This Montalcino vacation home, located in Colle al Matrichese, is 25 miles from Piazza del Campo in Siena and 26 miles from Mount Amiata, offering easy access to Tuscany's renowned wine region. The property features a fully equipped kitchen, private parking, Wi-Fi, a terrace, garden, on-site massage services, and bicycle rentals for exploring the picturesque Tuscan countryside.
Montalcino
09/11 – 09/17
$709/nightTotal: $4254 (6 )
Agritourism Pertimals
3 4
farm , Montalcino
This three-bedroom farmhouse near Montalcino, Italy, is a five-minute drive from the Montalcino Fortress and six minutes from the Capanna di Cencioni, offering easy access to Pienza (18 miles) and Val di Chiana (27 miles). The rural retreat boasts two bathrooms, sleeps six, and includes Wi-Fi, air conditioning, and linens; nearby attractions include the Civic and Diocesan Museum of Sacred Art and the Museum of Brunello.
9.2 6 reviews
Montalcino
09/11 – 09/17
$289/nightTotal: $1734 (6 )
Azienda Agricola A Bonacchi
2 4
farm , Montalcino
Agriturismo Bonacchi is located in the Montalcino area of Tuscany, a short drive from Siena, Montepulciano, and Chianciano Terme, offering easy access to vineyards, wineries, and stunning landscapes. This farm stay has received very good user ratings, excellent location ratings, and very good cleanliness ratings. The apartments feature wood-beamed ceilings and terracotta tiles, creating a charming and authentic Tuscan ambiance. Guests can enjoy the farm's wine production, relax on their private terrace, and take advantage of modern amenities like flat-screen TVs, air conditioning, and kitchenettes.
9.5 55 reviews
Montalcino
07/22 – 07/24
$189/nightTotal: $378 (2 )
Villa Stella
2 2
house , Montalcino
VILLA STELLA is located in Montalcino, a short drive from both Mount Amiata and Piazza del Campo in Siena, offering easy access to the region’s scenic beauty and cultural attractions. This property consistently receives excellent ratings for its location, cleanliness, and overall user experience. This two-bedroom villa provides 1080 square feet of comfortable living space, accommodating up to four guests. VILLA STELLA offers a fully equipped kitchenette, a relaxing living room with a flat-screen TV, free Wi-Fi, and a peaceful garden with scenic views, perfect for enjoying a relaxing getaway in the Tuscan countryside.
8.7 19 reviews
Montalcino
07/10 – 07/12
$158/nightTotal: $316 (2 )
Civico 24
1 2
house , Montalcino
Civico 24 is a charming house located in Montalcino, a short distance from the thermal baths of Bagno Vignoni and Bagno San Filippo, and within easy reach of the historic Piazza del Campo in Siena. This vacation rental has received excellent ratings for its location, cleanliness, and overall experience. The house has 1 bedroom and 2 bathrooms, with a total floor area of 750 square feet, comfortably accommodating up to 2 guests. Amenities include air conditioning, a fully equipped kitchen, free Wi-Fi, and a peaceful location perfect for relaxation and exploring the surrounding attractions.
9.3 417 reviews
Montalcino
07/22 – 07/24
$346/nightTotal: $692 (2 )
Wine Estate Rooms Paradiso Di Cacuci
1 2
farm , Montalcino
Wine Estate Rooms Paradiso di Cacuci, near Montalcino, Italy, offers convenient access to Piazza del Campo (37 kilometers) and Mount Amiata (43 kilometers). This pet-friendly farmhouse features air-conditioned rooms with private bathrooms, a sun terrace, free Wi-Fi, free parking, an EV charging station, and a daily continental breakfast; bicycle rentals are available for exploring the Tuscan countryside.
9.4 82 reviews
Montalcino
07/10 – 07/12
$214/nightTotal: $428 (2 )
Casa Costa Delle Caserme
1 2
apartment , Montalcino
CASA COSTA DELLE CASERME is a peaceful apartment in Montalcino, just 26 miles from Piazza del Campo and 26 miles from Mount Amiata, offering easy access to both the historic center and the natural beauty of the surrounding countryside. The apartment consistently receives excellent ratings for cleanliness, location, and user experience. The apartment features one bedroom and one bathroom, accommodating up to two guests in its 650 square foot space. Amenities include a fully equipped kitchen, a shared lounge, free Wi-Fi, and bicycle rentals for exploring the Tuscan countryside.
