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Montalcino vacation rentals
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Best Vacation rentals and Airbnb offers in Montalcino

Best Montalcino vacation rentals with a balcony

Antica Grancia Di Quercecchio - Montalcino
9.2 210 reviews

Antica Grancia Di Quercecchio

apartment, Montalcino
Antica Grancia Di Quercecchio is located in Montalcino, a short drive from Siena and Saturnia, offering a peaceful escape in the Tuscan countryside. This apartment has received excellent ratings for location, cleanliness, and user experience.
The apartment includes a dining area, a seating area with a TV, and a kitchenette with a refrigerator and stovetop. Guests can also enjoy the seasonal outdoor pool, table tennis, bike rentals, free Wi-Fi, air conditioning, and private parking.
Chez Anna - Montalcino
8.7 9 reviews

Chez Anna

apartment, San Quirico d'Orcia
Chez Anna, a 2-bedroom residence in Bagno Vignoni, is located 1 mile from the thermal village and a short drive to Bagni San Filippo and Mount Amiata, with Siena's attractions like Piazza del Campo 31 miles away.
This family-friendly apartment offers 1290 square feet of living space, accommodating up to 11 guests with a fully equipped kitchen, a private terrace, and parking, situated 60 miles from Perugia Airport.
Farmhouse With Pool, Views - Montalcino
9.4 516 reviews

Farmhouse With Pool, Views

house, Castiglione d'Orcia
Podere Il Tigliolo is a charming countryside retreat located 5.6 miles from Castiglione d'Orcia, offering a peaceful escape from the bustling town. The property has received excellent ratings for cleanliness and user experience, as well as a very good rating for location.
Each apartment features a well-equipped kitchenette, allowing guests to prepare their own meals. Enjoy the outdoor pool, garden with BBQ facilities, and convenient amenities like free Wi-Fi and parking.
Agriturismo Bindozzino - Montalcino
8.9 20 reviews

Agriturismo Bindozzino

farm, Castiglione d'Orcia
Agriturismo Bindozzino, located in Castiglione d'Orcia, offers a secluded retreat with picturesque mountain views and proximity to natural hot springs. It boasts excellent user and location ratings.
The farm features fully equipped kitchenettes, cozy fireplaces, and private bathrooms in each unit. Guests can enjoy an outdoor fireplace, free Wi-Fi, and private parking. Nearby activities include cycling, fishing, and hiking, making it an ideal destination for nature enthusiasts and families seeking a relaxing getaway.

Our Favorite Family-Friendly Vacation Rentals in Montalcino

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

Azienda Agraria La Casella - Montalcino
9.0 241 reviews

Azienda Agraria La Casella

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.
La Casa Del Susino - Montalcino
9.4 112 reviews

La Casa Del Susino

house, Castiglione d'Orcia
La Casa del susino is located in Castiglione d'Orcia, a short distance from the popular thermal baths of Bagno Vignoni and Bagni San Filippo, making it a perfect base for exploring the beautiful Tuscan countryside. This family-friendly home has received excellent ratings for cleanliness, location, and overall experience.
This two-bedroom home comfortably accommodates six guests, with a floor area of 810 square feet. Enjoy outdoor dining and relaxation in the private garden, take advantage of the free parking, and explore the surrounding area with the convenient bicycle rental service.
La Canonica - Montalcino
9.3 79 reviews

La Canonica

farm, Montalcino
La Canonica is a Tuscan farmhouse located in the countryside, just a 40-minute drive from Montepulciano and 19 miles from Siena. The property has received very good user ratings, with excellent marks for location and cleanliness.
The farmhouse features spacious apartments with comfortable seating areas and fully equipped kitchenettes. Guests can enjoy the on-site pool, terrace, and garden, as well as the farm's wine, olive oil, and truffle production.
La Terrazza Sull'alba - Montalcino
No reviews

La Terrazza Sull'alba

apartment, Montalcino
Accommodation. This accommodation is located in Montalcino.
Facilities and services: a kitchen, a washing machine and air conditioning. Take advantage of the Free Parking with this accommodation.

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.

Popular destinations

Best Montalcino vacation rentals with a fireplace

Entire Property  10 Guests - Montalcino
10 3 reviews

Entire Property 10 Guests

house, Castel del Piano
This restored 18th-century Tuscan farmhouse rental in Castel del Piano sits amidst the Val d'Orcia hills, near the Maremma region and Mount Amiata, offering easy access to Tuscan attractions.
This three-bedroom, three-bathroom house sleeps seven guests and features a fully equipped kitchen, a swimming pool, a garden, parking, and on-site activities including volleyball, badminton, and ping pong.
Montalcino Townhouse With Private Garden & Spa - Montalcino
10 151 reviews

Montalcino Townhouse With Private Garden & Spa

apartment, Montalcino
This one-bedroom house is located in the upper part of Montalcino, just a short walk from the main square and the cathedral. The house features a fully equipped kitchen, a wine cellar, a jacuzzi, a sauna, a steam bath, a large garden with a gazebo, and panoramic views of the surrounding countryside.
Molino Della Tuoma - Montalcino
8.6 10 reviews

