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).
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.
9.4 82 reviews
Montalcino
10/07 – 12/07
NZ$368/nighttotal: NZ$736 (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.
9.5 55 reviews
Montalcino
22/07 – 24/07
NZ$324/nighttotal: NZ$648 (2 )
Villa Stella
2 2
house , Montalcino
VILLA STELLA is located in Montalcino, a short drive from both Mount Amiata (40km) and Piazza del Campo in Siena (42km), providing easy access to both the scenic Tuscan countryside and the historical city centre. The property has received excellent ratings for its location, cleanliness and overall user experience. The holiday home comprises two bedrooms, a living room, and a bathroom, offering 100 square metres of space for up to four guests. VILLA STELLA provides modern amenities like free WiFi and a flat-screen TV, a fully equipped kitchenette, and a peaceful garden with views of the Tuscan landscape.
9.8 26 reviews
Montalcino
11/09 – 17/09
NZ$1386/nighttotal: NZ$8316 (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.
9.3 190 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.
10 2 reviews
Montalcino
11/09 – 17/09
NZ$2264/nighttotal: NZ$13584 (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.
9.2 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.
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.
9.1 203 reviews
Montalcino
14/08 – 16/08
NZ$489/nighttotal: NZ$978 (2 )
Agriturismo Pian Di Meta Vecchia
2 3
farm , Castiglione d'Orcia
Agriturismo Pian Di Meta Vecchia is a farm stay located in the Val d'Orcia, just 40km from Montalcino, 30km from Pienza and 45km from Montepulciano. This rural setting offers stunning views of the rolling hills and vineyards, and the farm boasts excellent cleanliness, location and user ratings. The property features a restaurant serving local cuisine and offers rustic charm with exposed-beam ceilings and parquet floors. Enjoy the on-site garden, terrace, and jacuzzi, and take advantage of free Wi-Fi, parking, and a daily buffet breakfast.
8.7 19 reviews
Montalcino
10/07 – 12/07
NZ$272/nighttotal: NZ$544 (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.
9.7 683 reviews
Montalcino
14/08 – 16/08
NZ$566/nighttotal: NZ$1132 (2 )
La Casa Di Alice
2 3
house , Montalcino
La Casa di Alice is located in Castelnuovo dell’Abate, just 9 kilometres from Montalcino, in the beautiful Valdorcia Natural Park. The property has received excellent ratings for its cleanliness, location and overall experience. The house has two bedrooms with ensuite bathrooms and a fully equipped kitchen. Guests can enjoy the charming garden, terrace, tennis court and a cosy fireplace in the living area.
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
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.
8.9 48 reviews
Montalcino
22/07 – 24/07
NZ$387/nighttotal: NZ$774 (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.
Montalcino
14/08 – 16/08
NZ$12229/nighttotal: NZ$24458 (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.
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 villas and holiday homes with a kitchen
9.4 54 reviews
Montalcino
14/08 – 16/08
NZ$339/nighttotal: NZ$678 (2 )
Casa Vacanze Elisabetta
2 3
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.
9.6 146 reviews
Montalcino
14/08 – 16/08
NZ$290/nighttotal: NZ$580 (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.
8.9 615 reviews
Montalcino
27/06 – 28/06
NZ$394/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.
9.1 20 reviews
Montalcino
14/08 – 16/08
NZ$621/nighttotal: NZ$1242 (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.
Frequently asked questions about villa rentals in Montalcino
What are the must-see attractions in and around Montalcino?
You absolutely must visit the Fortezza di Montalcino, a 14th-century fortress offering stunning views of the surrounding countryside. Don't miss the Museo del Vino, showcasing the history of Brunello di Montalcino wine. And for a day trip, head to the nearby Abbey of Sant'Antimo, a stunning example of Romanesque architecture.
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. You might spot wild boar, deer, and foxes in the forests. Keep an eye out for birds of prey like buzzards and kestrels soaring overhead. If you're lucky, you might even see a rare golden eagle.
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'll enjoy a more relaxed atmosphere. If you're a wine enthusiast, you can also 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 is during the off-season, from November to March. You'll have more options and often find better prices. However, if you're planning a trip during the peak season, it's best to book well in advance, especially if you have specific preferences.
What are the best villa rentals for families and kids in Montalcino?
One of the most popular trails is the Sentiero del Brunello, a 10km circular 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 Lupo, a 15km trail that leads you to the top of Mount Amiata, the highest peak in the region.
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 the privacy and flexibility of a home away from home. You can enjoy your own space, cook your own meals, and explore the area at your own pace. 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 plenty of popular destinations within easy reach of Montalcino. Just a short drive away, you can visit Siena, a beautiful medieval city with a stunning Piazza del Campo. Or head south to Pienza, a charming town known for its Renaissance architecture and delicious Pecorino cheese.
Destinations nearby
Best Montalcino villas and holiday homes with a fireplace
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.
Montalcino
11/09 – 17/09
NZ$2146/nighttotal: NZ$12876 (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.
Montalcino
01/08 – 08/08
NZ$378/nighttotal: NZ$2646 (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.
8.8 474 reviews
Montalcino
11/09 – 17/09
NZ$725/nighttotal: NZ$4350 (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.
Best Montalcino villas and holiday homes with jacuzzi
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.
Montalcino
11/09 – 17/09
NZ$6431/nighttotal: NZ$38586 (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.