Montalcino
09/11 – 09/17
$3739/nightTotal: $22434 (6 )
Tenuta Bosco Di Pietra
1 4
gîte , Montalcino
Tenuta Bosco di Pietra is a restored Tuscan farmhouse situated in the countryside just outside Montalcino, offering 180-degree views of the Val d'Orcia hills and vineyard vistas. This luxurious villa accommodates up to 10 guests with 5 bedrooms and 5 bathrooms, featuring a gourmet kitchen with high-end appliances, air conditioning, a swimming pool, and a Jacuzzi on an expansive terrace perfect for al fresco dining.
9.6 25 reviews
Montalcino
09/11 – 09/17
$806/nightTotal: $4836 (6 )
Wonderful New Villa In Maremma, Near Montalcino And Castiglione Della Pescaia
3 4
house , Montalcino
This luxurious 2,690-square-foot villa in Val d'Orcia, Italy, is situated near Montegiovi (1.5 miles), Castelnuovo dell'Abate, and Sant'Antimo Abbey (4.3 miles), offering easy access to Montalcino (15.5 miles) and its renowned Brunello di Montalcino vineyards. The three-bedroom, three-bathroom property boasts a private saltwater pool, tennis court, spa, and ample outdoor space, accommodating up to six guests and providing access to Tuscan cooking classes, wine tastings, and truffle hunting excursions.
9.4 54 reviews
Montalcino
08/14 – 08/18
$145/nightTotal: $580 (4 )
Casa Vacanze Elisabetta
2 2
house , Montalcino
CASA VACANZE ELISABETTA is located in Montalcino, just 25 miles from Mount Amiata and 12 miles from the thermal baths of Bagno Vignoni, offering easy access to the town's charming historic center and renowned wineries. Guests have consistently rated the property excellent for its location, cleanliness, and overall experience. This 2-bedroom vacation rental comfortably accommodates 4 guests. The fully equipped kitchen includes a dishwasher, fridge, washing machine, and stovetop, and the property also features a flat-screen TV with cable channels, a peaceful garden, and free private parking.
10 2 reviews
Montalcino
09/11 – 09/17
$1316/nightTotal: $7896 (6 )
Villa A Vista Fortezza E Val D'orcia Con Jacuzzi
3 4
house , Montalcino
This charming house is located in the heart of Montalcino, just a short walk from the town square and the fortress. It has received excellent ratings for location, cleanliness, and overall experience. The house has three bedrooms and three bathrooms, comfortably accommodating up to six guests. It offers a fully equipped kitchen, a private jacuzzi, a barbecue, and a beautiful terrace with stunning views of the Val d'Orcia.
8.9 615 reviews
Montalcino
08/14 – 08/18
$179/nightTotal: $716 (4 )
Azienda Agraria La Casella
1 2
farm , Montalcino
Azienda Agraria La Casella is located just a 5-minute walk from the center of Montalcino, a charming town in Tuscany, and is about 25 miles from Siena. Guests consistently rate the location, cleanliness, and overall experience as excellent. The farm offers a variety of accommodation options, including apartments designed in a traditional Tuscan style. Guests can enjoy amenities such as a garden, BBQ facilities, and a restaurant serving authentic Tuscan dishes, as well as explore the surrounding area for hiking and wine tasting.
Guest-Favorite Holiday Houses with Swimming Pool in Montalcino
Having a pool at your Montalcino vacation home lets you enjoy a refreshing dip after the mountains without any extra planning.
9.5 251 reviews
Montalcino
07/22 – 07/24
$358/nightTotal: $716 (2 )
Borgo Canalicchio Di Sopra Relais
1 2
farm , Montalcino
Borgo Canalicchio is a charming farm stay just one mile from the historic town of Montalcino, nestled in the peaceful Val d'Orcia Valley. The property has consistently earned excellent ratings for its location, cleanliness, and overall experience. The farm offers comfortable apartments with full kitchens and air conditioning. Guests can enjoy two outdoor pools, a spa, a Jacuzzi, and a terrace, as well as the opportunity to taste the farm's own Brunello wine.
9.4 185 reviews
Montalcino
09/11 – 09/17
$391/nightTotal: $2346 (6 )
Borgo Villa A Tolli
3 4
farm , Montalcino
Borgo Villa a Tolli, a farm stay in Castelnuovo dell'Abate near Montalcino, offers a peaceful countryside escape, approximately 9 miles from Bagno Vignoni, 16 miles from Bagni San Filippo, 18 miles from Siena's Piazza del Campo, and 19 miles from Mount Amiata. This 380-square-foot (approximately 35-square-meter) one-bedroom, one-bathroom rental sleeps three guests and features a swimming pool, terrace, garden, and free parking; a complimentary Italian breakfast is included.
