Compare Vacation Rentals & Airbnb in Montalcino

125 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Montalcino vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

125 Rentals and Airbnb in Montalcino

Best family friendly Montalcino vacation rentals

Among the 125 accommodations in Montalcino, here are the 4 best family friendly rentals

Apartment 'Rocci Al 17' With Mountain View And Wi-fi - Montalcino
Montalcino
22/07 – 24/07
$158/nighttotal: $316 (2 )

Apartment 'Rocci Al 17' With Mountain View And Wi-fi

2 2
apartment , Montalcino
Rocci al 17 apartment in Montalcino offers a 56 square metre, two-bedroom property close to the Fortress and museums, within a 15-minute walk of a tennis court and with free parking nearby at Hotel Oliviera.
This pet-friendly dwelling sleeps four, features a well-equipped kitchen with a fridge and microwave, high-speed Wi-Fi, and a baby cot is available on request.
Nuovissimo Loft Panoramico Con Giardino A Montalcino - Montalcino
9.8 4 reviews
Montalcino
10/07 – 12/07
$394/nighttotal: $788 (2 )

Nuovissimo Loft Panoramico Con Giardino A Montalcino

1 2
apartment , Montalcino
This Montalcino apartment, named 'Panoramico', is situated near the town centre, approximately 42km from Monte Amiata, 43km from Piazza del Campo in Siena, 19km from Bagno Vignoni, and 35km from Bagni San Filippo.
The 35-square-metre flat offers one bedroom, one bathroom, sleeps seven guests, and boasts a private garden with outdoor seating, free parking, free Wi-Fi, air conditioning, and a fully equipped kitchen.
Agriturismo L'arte Dei Semplici - Montalcino
8.8 474 reviews
Montalcino
22/07 – 24/07
$221/nighttotal: $442 (2 )

Agriturismo L'arte Dei Semplici

1 2
farm , Montalcino
Agriturismo l'arte dei semplici, a farm stay near Montalcino, is located in the Tuscan countryside, 37 kilometres from Mount Amiata and 45 kilometres from Siena's Piazza del Campo.
The property features a swimming pool with panoramic views, a restaurant serving traditional Tuscan cuisine, a garden with outdoor play equipment, and a dedicated picnic area.
Casa Delle Giuggiole - Montalcino
9.9 149 reviews
Montalcino
10/07 – 12/07
$250/nighttotal: $500 (2 )

Casa Delle Giuggiole

1 2
apartment , Montalcino
This apartment is situated in the historic centre of Montalcino, just a short walk from the Vignolo terrace offering stunning views of the village and the surrounding valley. The apartment offers a well-equipped kitchen with a dishwasher and a living area with a handcrafted wooden sofa that converts into a double bed, ideal for families or groups of up to 4 people.

Best Montalcino vacation rentals with a balcony

Room 'Camera Beige' - Beb Del Musico With Private Terrace, Balcony And Wi-fi - Montalcino
10 1 review
Montalcino
14/08 – 18/08
$274/nighttotal: $1096 (4 )

Room 'Camera Beige' - Beb Del Musico With Private Terrace, Balcony And Wi-fi

1 2
apartment , Montalcino
This Montalcino guesthouse is located within a 15-minute walk of a tennis court and close to San Antimo Abbey and Monte Oliveto Maggiore Abbey.
The 25-square-metre property offers four bedrooms, one bathroom, sleeps two guests, and includes a shared kitchen with fridge and dishwasher, plus a terrace, high-speed Wi-Fi, and features homegrown produce and personalised cellar visits.
Casa Vacanze La Pineta - Montalcino
9.5 390 reviews
Montalcino
12/08 – 13/08
$152/nightfor 1 night

Casa Vacanze La Pineta

1 2
apartment , Montalcino
Casa Vacanze la Pineta is situated in Montalcino, just 42 km from Mount Amiata and 43 km from Piazza del Campo in Siena, offering stunning views of the town and a peaceful garden. The property has excellent user, location, and cleanliness ratings.
This one-bedroom apartment spans 55 square metres and is equipped with a fully equipped kitchen, a private bathroom, air conditioning, free Wi-Fi, and free private parking. Guests can also enjoy the garden, terrace, and bicycle rental service, allowing them to explore the beautiful Tuscan countryside.
150 M² Villa ∙ 3 Bedrooms ∙ 6 Guests - Montalcino
Montalcino
11/09 – 17/09
$1744/nighttotal: $10464 (6 )

150 M² Villa ∙ 3 Bedrooms ∙ 6 Guests

3 4
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.
Detached Apartment - Montalcino
10 1 review
Montalcino
22/07 – 24/07
$368/nighttotal: $736 (2 )

Detached Apartment

2 2
apartment , Montalcino
This charming flat is located in Montalcino, just 600 metres from the Fortress of Montalcino and the Civic and Diocesan Museum of Sacred Art. The apartment has received excellent user ratings, making it a popular choice for travellers.
The two-bedroom apartment can comfortably accommodate up to four guests. It comes equipped with a fully fitted kitchen, a washing machine, air conditioning, and a terrace, ensuring a comfortable and enjoyable stay.

