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Montalcino vacation rentals
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Best Vacation rentals and Airbnb offers in Montalcino

Our Favorite Family-Friendly Vacation Rentals in Montalcino

Plan a family mountain retreat in these spacious Montalcino rentals surrounded by trails and fresh air.

Croce Di Mezzo - Montalcino
8.6 261 reviews
Montalcino
09/11 – 09/17
$348/nighttotal: $2088 (6 )

Croce Di Mezzo

2 4
farm , Montalcino
The Croce di mezzo farm stay is located in the countryside near Montalcino, about 14 miles from Mount Amiata and 17 miles from Piazza del Campo in Siena.
This family-friendly farm offers a seasonal outdoor pool, free Wi-Fi, private parking, barbecue facilities, and well-equipped kitchens in each unit.
Azienda Agricola A Bonacchi - Montalcino
9.2 6 reviews
Montalcino
08/14 – 08/16
$271/nighttotal: $542 (2 )

Azienda Agricola A Bonacchi

1 3
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.
Apartment 'Casa Francesca' With Hills View & Courtyard - Montalcino
10 3 reviews
Montalcino
09/11 – 09/17
$319/nighttotal: $1914 (6 )

Apartment 'Casa Francesca' With Hills View & Courtyard

2 4
apartment , Montalcino
This apartment is located in the mountains of Montalcino, a short walk from the Civic and Diocesan Museum of Sacred Art and the Fortress of Montalcino, offering stunning views and a peaceful atmosphere. It has received excellent user ratings for its comfort and convenience.
The 750-square-foot apartment comfortably accommodates up to 6 guests with 2 bedrooms and a sofa bed. It features free Wi-Fi, a fireplace, a fully equipped kitchen, a terrace or balcony, a garden, parking, and designated smoking areas, as well as games for entertainment.
Casa Francesca - Montalcino
9.4 104 reviews
Montalcino
08/01 – 08/06
$251/nighttotal: $1255 (5 )

Casa Francesca

1 4
apartment , Montalcino
Casa Francesca is located in Montalcino, a charming town in Tuscany, just 26 miles from Mount Amiata and Siena's Piazza del Campo. It has excellent ratings for cleanliness, location, and user experience, making it a popular choice for travelers.
The apartment spans 750 square feet and comfortably accommodates six guests. It features a well-equipped kitchen, a terrace, a garden, and free parking, making it a perfect base for exploring the region's beautiful countryside and charming towns.

Best Montalcino vacation rentals with a balcony

Lady Tosca Home In Montalcino - Montalcino
9.8 9 reviews
Montalcino
08/01 – 08/08
$166/nighttotal: $1162 (7 )

Lady Tosca Home In Montalcino

1 2
apartment , Montalcino
Lady Tosca Home, a one-bedroom apartment in Montalcino, Italy, is conveniently located 12 miles from Bagno Vignoni and 22 miles from Bagni San Filippo, renowned thermal spa towns.
This 750-square-foot (approximately 70 square meter) rental features a fully equipped kitchen, a terrace with garden views, and accommodates up to three guests, providing a comfortable stay with amenities including Wi-Fi and a washing machine.
Wonderful New Villa In Maremma, Near Montalcino And Castiglione Della Pescaia - Montalcino
9.8 26 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.
Tenuta Canina - Montalcino
9.8 94 reviews
Montalcino
07/10 – 07/12
$386/nighttotal: $772 (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.
Colle Al Matrichese - Historic Winery - Montalcino
9.1 107 reviews
Montalcino
07/10 – 07/12
$234/nighttotal: $468 (2 )

Colle Al Matrichese - Historic Winery

1 2
house , Montalcino
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.

Frequently Asked Questions about vacation rentals in Montalcino

  • What are some interesting places to visit in or near Montalcino?

    Montalcino is known for its stunning views and historic sites. You can't miss the Fortezza di Montalcino, a 14th-century fortress offering panoramic views. The historic center is also a must-see, with its charming streets and medieval architecture. For a day trip, visit the nearby town of Pienza, known for its Renaissance architecture and delicious Pecorino cheese.
  • What are the best Airbnb and vacation rentals in Montalcino?

    Charming House In Montalcino With City View, Panoramic Country Suite Montalcino and Montalcino - Casa Gelsomino - Giardino E Relax are the most popular Airbnb and vacation rentals in Montalcino among travelers.

  • Which walking or cycling routes are the best in Montalcino?

    The area around Montalcino is perfect for exploring on foot or by bike. One popular route is the Sentiero del Brunello, a scenic trail that winds through vineyards and olive groves. For a more challenging ride, try the challenging climb up to the top of Monte Amiata, offering breathtaking views of the surrounding countryside.
  • What are the most popular Airbnbs in Montalcino?

  • What sports or outdoor activites can visitors enjoy in and around Montalcino?

    Montalcino is a great place for outdoor enthusiasts. You can go hiking, mountain biking, and horseback riding in the surrounding hills. The area is also known for its excellent wine tasting, so be sure to check out some of the local wineries. For a more relaxing experience, take a dip in the natural hot springs at Bagni San Filippo.
  • What are the best vacation rentals with a pool in Montalcino?

    Panoramic Country Suite Montalcino, Agriturismo Collodi and Tenuta Canina are the best vacation rentals with a pool in Montalcino.

  • 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. For a shorter trip, consider visiting the nearby towns of Pienza, Montepulciano, and San Quirico d'Orcia, all of which are known for their beauty and charm.
  • What are the best rentals for families and kids in Montalcino?

  • What amenities are commonly available in vacation rentals in Montalcino?