Montalcino
09/11 – 09/17
$13314/nightTotal: $79884 (6 )
Villa In Montalcino With 11 Bedrooms Sleeps 22
11 4
house , Montalcino
This Montalcino villa, a 15-minute walk from the Fortress of Montalcino and Civic and Diocesan Museum of Sacred Art of Montalcino, and within 3 miles of Tenuta Greppo and Capanna di Cencioni, offers convenient access to major attractions. This eleven-bedroom, thirteen-bathroom home boasts a private pool, garden, terrace, parking, and sleeps up to 22 guests, featuring a fully equipped kitchen with modern appliances and free Wi-Fi.
8.8 474 reviews
Montalcino
07/22 – 07/24
$158/nightTotal: $316 (2 )
Agriturismo L'arte Dei Semplici
1 2
farm , Montalcino
Agriturismo l'arte dei semplici is located in Montalcino, Tuscany, about 23 miles from Mount Amiata, 28 miles from Piazza del Campo in Siena, and 13 miles from Bagno Vignoni, making it an ideal base for exploring the region. The Tuscan farmhouse offers a swimming pool, garden, restaurant, and comfortable accommodations with air conditioning, free private parking, and free Wi-Fi, perfect for families and those seeking a relaxing escape.
Best Montalcino houses with a kitchen
9.5 40 reviews
Montalcino
08/12 – 08/13
$321/nightfor 1 night
Maison Pour L'osticcio (Vue Panoramique)
1 2
house , Montalcino
This Montalcino apartment rental is located 328 feet from Montalcino's fortress, offering unparalleled views of Val d'Orcia and the Sienese hills. The two-bedroom, one-bathroom unit sleeps five, features a modern kitchen with a fridge and freezer, free Wi-Fi, free parking, and a private balcony; included breakfast items vary depending on the length of stay.
10 14 reviews
Montalcino
07/22 – 07/24
$1378/nightTotal: $2756 (2 )
Palazzo Tamanti - 4br 6 Bath Estate Home In Montalcino Center
4 2
house , Montalcino
Palazzo Tamanti, a recently renovated villa in Montalcino, Italy, is located 26 miles from Mount Amiata and 27 miles from Piazza del Campo in Siena. This 4,310-square-foot luxury rental boasts four bedrooms, six bathrooms, and accommodates up to twelve guests, featuring amenities such as a fully equipped kitchen, private parking, Wi-Fi, and a terrace with stunning city views.
9.5 1216 reviews
Montalcino
07/22 – 07/24
$197/nightTotal: $394 (2 )
Charming House In Montalcino With City View
1 2
house , Montalcino
This charming house is located in Montalcino, just 12 miles from the thermal baths of Bagno Vignoni and 26 miles from Mount Amiata, offering stunning city views and a peaceful setting. It has received excellent ratings for its location, cleanliness, and overall experience. The vacation rental has four bedrooms, providing ample space for families or groups of friends. It includes a fully equipped kitchen, air conditioning, free Wi-Fi, satellite TV, and parking, making it a comfortable and convenient choice for travelers.
9.8 94 reviews
Montalcino
07/22 – 07/24
$387/nightTotal: $774 (2 )
Tenuta Canina
3 2
house , Montalcino
Tenuta Canina is a peaceful retreat located 24 miles from Piazza del Campo in Montalcino and 11 miles from Bagno Vignoni, offering a tranquil escape in the Tuscan countryside. The property has received excellent ratings for location, cleanliness, and user experience. This 3-bedroom vacation home can comfortably accommodate up to 8 guests. Enjoy features like a private pool, open-air bath, fully equipped kitchen, shared kitchen, fireplace, free Wi-Fi, private parking, and a mini-market on-site.
Frequently Asked Questions about villa rentals in Montalcino
What are the must-see attractions in and around Montalcino?
Montalcino is known for its beautiful medieval walls and the Fortezza, a 14th-century fortress that offers panoramic views of the surrounding countryside. You should also visit the historic center with its charming cobblestone streets and the Duomo, a beautiful cathedral. Just outside of Montalcino, you'll find the Abbey of Sant'Antimo, a 12th-century abbey that's a must-see for architecture and history buffs.
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 boars, deer, and foxes. You might also see some birds of prey, such as hawks and falcons, soaring overhead. If you're lucky, you might even spot a rare golden eagle in the hills.