Frequently Asked Questions about vacation rentals in Montalcino

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

    Montalcino is a beautiful medieval town, and it's worth exploring the historic centre, visiting the Fortezza di Montalcino for panoramic views, and exploring the surrounding vineyards. You can also visit the nearby Abbey of Sant'Antimo, a stunning Romanesque abbey with a rich history.
  • 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 Via Francigena is a popular walking route that passes through Montalcino. For cycling, the Strada del Vino Nobile di Montalcino is a scenic route that takes you through the vineyards and offers stunning 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?

    Hiking, cycling, and wine tasting are popular activities. If you're looking for something more adventurous, you can try rock climbing in the nearby Crete Senesi, or go horseback riding through the vineyards.
  • 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?

    Siena is about 40km away and is easily accessible by car. You can also visit Pienza, Montepulciano, and San Quirico d'Orcia, all within a 1-hour drive.
  • What are the best rentals for families and kids in Montalcino?

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

    Most vacation rentals in Montalcino offer basic amenities like Wi-Fi, a kitchen, and a washing machine. Some may also have a private pool, a garden, or a fireplace.
  • What are the best rentals or Airbnbs with a jacuzzi in Montalcino?

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

    Spring and autumn are popular times to visit Montalcino as the weather is pleasant and the crowds are smaller. Summer can be hot and crowded, but it's a great time to enjoy the outdoor activities.
  • What are the local dishes in Montalcino region?

    The region is famous for its red wine, the Nobile di Montalcino, and its cuisine features hearty dishes like pici pasta with wild boar ragu, ribollita (a bread and vegetable soup), and lamb cooked in a wood-fired oven.

Destinations nearby

Best Montalcino vacation rentals with a sauna

Montalcino Tuscan Home - Casa Vacanza Nel Centro - Montalcino
10 1 review
Montalcino
14/08 – 18/08
$190/nighttotal: $760 (4 )

Montalcino Tuscan Home - Casa Vacanza Nel Centro

1 2
apartment , Montalcino
This Montalcino apartment, sleeping four guests in two bedrooms and two bathrooms, offers a tranquil and elegant setting.
The self-catering property includes a kitchen and internet access; further details regarding its size, precise location within Montalcino, and proximity to landmarks such as the Fortezza di Montalcino or Piazza del Popolo are unavailable.

Best Montalcino vacation rentals with a fireplace

Montalcino Townhouse With Private Garden & Spa - Montalcino
10 146 reviews
Montalcino
10/07 – 12/07
$461/nighttotal: $922 (2 )

Montalcino Townhouse With Private Garden & Spa

1 2
apartment , Montalcino
This one-bedroom property is situated in the upper part of Montalcino, just a short walk from the Piazza del Popolo and the Duomo.
The house features a panoramic garden with a gazebo, a steam bath, a sauna, a jacuzzi, and a well-equipped kitchen with a wine cellar and Nespresso machine.
Brunello 1 - Apartment With Swimming Pool - Montalcino
9.7 76 reviews
Montalcino
11/09 – 17/09
$571/nighttotal: $3426 (6 )

Brunello 1 - Apartment With Swimming Pool

2 4
apartment , Montalcino
This Montalcino apartment is located within 2 kilometres of the Capanna of Cencioni and the Cantina di Montalcino, with the Civic and Diocesan Museum of Sacred Art and the Fortress of Montalcino within a 5 kilometre radius.
This self-catering property features a fully equipped kitchen, a terrace, a garden, a swimming pool, and parking, and is suitable for families or groups of friends.
Casaletto La Pergola - Montalcino
Montalcino
14/08 – 18/08
$574/nighttotal: $2296 (4 )

Casaletto La Pergola

1 2
apartment , Montalcino
This recently renovated farmhouse, offering accommodation for four guests, is situated in the Osteria Fuori le Mura district, a mere 300 metres on foot from the Fortezza di Montalcino and near the town centre.
The property boasts expansive private grounds of approximately 5000 square metres with an olive grove, two outdoor dining pergolas, air conditioning, Wi-Fi, and two bedrooms each with an en-suite shower room, providing spectacular panoramic views of the surrounding hills.
Wonderful New Villa In Maremma, Near Montalcino And Castiglione Della Pescaia - Montalcino
9.6 25 reviews
Montalcino
11/09 – 17/09
$1126/nighttotal: $6756 (6 )

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

3 4
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.
©2026 cozycozy.com