The 10 best holiday rentals in Montalcino, Italy | Booking.com
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Holiday Rentals in Montalcino

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The best holiday rentals in Montalcino

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Casa Vacanze la Pineta

Montalcino

Featuring a garden and views of city, Casa Vacanze la Pineta is a recently renovated apartment set in Montalcino, 42 km from Mount Amiata.

P
Pavel
From
Czech Republic
Position - the new residential area above the historical city of Montalcino. The historic city centre is easy reachable but you are far from the city noise.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 310 reviews
Price from
US$104.05
1 night, 2 adults
Check availability

B&B La Fenice

Montalcino

Situated within 41 km of Mount Amiata and 43 km of Piazza del Campo, B&B La Fenice features rooms with air conditioning and a private bathroom in Montalcino.

M
Mateja
From
Croatia
The room was very clean and nicely furnished. Very comfortable bed. Only a few minutes walk to the main street of Montalcino with lots of restaurants.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 101 reviews
Price from
US$159.54
1 night, 2 adults
Check availability

Tenuta CastelGiocondo

Montalcino

Tenuta CastelGiocondo provides a hot tub and free private parking, and is within 50 km of Piazza del Campo and 50 km of Mount Amiata.

W
Weekend
From
Hong Kong
The hotel experience was fantastic! The property has a beautiful, natural exterior, but inside, it offers a luxurious experience. It features a spa downstairs and stunning rooms, complete with a living area and separate bathrooms. I especially appreciated that I could separate the sleeping area from the living space. The bathroom was wonderful, allowing for a great shower experience. The breakfast was also delicious, with options that you can order to your liking, including a wonderful traditional Tuscany breakfast. The location is very convenient, situated about 30 minutes from popular attractions, making it easy to explore by car. We truly enjoyed the fantastic facilities and look forward to returning next time.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 195 reviews
Price from
US$265.90
1 night, 2 adults
Check availability

Capanna Suites

Montalcino

Located in Montalcino, 39 km from Piazza del Campo, Capanna Suites provides accommodation with an infinity pool, free private parking, a spa and wellness centre and a garden.

p
pål
From
Norway
Amazing stay at capanna suites that far exceeded all of our expectations. We were blown away from the private spa, to the amazing and clean room, to the delicious wine while watching the beautiful Tuscan sunset right outside our room. 100% we are coming back! If you are still wondering, don’t just book! I personally guarantee you will be satisfied!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 599 reviews
Price from
US$703.31
1 night, 2 adults
Check availability

il burellino

Montalcino

Set within 41 km of Piazza del Campo and 43 km of Mount Amiata, il burellino offers rooms with air conditioning and a private bathroom in Montalcino.

A
Alina
From
Germany
Perfect place, house and garden, view is so wonderful and appartment decorated with style and quality. Hosts very friendly and breakfast good. Would recommend and come back at any time. Thanks you!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 281 reviews
Price from
US$179.20
1 night, 2 adults
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Mastrojanni Relais

Montalcino

Set in Montalcino, in a historic building, 34 km from Mount Amiata, Mastrojanni Relais is a recently renovated farm stay with a spa and wellness centre and fitness centre.

J
Johannes
From
Sweden
Everything was great! Perfect room and perfect staff! Room was excellent with complementary wine. One of the best breakfast I’ve had in a long time at a hotel, dinner was great as well. Fantastic pool! Came there with my girlfriend and left there engaged!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 218 reviews
Price from
US$494.43
1 night, 2 adults
Check availability

Scalette di Piazza B&B

Montalcino

With free WiFi throughout, Scalette di Piazza B&B offers pet-friendly and air-conditioned rooms in Montalcino. Guests can enjoy the on-site bar.

A
Alexey
From
Italy
amazing location in the very center
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 641 reviews
Price from
US$149.14
1 night, 2 adults
Check availability

Drogheria e Locanda Franci

Montalcino

Featuring free WiFi, a restaurant and terrace, Drogheria e Locanda Franci offers rooms and a private villa in Montalcino, in the heart of the Val d'Orcia.

