Holiday Rentals in Montalcino

152 available vacation rental offers

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Montalcino holiday rentals
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Best Holiday rentals and Airbnb offers in Montalcino

Best family friendly Montalcino holiday rentals

Among the 152 accommodations in Montalcino, here are the 3 best family friendly rentals

Agriturismo Grossola - Montalcino
9.1 236 reviews

Agriturismo Grossola

farm, Castiglione d'Orcia
Agriturismo Grossola, a certified organic farm, is situated a short 16km drive from Castiglione d'Orcia, near Mount Amiata and an hour's drive from Siena.
This 20-square-metre farmhouse offers one bedroom, one bathroom, a shared kitchen and living area, plus a swimming pool (open May-September), Wi-Fi, and a complimentary Italian breakfast, with wellness events held in July.
Elegante Casa Mafalda Con Vista - Montalcino
9.8 335 reviews

Elegante Casa Mafalda Con Vista

apartment, Montalcino
Elegante Casa Mafalda con vista, a recently renovated apartment in Montalcino, is situated approximately 39 kilometres from Piazza del Campo in Siena and 47 kilometres from Mount Amiata.
This 65 square metre dwelling boasts two bedrooms, one bathroom, a fully equipped kitchen including a dishwasher, and a terrace with scenic views; free Wi-Fi, air conditioning, and parking are also provided.
150 M² Villa ∙ 3 Bedrooms ∙ 6 Guests - Montalcino
No reviews

150 M² Villa ∙ 3 Bedrooms ∙ 6 Guests

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.

Best Montalcino holiday rentals with a balcony

Sibilla Guest House,casa Nel Cuore Della Val D'orcia - Montalcino
9.4 31 reviews

Sibilla Guest House,casa Nel Cuore Della Val D'orcia

apartment, Montalcino
Sibilla guest house, a two-bedroom apartment in Torrenieri, Val d'Orcia, offers easy access to Montalcino, Siena (40km), and the thermal baths of Bagno Vignoni (13.5km).
This 90 square metre property features two bathrooms, a living room, equipped kitchen, balcony, terrace, parking, and accommodates up to 11 guests, including complimentary wine/champagne and sweets on arrival.
Agriturismo Rossello - Montalcino
9.9 42 reviews

Agriturismo Rossello

farm, Castiglione d'Orcia
Agriturismo Rossello is located in the Tuscan countryside, a 15-minute drive from San Quirico d’Orcia and just over 30km from both Pienza and Montalcino. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
The apartment is a self-catering property with 3 bedrooms and a floor area of 110 square metres. Guests can enjoy a fully equipped kitchen, a terrace with garden views, BBQ facilities, and free bike rental to explore the surrounding countryside.
Agriturismo Vergelle - Montalcino
9.2 67 reviews

Agriturismo Vergelle

farm, Montalcino
Agriturismo Vergelle is situated in the Crete Senesi, a 30-minute drive from San Quirico d’Orcia and 19 kilometres from the Abbey of Monte Oliveto Maggiore, offering a peaceful escape in the Tuscan countryside. The property consistently receives very good ratings for its location, cleanliness, and overall experience.
The apartments are decorated in a rustic style with wood-beamed ceilings and terracotta floors, creating a charming and authentic Tuscan ambiance. Guests can enjoy a range of amenities including a swimming pool, a garden with BBQ facilities, and a restaurant serving fresh, locally sourced ingredients.

Frequently asked questions about holiday rentals in Montalcino

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

    Montalcino is a beautiful medieval town, so you'll want to wander around the historic centre, especially the Piazza del Popolo. You can visit the Fortezza, a 14th-century fortress, and the Museo Civico, which has a collection of local art and artefacts. If you're looking for something outside the town, you can visit the Abbey of Sant'Antimo, a Benedictine abbey dating back to the 8th century, just a short drive away.
  • What are the best Airbnb and vacation rentals in Montalcino?

    Charming House In Montalcino With City View, Panoramic Country Suite Montalcino and Podere Belsogno are the most popular Airbnb and vacation rentals in Montalcino among travelers.

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

    The best walking route is the Sentiero del Brunello, a 12km circular trail that takes you through vineyards and olive groves, offering stunning views of the surrounding countryside. For cycling, the Strada del Vino Nobile di Montalcino is a scenic route that winds through the vineyards, passing by wineries and restaurants. You can also take a bike ride along the Val d'Orcia, a beautiful valley with rolling hills and cypress trees.
  • 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 activities. You can go hiking and biking in the surrounding countryside, or play tennis at the local tennis club. There are also several horseback riding stables in the area, and if you're feeling adventurous, you can go paragliding from the top of the hill.
  • 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 and cities in Tuscany. You can easily get to Siena by car or bus in about 45 minutes, and Florence is about a 1.5-hour drive. If you're interested in exploring the countryside, you can also visit Pienza, Montepulciano, and San Quirico d'Orcia, all of which are within an hour's drive.
  • 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 a kitchen, a living room, a bedroom, and a bathroom. Many rentals also have a private outdoor space, such as a patio or garden. Some rentals may also have a swimming pool, a hot tub, or a fireplace.
  • What are the best rentals or Airbnbs with a jacuzzi in Montalcino?

