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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.

Tenuta Bosco Di Pietra - Montalcino
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.
Civico 24 - Montalcino
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.
Azienda Agricola A Bonacchi - Montalcino
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.
Tenuta Canina - Montalcino
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.

Best Montalcino vacation rentals with a balcony

Palazzo Tamanti - 4br 6 Bath Estate Home In Montalcino Center - Montalcino
10 14 reviews
Montalcino
08/14 – 08/18
$1310/nightTotal: $5240 (4 )

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.
Casa Vacanze La Pineta - Montalcino
9.5 390 reviews
Montalcino
08/12 – 08/13
$109/nightfor 1 night

Casa Vacanze La Pineta

1 2
apartment , Montalcino
Casa Vacanze la Pineta is located in Montalcino, a short drive from Siena's Piazza del Campo and Mount Amiata, offering stunning views of the Tuscan countryside. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
This 1-bedroom rental with a bathroom spans 590 square feet. Enjoy a fully equipped kitchen, a private terrace and garden, air conditioning, free Wi-Fi, parking, and bicycle rental services.
Wp Relais Mazzini - Montalcino
9.8 6 reviews
Montalcino
09/11 – 09/17
$340/nightTotal: $2040 (6 )

Wp Relais Mazzini

3 4
apartment , Montalcino
Wp Relais Mazzini is an apartment located in Montalcino, offering inner courtyard and city views, situated 25 miles from Piazza del Campo and 26 miles from Mount Amiata.
This 1080 sq ft residence accommodates up to 11 guests with 3 bedrooms and 3 bathrooms, featuring a full kitchen with a dishwasher, air conditioning, free WiFi, a terrace, and a garden.
Agriturismo Villa Paradisino Musico - Montalcino
8.8 45 reviews
Montalcino
07/22 – 07/24
$225/nightTotal: $450 (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.

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

La Casa Di Annetta - Montalcino
10 4 reviews
Montalcino
07/10 – 07/12
$181/nightTotal: $362 (2 )

La Casa Di Annetta

1 2
apartment , Montalcino
This Montalcino apartment rental boasts a prime location overlooking Piazza Garibaldi and Via Matteotti, offering direct access to Montalcino's main shopping street and easy walking distance to the Fortezza and Duomo.
The one-bedroom, one-bathroom unit features an open-plan kitchen and living area on the ground floor, a separate upstairs bedroom for privacy, air conditioning, and Wi-Fi, comfortably accommodating two guests.

Best Montalcino vacation rentals with a fireplace

La Casa Di Bruna - Montalcino
9.8 116 reviews
Montalcino
08/14 – 08/18
$279/nightTotal: $1116 (4 )

La Casa Di Bruna

1 2
apartment , Montalcino
La Casa di Bruna, a two-bedroom, two-bathroom apartment rental in Montalcino's historic center, offers easy access to the Montalcino Fortress and other attractions within walking distance.
This 4-guest dwelling features a fully equipped kitchen with a refrigerator, freezer, microwave, and dishwasher; air conditioning; and a private garden and parking; plus a stunning terrace overlooking the Fortress.
Aurora's Home - Montalcino
9.7 95 reviews
Montalcino
08/14 – 08/18
$235/nightTotal: $940 (4 )

Aurora's Home

1 2
apartment , Montalcino
This one-bedroom apartment is located on the first floor of a medieval tower in the Piazza del Popolo, Montalcino's main town square, offering breathtaking views of the Val d'Orcia.
The apartment is equipped with a fully equipped kitchen, a dishwasher, and a separate sleeping area, perfect for a couple seeking a comfortable and convenient stay in the heart of Montalcino.
Holiday Home With Air Conditioning, Pool And Private Garden - Montalcino
Montalcino
09/11 – 09/17
$843/nightTotal: $5058 (6 )

Holiday Home With Air Conditioning, Pool And Private Garden

7 4
apartment , Montalcino
This 1940 sq ft Tuscan villa, situated on a vineyard estate near Castell dell'Elba, offers a secluded countryside experience with scenic views, located 6.2 miles from the nearest shops and restaurants and 6.2 miles from the town center.
Accommodating up to 17 guests in 8 rooms spread across two buildings, this vacation rental features two kitchenettes with dishwashers and microwaves, a private garden, a barbecue, and a seasonal outdoor pool, with Pienza 17.4 miles away and Siena 37.3 miles away.
Agriturismo L'arte Dei Semplici - Montalcino
8.8 474 reviews
Montalcino
09/11 – 09/17
$421/nightTotal: $2526 (6 )

Agriturismo L'arte Dei Semplici

4 4
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.
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