    Vacation rentals in Montalcino typically offer a range of amenities, including kitchens, bathrooms, bedrooms, and living areas. Many rentals also have private patios or gardens, as well as access to swimming pools or hot tubs. Some rentals may also offer additional amenities such as laundry facilities, Wi-Fi, and parking.
  • What are the best rentals or Airbnbs with a jacuzzi in Montalcino?

  • What time of year is best to rent a vacation rental Montalcino?

    The best time to visit Montalcino is during the shoulder seasons, from April to May or September to October. The weather is pleasant and the crowds are smaller. You can also enjoy the harvest season in the fall, when the vineyards are bursting with grapes and the air is filled with the aroma of wine.
  • What are the local dishes in Montalcino region?

    Montalcino is known for its delicious cuisine, especially its traditional dishes like pici, a thick hand-rolled pasta, and ribollita, a hearty bread soup. The region is also famous for its Brunello di Montalcino wine, a full-bodied red wine made from Sangiovese grapes. Be sure to try the local pecorino cheese, a sheep's milk cheese that is produced in the area.

Destinations nearby

Best Montalcino vacation rentals with a sauna

Mastrojanni Relais - Small Luxury Hotels Of The World - Montalcino
9.7 613 reviews
Montalcino
08/14 – 08/16
$1589/nighttotal: $3178 (2 )

Mastrojanni Relais - Small Luxury Hotels Of The World

2 3
farm , Montalcino
Mastrojanni Relais is a farm stay located in Castelnuovo dell’Abate, just a short drive from the charming towns of Siena and Saturnia, surrounded by the rolling hills of the Tuscan countryside. It boasts excellent ratings for location, cleanliness, and user experience.
The farm features a range of amenities that cater to both relaxation and exploration, including a swimming pool, a spa, a restaurant, and a fitness center. Guests can also enjoy the convenience of free Wi-Fi and parking, as well as comfortable accommodations with modern amenities.
Castel Brunello - Montalcino
9.7 1066 reviews
Montalcino
08/14 – 08/16
$1041/nighttotal: $2082 (2 )

Castel Brunello

2 3
apartment , Montalcino
Castel Brunello is located in the Tuscan countryside, a short 10-minute drive from Montalcino and 31 miles from Siena, offering easy access to the region's attractions.
This family-friendly apartment features a private terrace, a shared swimming pool and garden, and a fully equipped kitchenette, perfect for a relaxing Tuscan getaway.
La Casetta Di Nise, Charming Private Spa - Montalcino
9.8 181 reviews
Montalcino
08/14 – 08/16
$285/nighttotal: $570 (2 )

La Casetta Di Nise, Charming Private Spa

1 3
apartment , Montalcino
La Casetta di Nise, a one-bedroom apartment rental in Castelnuovo dell’Abate, is located 20 miles from Mount Amiata and within easy driving distance of the thermal springs in Bagno Vignoni and Bagni San Filippo.
This 650-square-foot (approximately 60-square-meter) unit sleeps four and boasts a private spa with a hot tub and sauna, a fully equipped kitchen, free Wi-Fi, air conditioning, and a private terrace, plus on-site amenities like a mini-market and bicycle rentals.

Best Montalcino vacation rentals with a fireplace

Casa Delle Giuggiole - Montalcino
9.9 152 reviews
Montalcino
07/10 – 07/12
$180/nighttotal: $360 (2 )

Casa Delle Giuggiole

1 2
apartment , Montalcino
This Montalcino apartment is located in the historic center, a short walk from the panoramic Vignolo terrace with stunning views of the village and valley.
The apartment, featuring a mix of antique and modern elements, offers a peaceful setting with a well-equipped kitchen, a fireplace, comfortable sofas, and a private bathroom with antique features.
Villa La Fortezza In The Heart Of The Historic Center Of Montalcino With Jacuzzi - Montalcino
10 36 reviews
Montalcino
08/01 – 08/08
$1375/nighttotal: $9625 (7 )

Villa La Fortezza In The Heart Of The Historic Center Of Montalcino With Jacuzzi

3 2
apartment , Montalcino
This vacation home is conveniently located in Montalcino, just a short walk from the town center. It's rated excellent by previous guests and offers a peaceful retreat from the hustle and bustle of the city.
The 3-bedroom, 3-bathroom vacation rental is spacious at 1610 square feet. Guests can enjoy a private swimming pool, jacuzzi, and a well-equipped kitchen with a fridge, freezer, and dishwasher.
La Porticina - Montalcino
9.6 20 reviews
Montalcino
08/14 – 08/16
$248/nighttotal: $496 (2 )

La Porticina

1 3
apartment , Montalcino
This Montalcino apartment, La Porticina, is located near Piazza del Campo, 30 miles away, and Bagno Vignoni, 16 miles away, placing you in a prime Tuscan wine region with easy access to thermal towns and culturally rich cities. This 910 sq ft residence accommodates up to 8 guests, offering air conditioning, a microwave oven, complimentary WiFi, and a fireplace, with cycling opportunities nearby.
Castel Brunello -   3 Schlafzimmer + Terrasse - Montalcino
10 5 reviews
Montalcino
08/14 – 08/16
$1238/nighttotal: $2476 (2 )

Castel Brunello - 3 Schlafzimmer + Terrasse

3 3
apartment , Montalcino
This three-bedroom, three-bathroom rental in Castel Brunello, near Sant'Angelo in Colle in the Brunello di Montalcino wine region, offers stunning vineyard views and is conveniently located for exploring Montalcino (distance to Montalcino needs further specification).
The 3-bedroom apartment features a private terrace, swimming pool, parking, air conditioning, and internet; it comfortably sleeps six guests and includes an open-plan living area with an integrated kitchen.
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