D
Dimitrios
From
Greece
Excellent location, very nice room, excellent restaurant
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 816 reviews
Price from
US$251.29
1 night, 2 adults
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Casa Vacanze Porta Vecchia

Montalcino

Offering barbecue facilities and mountain view, Casa Vacanze Porta Vecchia is located in Montalcino, 39 km from Mount Amiata and 28 km from Parco dei Mulini.

M
Mike
From
Australia
The check-in was easy and the apartment was perfect, so clean and comfortable, and with secure parking. The views from the apartment were beautiful and the location was within walking distance to some great bars and restaurants. We loved our stay at S. Angelo in Colle and Montalcino, highly recommend.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 150 reviews
Price from
US$127.17
1 night, 2 adults
Check availability

Guesthouse da Idolina dal 1946

Montalcino

Located in the historical centre of Montalcino, Guesthouse da Idolina dal 1946 features free WiFi. The rooms are equipped with a flat-screen TV and a private bathroom.

A
Ariola
From
Albania
Staying at Guesthouse da Idolina dal 1946 in Montalcino was an absolute delight. Fulvia, the host, was exceptional—attentive, welcoming, and genuinely dedicated to making our stay memorable. The guesthouse itself is a gem, beautifully preserved and lovingly maintained over the decades. It perfectly balances tradition with modern comfort. The room was cozy and elegant, with an outstanding bed and mattress that offered the most restful sleep I've had—better than even the finest 5-star hotels. Every detail was thoughtfully arranged, and the private bathrooms were well-equipped with everything needed. The shared kitchen and sitting area added to the charm, providing a warm and inviting space to enjoy tea, coffee, and delightful cookies. The location was ideal, within walking distance of everything in Montalcino. Fulvia went above and beyond to arrange nearby parking and recommended fantastic local restaurants just steps away for a perfect Tuscan dinner. Breakfast was another highlight. Guests can choose to enjoy it in the guesthouse or at one of two nearby bars. We opted for Belvedere Bar, where we sipped espresso and savored cornetti while taking in breathtaking views of the classic Tuscan countryside—a truly unforgettable experience. Guesthouse da Idolina dal 1946 is an extraordinary blend of tradition, comfort, and genuine hospitality. Fulvia’s care and attention to detail make this a place I would return to without hesitation. Highly recommended for anyone visiting Montalcino and the other places nearby!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 449 reviews
Price from
US$98.85
1 night, 2 adults
Check availability
All holiday rentals in Montalcino

Most booked holiday rentals in Montalcino and surroundings in the past month

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Highly rated holiday rentals in Montalcino and nearby

  • In centro

    Montalcino
    8.0+ review score
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 57 reviews

    Offering city views, In centro is an accommodation situated in Montalcino, 44 km from Piazza del Campo and 19 km from Parco dei Mulini.

    From US$219.66 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 474 reviews

    Located within 41 km of Mount Amiata and 44 km of Piazza del Campo, Affittacamere La Torre di Montalcino provides rooms with air conditioning and a private bathroom in Montalcino.

    From US$108.10 per night

  • Casa Francesca

    Montalcino
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 22 reviews

    Situated 19 km from Parco dei Mulini, 35 km from Bagni San Filippo and 38 km from Terme di Montepulciano, Casa Francesca features accommodation located in Montalcino.

    From US$312.08 per night

  • Da Nonna Bruna

    Montalcino
    8.0+ review score
    Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 8 reviews

    Set in Montalcino in the Tuscany region, Da Nonna Bruna has a terrace and garden views. Guests staying at this apartment have access to a balcony.

    From US$190.76 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 739 reviews

    Housed in a historic building, the recently renovated IL PALAZZO DEL CARDINALE offers accommodation with a terrace and free WiFi. The air-conditioned accommodation is 41 km from Mount Amiata.

