Compare Vacation Rentals & Airbnb in Montalcino

152 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

152 Rentals and Airbnb in Montalcino

Best family friendly Montalcino vacation rentals

Among the 152 accommodations in Montalcino, here are the 4 best family friendly rentals

Palazzo Tamanti - 4br 6 Bath Estate Home In Montalcino Center - Montalcino
10 15 reviews

Palazzo Tamanti - 4br 6 Bath Estate Home In Montalcino Center

house, Montalcino
Palazzo Tamanti, a recently renovated villa in Montalcino, is situated 42km from Mount Amiata and 43km from Piazza del Campo in Siena, offering easy access to stunning natural scenery and historical sites.
This 400 square metre property boasts four bedrooms, six bathrooms, and accommodates up to twelve guests, featuring a fully equipped kitchen, private terrace, free Wi-Fi, parking, and air conditioning.
Val D'orcia Nel Borgo - Montalcino
9.2 165 reviews

Val D'orcia Nel Borgo

apartment, Castiglione d'Orcia
This three-bedroom apartment is situated in Castiglione d'Orcia, just a short drive from the famous thermal baths of Bagno Vignoni and within easy reach of other attractions like Bagni San Filippo and Montepulciano Terme. The property has received excellent ratings for its location, cleanliness and overall experience.
The spacious apartment, covering 85 square metres, comfortably accommodates up to eight guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, Wi-Fi and parking, as well as access to a tennis court and nearby skiing opportunities.
Antica Grancia Di Quercecchio - Montalcino
9.3 207 reviews

Antica Grancia Di Quercecchio

apartment, Montalcino
Antica Grancia Di Quercecchio is located in Montalcino, a 51km drive from Siena and 63km from Saturnia, in the peaceful Tuscan countryside. The property has received excellent reviews for its cleanliness, location, and overall experience.
The apartment offers a comfortable and spacious living area. Guests can enjoy a range of amenities, including a swimming pool, table tennis, bike rentals, a terrace, a garden, and free parking.
Casa Di Elena - Montalcino
9.5 63 reviews

Casa Di Elena

apartment, Montalcino
This apartment is located in Montalcino, just 40 kilometres from Mount Amiata and 42 kilometres from Piazza del Campo in Siena, offering a peaceful retreat in the heart of Tuscany. It has received excellent ratings for location, cleanliness, and overall user experience.
The property is a two-bedroom apartment with one bathroom, covering 60 square metres and comfortably accommodating up to four guests. It is equipped with a fully fitted kitchen, air conditioning, a terrace, a garden, and free Wi-Fi, providing everything you need for a relaxing and enjoyable stay.

Best Montalcino vacation rentals with a balcony

80 M² House ∙ 1 Bedroom ∙ 2 Guests - Montalcino
No reviews

80 M² House ∙ 1 Bedroom ∙ 2 Guests

house, Montalcino
This house is located within Montalcino, a Tuscan village famous for Brunello wine, offering proximity to the ancient fortress for sunset views and the historical Abbey of Sant'Antimo, just 3 kilometres away.
This 80 square meter property accommodates two guests with one bedroom and one bathroom, featuring a private garden with a jacuzzi, a hammam, and is an ideal base for exploring the region's 250 Brunello wineries and the Val d'Orcia hilltop towns.
Villa "Casa Luisa" Very Welcoming Apartment, Pets Are Allowed - Montalcino
10 1 review

Villa "Casa Luisa" Very Welcoming Apartment, Pets Are Allowed

apartment, Montalcino
This Montalcino apartment, sleeping eight, is conveniently located less than 1km from Bosco della Ragnaia, and under a 10-minute walk from both San Giovanni d'Asso station and the Truffle Museum.
The four-bedroom property boasts a private pool, jacuzzi, terrace, garden, parking, and a fully equipped kitchen including a dishwasher; housekeeping is available on request.
Fattoria Pieve A Salti - Montalcino
8.9 666 reviews

Fattoria Pieve A Salti

farm, Montalcino
Fattoria Pieve a Salti, a Tuscan farmhouse near Buonconvento, is situated 17.7km from Montalcino, in the heart of the Crete Senesi and conveniently close to the Buonconvento train station for easy access to Siena and Grosseto.
This rural retreat, comprising Borgo di Pieve a Salti and Podere Caprili, offers a one-bedroom property with a swimming pool, jacuzzi, spa, restaurant serving organic Tuscan cuisine, and various recreational facilities including tennis courts and a fitness centre, alongside stunning views of the Val d'Orcia hills.
Wine Estate Rooms Paradiso Di Cacuci - Montalcino
9.3 245 reviews