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 and September to October. The weather is still pleasant, but the crowds are smaller and the prices are lower. Of course, if you're a wine lover, you'll want to visit during 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 off-season, from November to March. You'll have a wider selection of properties to choose from and you'll likely get a better rate. Just be aware that some businesses might be closed during this time.
What are the best villa rentals for families and kids in Montalcino?
There are many beautiful hiking trails in the area around Montalcino. One popular trail is the Sentiero del Brunello, which follows the route of the Brunello di Montalcino wine trail. Another great option is the Sentiero del Parco Naturale della Val d'Orcia, which takes you through the stunning Val d'Orcia landscape.
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 gives you the privacy and space you need to relax and enjoy your vacation. It also gives you the opportunity to cook your own meals and experience the local culture at your own pace. You'll have the flexibility to come and go as you please, and you'll often have access to amenities that you wouldn't find in a hotel, such as a private pool or garden.
What are the best villa rentals with parking in Montalcino?
Yes, there are many popular destinations near Montalcino. A short drive away is Siena, a beautiful medieval city known for its stunning Piazza del Campo. You can also visit the charming hilltop town of Pienza, known for its Renaissance architecture and delicious Pecorino cheese. Or, if you're interested in wine, you can visit the nearby wineries of Montepulciano and Chianti.
Destinations nearby
Best Montalcino houses with a fireplace
Montalcino
08/14 – 08/18
$1248/nightTotal: $4992 (4 )
150 M² Villa ∙ 3 Bedrooms ∙ 6 Guests
3 2
house , Montalcino
This three-bedroom, three-bathroom villa is located in Montalcino's historic center, steps from shops and the 14th-century fortress, with easy access to Abbazia di Sant'Antimo (6 miles), Bagno Vignoni (11 miles), Pienza (14 miles), Montepulciano (24 miles), and Siena (28 miles). The 1700-square-foot house features a private garden, outdoor Jacuzzi, furnished terrace, private parking, and free Wi-Fi; it comfortably sleeps six guests and includes electric bicycles for exploring the Tuscan countryside, plus access to discounted meals and wine tastings at a nearby owner-run wine bar and private wine tasting lessons in the fortress.
8.8 45 reviews
Montalcino
07/10 – 07/12
$224/nightTotal: $448 (2 )
Agriturismo Villa Paradisino Musico
1 2
farm , Montalcino
Agriturismo Villa Paradisino MUSICO, near Montalcino, Tuscany, offers a convenient location, 13 miles from Bagno Vignoni and 26 miles from Mount Amiata. This 170-square-foot (approximately 16-square-meter) rural lodging boasts one bedroom, four bathrooms, and accommodates eight guests, featuring a pool, bar, and free Wi-Fi.
Best Montalcino villas and beach houses with jacuzzi
Montalcino
09/11 – 09/17
$3739/nightTotal: $22434 (6 )
Tenuta Bosco Di Pietra
1 4
gîte , Montalcino
Tenuta Bosco di Pietra is a restored Tuscan farmhouse situated in the countryside just outside Montalcino, offering 180-degree views of the Val d'Orcia hills and vineyard vistas. This luxurious villa accommodates up to 10 guests with 5 bedrooms and 5 bathrooms, featuring a gourmet kitchen with high-end appliances, air conditioning, a swimming pool, and a Jacuzzi on an expansive terrace perfect for al fresco dining.
10 2 reviews
Montalcino
09/11 – 09/17
$1316/nightTotal: $7896 (6 )
Villa A Vista Fortezza E Val D'orcia Con Jacuzzi
3 4
house , Montalcino
This charming house is located in the heart of Montalcino, just a short walk from the town square and the fortress. It has received excellent ratings for location, cleanliness, and overall experience. The house has three bedrooms and three bathrooms, comfortably accommodating up to six guests. It offers a fully equipped kitchen, a private jacuzzi, a barbecue, and a beautiful terrace with stunning views of the Val d'Orcia.
9.5 251 reviews
Montalcino
07/22 – 07/24
$358/nightTotal: $716 (2 )
Borgo Canalicchio Di Sopra Relais
1 2
farm , Montalcino
Borgo Canalicchio is a charming farm stay just one mile from the historic town of Montalcino, nestled in the peaceful Val d'Orcia Valley. The property has consistently earned excellent ratings for its location, cleanliness, and overall experience. The farm offers comfortable apartments with full kitchens and air conditioning. Guests can enjoy two outdoor pools, a spa, a Jacuzzi, and a terrace, as well as the opportunity to taste the farm's own Brunello wine.