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.
9.1 20 reviews
Montalcino
14/08 – 16/08
312 €/nighttotal: 624 € (2 )
Casa Al Colle Buonconvento
3 3
house , Buonconvento
Casa Al Colle Buonconvento, situated in Buonconvento, Tuscany, is conveniently located approximately 29 kilometres from Siena’s Piazza del Campo and offers easy access to attractions such as Palazzo Chigi-Saracini and the National Picture Gallery. This 130 square metre property sleeps up to 16 guests, boasting three bedrooms, two bathrooms, free Wi-Fi, private parking, and a well-equipped kitchen including a fridge and microwave; nearby cycling and hiking trails are perfect for exploring the Tuscan countryside.
8.8 368 reviews
Montalcino
14/08 – 18/08
155 €/nighttotal: 620 € (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.
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.
Montalcino
01/08 – 08/08
190 €/nighttotal: 1330 € (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.
9.2 46 reviews
Montalcino
22/07 – 24/07
182 €/nighttotal: 364 € (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.
Montalcino
01/08 – 08/08
11508 €/nighttotal: 80556 € (7 )
Villa In Montalcino With 11 Bedrooms Sleeps 22
11 2
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
3234 €/nighttotal: 19404 € (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.
9.8 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.
9.3 417 reviews
Montalcino
10/07 – 12/07
248 €/nighttotal: 496 € (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).
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.
8.6 261 reviews
Montalcino
10/07 – 12/07
135 €/nighttotal: 270 € (2 )
Croce Di Mezzo
1 2
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 pool
Among the 25 accommodations in Montalcino, here are the 4 best villas and holiday homes with a pool
8.8 474 reviews
Montalcino
22/07 – 24/07
137 €/nighttotal: 274 € (2 )
Agriturismo L'arte Dei Semplici
1 2
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.
8.9 48 reviews
Montalcino
01/08 – 08/08
185 €/nighttotal: 1295 € (7 )
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.
Montalcino
14/08 – 16/08
5933 €/nighttotal: 11866 € (2 )
Villa Chigi - Seven Bedroom Villa, Sleeps 14
7 3
house , Buonconvento
This spacious villa in Buonconvento offers a prime location, situated within walking distance of the Sacred Art Museum of Val d'Arbia and the Museum of Sharecropping, with Buonconvento train station just 500 metres away. This 1280 square metre residence comfortably accommodates up to 14 guests across 7 bedrooms and 8 bathrooms, featuring air conditioning, internet, a swimming pool, and on-site parking for a convenient stay.
Montalcino
14/08 – 16/08
6150 €/nighttotal: 12300 € (2 )
Villa Brunello - Twelve Bedroom Villa, Sleeps 24
12 3
house , Montalcino
This expansive villa in Montalcino offers a prime Tuscan location, situated 2.1 kilometres from Montalcino Fortress and 5.9 kilometres from Amiata Mountain Park, with convenient access to renowned wineries and gardens such as Leonini Gardens. This property boasts 550 square meters of floor area, accommodating up to 24 guests with 12 bedrooms and 1 bathroom, and features private parking, air conditioning, a swimming pool, and complimentary Wi-Fi for a comfortable stay.
Best Montalcino villas and holiday homes with a kitchen
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.
9.1 28 reviews
Montalcino
14/08 – 18/08
146 €/nighttotal: 584 € (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.
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.
9.4 82 reviews
Montalcino
10/07 – 12/07
185 €/nighttotal: 370 € (2 )
Casa Costa Delle Caserme
1 2
apartment , Montalcino
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.
Frequently asked questions about villa rentals in Montalcino
What are the must-see attractions in and around Montalcino?
Well, you absolutely must visit the Fortezza di Montalcino, a 14th-century fortress with stunning views of the surrounding countryside. The historic centre is also a must-see, with its charming cobbled streets and medieval architecture. And of course, no trip to Montalcino would be complete without a visit to the Museo del Vino, where you can learn about the history of Brunello di Montalcino wine.
What types of wildlife can travelers expect to see in the area of Montalcino?
The area around Montalcino is home to a variety of wildlife, including wild boar, deer, and foxes. You might also see some birds of prey, like buzzards and hawks, soaring overhead. If you're lucky, you might even spot a rare golden eagle in the nearby Val d'Orcia.
What are the best villa rentals with a pool in Montalcino?
The best time to visit Montalcino is during the spring or autumn, when the weather is mild and the crowds are smaller. The summer can be very hot, while the winter months can be cold and wet. If you're a wine enthusiast, you might want to visit during the harvest season in September and October.
What are the best villa rentals with a jacuzzi in Montalcino?
When is it easiest to book a villa rental in Montalcino?
The easiest time to book a villa rental in Montalcino is during the shoulder seasons, from April to May or September to October. You'll find better deals and less competition for the most popular properties.
What are the best villa rentals for families and kids in Montalcino?
There are some fantastic hiking trails near Montalcino, including the Sentiero del Brunello, which winds through the vineyards and offers stunning views of the Val d'Orcia. The Sentiero della Madonna di Vitaleta is another popular option, taking you past the iconic church of Madonna di Vitaleta.
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 gives you more space and privacy than a hotel, and you can enjoy the freedom to cook your own meals and relax in your own private garden. You'll also be able to experience the local culture more authentically, as you'll be living like a local.
What are the best villa rentals with parking in Montalcino?
Yes, there are many popular destinations near Montalcino, including Siena, Florence, and Rome. You can easily reach these cities by car, train, or bus. If you're looking for something closer, you could visit the charming hilltop towns of Pienza, Montepulciano, or San Quirico d'Orcia, all within a short drive of Montalcino.
Destinations nearby
Best Montalcino villas and holiday homes with a fireplace
10 2 reviews
Montalcino
11/09 – 17/09
1139 €/nighttotal: 6834 € (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.
9.3 190 reviews
Montalcino
14/08 – 16/08
1418 €/nighttotal: 2836 € (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.
10 14 reviews
Montalcino
14/08 – 16/08
1189 €/nighttotal: 2378 € (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.
Montalcino
11/09 – 17/09
1079 €/nighttotal: 6474 € (6 )
150 M² Villa ∙ 3 Bedrooms ∙ 6 Guests
3 4
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
9.5 251 reviews
Montalcino
22/07 – 24/07
309 €/nighttotal: 618 € (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.