the region's attractions. This property has received excellent user ratings for its location, cleanliness, and overall experience. The holiday home comprises a single bedroom and bathroom, totalling 45 square metres. Guests can enjoy a range of amenities including a garden with BBQ facilities, a terrace, air conditioning, free Wi-Fi, and parking.
9.8 26 reviews
Montalcino
11/09 – 17/09
697 €/nighttotal: 4182 € (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.
9.3 279 reviews
Montalcino
01/08 – 08/08
368 €/nighttotal: 2576 € (7 )
Podere Belsogno
2 2
apartment , Montalcino
Podere Belsogno-Camera rosmarino is a bed and breakfast situated in Montalcino, just 40 kilometres from Mount Amiata and 42 kilometres from Piazza del Campo in Siena, offering a peaceful retreat in the Tuscan countryside. The property has received excellent ratings for its location, cleanliness and overall experience. The bed and breakfast features a garden and a terrace with views of the Tuscan landscape. Amenities include a swimming pool, a jacuzzi, a kitchen with a fridge, freezer, microwave oven and dishwasher, air conditioning, free parking, and bike rental.