Molino Della Tuoma

apartment, San Quirico d'Orcia
Molino della Tuoma, in San Quirico d'Orcia, Italy, offers a family-friendly apartment rental 26 miles from Mount Amiata and 27 miles from Siena's Piazza del Campo, providing convenient access to Tuscan attractions.
This 5-guest unit features a fully equipped kitchenette, private bathroom, washing machine, Jacuzzi, terrace, garden, spa access, free Wi-Fi, and free parking, plus packed lunches for excursions.
Nouveau Loft Panoramique Avec Jardin à Montalcino - Montalcino
9.5 26 reviews

Nouveau Loft Panoramique Avec Jardin à Montalcino

apartment, Montalcino
This Montalcino apartment rental near Porta Gattoli offers easy walking access to the town center while enjoying a peaceful setting amidst olive groves.
The one-bedroom, one-bathroom unit sleeps four guests and features a rustic-chic interior with a fireplace, kitchenette, private garden with gazebo and barbecue, and on-site parking with a complimentary shuttle for larger vehicles; a washing machine is also available.

Best Montalcino vacation rentals with a sauna

Wprelais Borgo Vignalunga - Montalcino
10 38 reviews

Wprelais Borgo Vignalunga

house, Castiglione d'Orcia
This family-friendly vacation home is located near Castiglione d'Orcia, within a 5km radius of the Fortress of Tentennano, Piazza delle Sorgenti, and Valdorcia Terre Senesi, offering a peaceful escape in the Tuscan countryside. Guests have consistently rated this property as excellent, highlighting its comfortable accommodations and the many amenities available. This spacious retreat offers 7 bedrooms and 6 bathrooms, comfortably accommodating up to 8 guests in its 4,280 square feet of living space. The property features a private pool, sauna, spa, and a fully equipped kitchen for a relaxing and enjoyable stay.
Agriturismo Borgo D'asso - Montalcino
9.8 8 reviews

Agriturismo Borgo D'asso

apartment, Montalcino
This Montalcino apartment rental, located in San Giovanni d'Asso, is 18 miles from Montepulciano Terme and 29 miles from Siena's Piazza del Campo, offering easy access to major Tuscan attractions.
The unit features a fully equipped kitchenette, a private terrace, access to a swimming pool, Jacuzzi, sauna, and spa, plus free Wi-Fi and parking; on-site amenities include a bar and tennis court.
Agriturismo Il Noce - Montalcino
8.0 2 reviews

Agriturismo Il Noce

apartment, Castiglione d'Orcia
This Castiglione d'Orcia apartment is located 20 miles from Mount Amiata, 2.3 miles from Bagno Vignoni, and 12 miles from Bagni San Filippo.
This pet-friendly rental offers complimentary WiFi, private parking, air conditioning, a full kitchen, garden access, and an on-site sauna, with opportunities for cycling nearby.
Castel Brunello - Montalcino
9.8 530 reviews

Castel Brunello

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.

Search 5-Star Vacation Rentals in Montalcino

Enjoy 5-star comfort and mountain views at these luxury vacation rentals in Montalcino, curated for total relaxation.

Dimora Del Tempo Sospeso - Montalcino
No reviews

Dimora Del Tempo Sospeso

apartment, Montalcino

Find the Best Dog-Friendly Vacation Rentals in Montalcino

These dog-friendly vacation rentals and Airbnbs in Montalcino offer vast space and easy access to local hiking trails.

Agritourism In Val D'orcia - Montalcino
No reviews

Agritourism In Val D'orcia

apartment, Montalcino
Historic Center Apartment With Private Garage - Montalcino
9.7 51 reviews

Historic Center Apartment With Private Garage

apartment, Montalcino
Appartamento Fioraliso - Montalcino
9.8 10 reviews

Appartamento Fioraliso

apartment, Montalcino
Casa Per L'osticcio Vista Sulla Val D'orcia - Montalcino
8.6 125 reviews

Casa Per L'osticcio Vista Sulla Val D'orcia

apartment, Montalcino

Traveler-Approved Vacation Rentals with a Pool in Montalcino

A vacation rental with a pool in Montalcino provides a refreshing dip to cool off after a day of hiking.

Le Ragnaie - Montalcino
9.1 966 reviews

Le Ragnaie

farm, Montalcino
Castel Brunello - 2  Doublebed Rooms + Terrace - Montalcino
10 117 reviews

Castel Brunello - 2 Doublebed Rooms + Terrace

apartment, Montalcino
Croce Di Mezzo - Montalcino
8.4 213 reviews

Croce Di Mezzo

farm, Montalcino
Appartamento Premier In Val D'orcia - Montalcino
10 2 reviews

Appartamento Premier In Val D'orcia

apartment, Montalcino

Popular Vacation Rentals with Jacuzzi in Montalcino

Relax in a hot tub at these exclusive Montalcino vacation rentals and Airbnbs, designed for total tranquility.

Agriturismo Il Casalino - Montalcino
8.3 27 reviews

Agriturismo Il Casalino

house, Civitella-Paganico
Villa A Vista Fortezza E Val D'orcia Con Jacuzzi - Montalcino
10 2 reviews

Villa A Vista Fortezza E Val D'orcia Con Jacuzzi

house, Montalcino
Tenuta Bosco Di Pietra - Montalcino
No reviews

Tenuta Bosco Di Pietra

gîte, Montalcino
Agriturismo Capannacce - Montalcino
9.7 165 reviews

Agriturismo Capannacce

apartment, Castiglione d'Orcia
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