    The best vacation rentals or Airbnb with a jacuzzi in Montalcino are Podere Belsogno, Unique Views From Inside Montalcino and Montalcino Townhouse With Private Panoramic Garden & Spa.

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

    The best time to visit Montalcino is in the spring or autumn, when the weather is pleasant and the crowds are smaller. The summer months can be very hot and crowded, while the winter months can be chilly and rainy.

Popular destinations

Best Montalcino holiday rentals with a sauna

Residenza Storica Casale Pozzuolo - Montalcino
9.7 69 reviews

Residenza Storica Casale Pozzuolo

house, Cinigiano
Residenza Storica Casale Pozzuolo, a luxury villa in Cinigiano, Tuscany, is located 35km from Mount Amiata, 40km from Bagno Vignoni, and 50km from Bagni San Filippo.
This excellent-rated property boasts a private pool, jacuzzi, sauna, and fitness centre, alongside a fully equipped kitchen, free Wi-Fi, and ample parking; perfect for families seeking a relaxing Tuscan getaway.
Agriturismo Borgo D'asso - Montalcino
9.8 8 reviews

Agriturismo Borgo D'asso

apartment, Montalcino
This apartment is located in the peaceful village of San Giovanni dʼAsso, 19 kilometres from Bagno Vignoni and 47 kilometres from Siena's Piazza del Campo. The charming village is situated in the heart of the Tuscan countryside, offering a tranquil escape from the hustle and bustle of city life.
This stylish self-catering property features a spacious terrace and a well-equipped kitchen, perfect for enjoying meals al fresco. The apartment also boasts a range of amenities, including a Jacuzzi, sauna, and spa, ensuring a relaxing and rejuvenating stay.
Castel Brunello - Montalcino
9.7 1068 reviews

Castel Brunello

apartment, Montalcino
Castel Brunello is a short drive from Montalcino, a charming hilltop town known for its world-renowned Brunello di Montalcino wine and stunning views of the Tuscan countryside. The apartments have received excellent ratings for location, cleanliness, and user experience.
The self-catering apartments offer a rustic charm with wood-beamed ceilings and terracotta-tiled floors. Guests can enjoy a range of amenities including a swimming pool, garden, terrace, sauna, and fitness centre, as well as access to a restaurant and room service.
Tenuta Castelgiocondo - Montalcino
9.7 195 reviews

Tenuta Castelgiocondo

farm, Montalcino
Tenuta CastelGiocondo, a farm stay near Montalcino, is situated 43km from Siena's Piazza del Campo, 27km from Bagno Vignoni, and 50km from Mount Amiata, offering a peaceful countryside escape.
This Montalcino property, boasting a 20 square metre floor area, comprises one bedroom, one bathroom, and accommodates up to three guests, featuring a terrace, garden, Jacuzzi, sauna, and free Wi-Fi.

Best Montalcino holiday rentals with a fireplace

Primo Maggio - Montalcino
10 3 reviews

Primo Maggio

house, Castiglione d'Orcia
Primo Maggio is a detached house in Castiglione d'Orcia, located 5.3 kilometres from Bagno Vignoni and 17.7 kilometres from Bagni San Filippo, with Mount Amiata 30.6 kilometres away.
This property offers 180 square metres of living space with one bedroom, four bathrooms, and can accommodate up to 15 guests, featuring complimentary WiFi and a fully equipped kitchen.
Mastrojanni Relais - Small Luxury Hotels Of The World - Montalcino
9.7 484 reviews

Mastrojanni Relais - Small Luxury Hotels Of The World

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.
In Centro - Montalcino
8.9 56 reviews

In Centro

apartment, Montalcino
"In centro" is a two-bedroom apartment in the heart of Montalcino, just 42km from Siena's Piazza del Campo and 18km from the thermal baths of Bagno Vignoni. This apartment has received excellent ratings for its location, cleanliness, and overall experience.
The 90 square metre apartment comfortably accommodates up to five guests and features a fully equipped kitchen, a washing machine, and complimentary Wi-Fi. Enjoy the convenience of a fireplace and a dedicated seating area, perfect for relaxing after exploring the charming town and its surrounding attractions.
Cor Magis - Montalcino
9.6 29 reviews

Cor Magis

apartment, San Quirico d'Orcia
This San Quirico d'Orcia apartment is conveniently located near the thermal baths of Bagno Vignoni (5.8km) and Bagni San Filippo (22km), and within 40km of Mount Amiata.
The 50-square-metre flat features one bedroom, one bathroom, and sleeps six, offering a fully equipped kitchen, parking, and city and garden views.
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