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 4 best family friendly rentals

70 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - Montalcino
8.7 25 reviews

70 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

farm, Montalcino
Farm for 5 people with an excellent rating of 87% based on 25 reviews. You will stay in Montalcino.
Services and facilities: a garden, free parking and a swimming pool. The big plus of this accommodation in Montalcino is the jacuzzi!
Le Ragnaie - Montalcino
9.1 947 reviews

Le Ragnaie

farm, Montalcino
Le Ragnaie is a farm stay located just 3 kilometres from Montalcino, offering stunning views of the Orcia Valley, a UNESCO World Heritage Site. It has excellent ratings for location, cleanliness and overall experience.
The accommodation comprises spacious apartments with comfortable seating areas, satellite TV, dining areas and fully equipped kitchenettes. Guests can enjoy the outdoor pool, terrace, a daily breakfast buffet and the opportunity to sample the farm's own red wine and olive oil.
La Vista Retreat - Montalcino
9.7 4 reviews

La Vista Retreat

apartment, Montalcino
La Vista Retreat is a one-bedroom flat located in Montalcino, approximately 35-40 kilometres from Piazza del Campo, Mount Amiata, and the National Picture Gallery Siena, with Bagno Vignoni 19 kilometres away and Bagni San Filippo 35 kilometres distant.
This 70 square metre apartment accommodates up to seven guests and features air conditioning, complimentary Wi-Fi, a fully equipped kitchen with a dishwasher and microwave, and an in-unit washing machine.
Borgo Canalicchio Di Sopra Relais - Montalcino
9.4 241 reviews

Borgo Canalicchio Di Sopra Relais

farm, Montalcino
Borgo Canalicchio Di Sopra Relais is located in the Val d'Orcia Valley, just 1.6 kilometres from the historic town of Montalcino. The farm has received excellent ratings for location, cleanliness and overall user experience.
The property offers spacious apartments with full kitchens, comfortable lounge areas, and air conditioning. Guests can enjoy the two outdoor pools, the spa, the garden, and the on-site restaurant serving authentic Tuscan cuisine.

Best Montalcino holiday rentals with a balcony

Podere Vernine Di Sotto 14, Emma Villas - Montalcino
No reviews

Podere Vernine Di Sotto 14, Emma Villas

house, Montalcino
PODERE VERNINE DI SOTTO 14 is a spacious villa located in Montalcino, approximately 40 kilometres from Piazza del Campo and 92 kilometres from Perugia San Francesco d'Assisi Airport.
This eight-bedroom, eight-bathroom country house, covering 310 square metres and accommodating up to 21 guests, offers a private seasonal swimming pool, air conditioning, a fully equipped kitchen, a steam room, and barbecue facilities, with free WiFi available.
Wp Relais Mazzini - Montalcino
9.8 16 reviews

Wp Relais Mazzini

apartment, Montalcino
Wp Relais Mazzini is a holiday rental located in Montalcino, offering easy access to Mount Amiata (42 km) and Bagno Vignoni (19 km), with Piazza del Campo situated 40 km away.
This apartment can accommodate up to 11 guests and features 3 bedrooms, 3 bathrooms, air conditioning, WiFi, a kitchen, and a garden, with some units providing a balcony or terrace for your convenience.
Casa La Rosa Della Val D'orcia - Montalcino
No reviews

Casa La Rosa Della Val D'orcia

apartment, San Quirico d'Orcia
Casa La Rosa Della Val D'orcia is a spacious apartment located in San Quirico d'Orcia, offering garden views and a balcony, with Bagno Vignoni 4.7 kilometres away and Mount Amiata 40 kilometres distant.
This residence boasts 3 bedrooms, accommodating up to 11 guests, and features a fully equipped kitchen with a microwave and dishwasher, plus a washing machine, hairdryer, towels, and bed linen, with opportunities for cycling nearby.
Charming Tuscan Farmhouse - Montalcino
10 1 review

Charming Tuscan Farmhouse

house, Castel del Piano
This Tuscan farmhouse is located in Montenero, 38.6 kilometres from the natural thermal springs of Bagno Vignoni and Bagni San Filippo, and 27.4 kilometres from Mount Amiata.
This 70 square metre property accommodates up to seven guests in two bedrooms and features a swimming pool, garden, barbecue, air conditioning, and Wi-Fi, with opportunities for cycling nearby.

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

Villa ∙ 8 Bedrooms ∙ 16 Guests - Montalcino
No reviews

Villa ∙ 8 Bedrooms ∙ 16 Guests

house, Buonconvento
Villa Camea is a country estate located in the Tuscan landscape between Siena and Montalcino, 5 kilometres from a medieval village.
This family-friendly villa sleeps 16 guests across 11 en-suite bedrooms, offering air conditioning, a swimming pool, gym, sauna, and curated experiences such as wine tastings and cooking classes.
Villa Camea By My Villa Collection - Montalcino
No reviews

Villa Camea By My Villa Collection

house, Buonconvento
This country estate, La Villa Camea, is situated in the Tuscan hills between Siena and the Montalcino wine region, offering a private retreat surrounded by vineyards and nature.
This substantial property accommodates up to 16 guests across 8 bedrooms and 10 bathrooms, featuring a swimming pool, sauna, fitness centre, air conditioning, and Wi-Fi, with parking available.
Residenza Storica Casale Pozzuolo - Montalcino
9.7 60 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.

Best Montalcino holiday rentals with a fireplace

Wonderful New Villa In Maremma, Near Montalcino And Castiglione Della Pescaia - Montalcino
9.8 26 reviews

Wonderful New Villa In Maremma, Near Montalcino And Castiglione Della Pescaia

house, Montalcino
This luxurious villa in the Val d'Orcia, near Montegiovi and Castelnuovo dell'Abate, is 7km from Montalcino's Brunello vineyards and Sant'Antimo Abbey.
The 250 square metre property boasts three bedrooms, three bathrooms, sleeps up to twelve guests, and offers a private saltwater pool, tennis court, and extensive grounds including olive groves, alongside options for private chef services and guided tours.
Villa Aiale, 7 En-suite Bdrs, Ac Throughout, Private Pool  Wine Estate - Montalcino
10 6 reviews

Villa Aiale, 7 En-suite Bdrs, Ac Throughout, Private Pool Wine Estate

house, Buonconvento
This seven-bedroom villa in Buonconvento, Tuscany, is located within 5km of the Val di Merse and Basso Merse Nature Reserve and under 15km from La Porta Gallery and the Museo della Mezzadria.
Sleeping fourteen guests, this luxury property boasts a private pool, tennis court, extensive garden, fully equipped kitchen, and eight bathrooms, providing ample space for relaxation and recreation.
Mulino Della Frateria - Montalcino
9.7 23 reviews

Mulino Della Frateria

apartment, Montalcino
Molino Sant'Antimo is a charming villa located in Castelnuovo dell’Abate, a short drive from the historic town of Montalcino, 21km from Bagno Vignoni and 42km from Chianciano Terme. The property has received excellent ratings for its location, cleanliness and overall user experience.
This four-bedroom villa is ideal for families or groups of friends. You can enjoy a private pool and patio, relax in the garden, or use the fully equipped kitchen with a dishwasher and microwave.
300 M² Apartment ∙ 4 Bedrooms ∙ 8 Guests - Montalcino
No reviews

300 M² Apartment ∙ 4 Bedrooms ∙ 8 Guests

apartment, Montalcino
Accommodation for 8 people. You will be based in Montalcino.
Facilities and services include a dish washer, a kitchen and a washing machine. Take advantage of the Free Parking with this accommodation in Montalcino!
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