Wine Estate Rooms Paradiso Di Cacuci

farm, Montalcino
Wine Estate Rooms Paradiso di Cacuci, near Montalcino, offers pet-friendly accommodation 37 kilometres from Piazza del Campo and 43 kilometres from Mount Amiata.
This farm stay provides air-conditioned rooms with private bathrooms, a continental breakfast, free Wi-Fi, free parking, an electric vehicle charging station, and bicycle rental for exploring the Tuscan countryside, close to Bagno Vignoni (21km).

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.

Popular destinations

Best Montalcino vacation rentals with a sauna

Castel Brunello - Montalcino
9.8 532 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.
Residence Hill - Montalcino
9.8 148 reviews

Residence Hill

apartment, San Quirico d'Orcia
Residence Hill is a spacious apartment located just 5.3 kilometres from Bagno Vignoni, a charming village known for its natural hot springs, and 45 kilometres from Siena's Piazza del Campo, offering a peaceful retreat in the Tuscan countryside. This property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This three-bedroom apartment, spanning 160 square metres, features a fully equipped kitchen, two living rooms, and a private hot tub. Guests can enjoy a range of amenities, including a shared kitchen and lounge, a terrace, a swimming pool, a spa, a tennis court, and free Wi-Fi.
Mastrojanni Relais - Small Luxury Hotels Of The World - Montalcino
9.7 334 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.
La Casetta Di Nise, Charming Private Spa - Montalcino
9.8 185 reviews

La Casetta Di Nise, Charming Private Spa

apartment, Montalcino
La Casetta di Nise is a private spa apartment located in Castelnuovo dellʼAbate, 32 kilometres from Mount Amiata and 21 kilometres from Bagno Vignoni.
The 60 square metre apartment, ideal for up to four guests, features a private hot tub, sauna, and a terrace with panoramic views, offering a tranquil retreat after exploring the Tuscan countryside.

Best Montalcino vacation rentals with a fireplace

In Centro - Montalcino
8.9 55 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.
Apartment 'Cottage Casa Luisa' With Private Pool, Shared Terrace And Wi-fi - Montalcino
10 1 review

Apartment 'Cottage Casa Luisa' With Private Pool, Shared Terrace And Wi-fi

apartment, Montalcino
This spacious Montalcino apartment, near the San Giovanni d'Asso and Torrenieri Montalcino train stations, offers easy access to Pienza and the Val di Chiana, approximately 20-30km away.
The 120 square metre property sleeps eight guests in four bedrooms and one bathroom, boasting a private pool, garden, barbecue, Wi-Fi, parking, and pet-friendly accommodation (up to two pets, £42 per pet).
Tenuta Bosco Di Pietra - Montalcino
No reviews

Tenuta Bosco Di Pietra

gîte, Montalcino
Tenuta Bosco di Pietra is a luxuriously restored farmhouse offering panoramic views of Montalcino and the Val d'Orcia hills, located in the Tuscan countryside surrounded by vineyards, approximately 3 kilometers from Montalcino.
This family-friendly gîte accommodates up to 10 guests across 5 bedrooms and 5 bathrooms, featuring air conditioning, Wi-Fi, a gourmet kitchen with Gaggenau and Miele appliances, a living area with a fireplace, and an expansive terrace with a Jacuzzi and dining facilities, all set within a landscaped park.
Beautiful Private Villa With Private Pool, Wifi, A/c, Tv, Patio, Panoramic View, Close To Montalcino - Montalcino
No reviews

Beautiful Private Villa With Private Pool, Wifi, A/c, Tv, Patio, Panoramic View, Close To Montalcino

house, Buonconvento
Villa Aiale, near Bibbiano in the Orcia Valley, is situated 2km from Bibbiano, 21km from Montalcino, and 38km from Siena, offering easy access to Tuscan attractions including the Castiglion del Bosco and Castello Tricerchi wineries.
This spacious 500 square metre property sleeps up to 14 guests in seven bedrooms and eight bathrooms, boasting a private pool (open 15 April – 15 October), a fully equipped kitchen, Wi-Fi, air conditioning, and ample parking, plus optional services like cooking lessons and a private chef.
©2026 cozycozy.com