    From US$115.61 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 173 reviews

    Located within 41 km of Piazza del Campo and 42 km of Mount Amiata, Porta Castellana B&B - Apartment offers rooms with air conditioning and a private bathroom in Montalcino.

    From US$186.13 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 449 reviews

    Located in the historical centre of Montalcino, Guesthouse da Idolina dal 1946 features free WiFi. The rooms are equipped with a flat-screen TV and a private bathroom.

    From US$138.39 per night

  • Anna Camere

    Montalcino
    8.0+ review score
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 401 reviews

    Offering a terrace and city view, Anna Camere is situated in Montalcino, 41 km from Mount Amiata and 44 km from Piazza del Campo.

    From US$144.51 per night

Holiday Rentals with swimming pools in Montalcino and nearby

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 307 reviews

    Immersed in the peaceful greenery of Val d'Orcia Valley, the elegant Borgo Canalicchio features 2 outdoor pools, free Wi-Fi and a large garden.

    From US$323.71 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 146 reviews

    Set in Montalcino, within 39 km of Piazza del Campo and 45 km of Mount Amiata, Agriturismo Podere La Casa offers accommodation with pool with a view as well as free private parking for guests who...

    From US$313.77 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 348 reviews

    Located within 38 km of Mount Amiata and 47 km of Piazza del Campo, agriturismo l'arte dei semplici provides rooms with air conditioning and a private bathroom in Montalcino.

    From US$114.45 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 169 reviews

    Housed in a historic building, the recently renovated Croce di mezzo features accommodation with a seasonal outdoor swimming pool and free WiFi.

    From US$127.17 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 32 reviews

    Set in Montalcino, within 36 km of Piazza del Campo and 24 km of Parco dei Mulini, Altesino Suites offers accommodation with a seasonal outdoor swimming pool and free WiFi as well as free private...

    From US$245.09 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 662 reviews

    Surrounded by olive groves and vineyards, Podere Brizio offers accommodation in the Tuscan countryside, a 10-minute drive from Montalcino. The property offers a free spa, pool, and tennis court.

    From US$305.21 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 273 reviews

    Situated 43 km from Mount Amiata, Podere Il Tigliolo offers accommodation with a balcony, as well as pool with a view and a garden.

    From US$121.39 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 507 reviews

    Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings and free Wi-Fi.

    From US$450.88 per night

Enjoy breakfast in Montalcino and nearby

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 253 reviews

    Set a 5-minute walk from the centre of Montalcino, Agr. La Casella provides Tuscan-style apartments with a private bathroom and free WiFi. The property also has a garden and BBQ facilities.

    From US$200.01 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 153 reviews

    Situated within 41 km of Piazza del Campo and 43 km of Mount Amiata, B&B Podere Cottimellino - Montalcino - Val d'Orcia offers rooms with air conditioning and a private bathroom in Montalcino.

    From US$138.73 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 68 reviews

    Offering a shared lounge and city view, La Togata Hotellerie de Charme Relais il Terrazzo is situated in Montalcino, 39 km from Mount Amiata and 48 km from Piazza del Campo.

    From US$184.98 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 33 reviews

    Offering a garden and quiet street view, La Togata Hotellerie de Charme - Relais il Pozzo is situated in Montalcino, 48 km from Piazza del Campo and 29 km from Parco dei Mulini.

    From US$173.41 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 570 reviews

    Set in Buonconvento and only 29 km from Piazza del Campo, Agriturismo Percenna offers accommodation with garden views, free WiFi and free private parking.

    From US$167.63 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 427 reviews

    La Casa di Enrico, a property with a terrace, is located in San Quirico dʼOrcia, 40 km from Mount Amiata, 45 km from Piazza del Campo, as well as 5.7 km from Parco dei Mulini.

    From US$104.05 per night
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 287 reviews

    Situated within 40 km of Mount Amiata and 44 km of Piazza del Campo, Palazzetto del Pittore in San Quirico d'Orcia features rooms with air conditioning and a private bathroom in San Quirico dʼOrcia.

    From US$126.01 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 793 reviews

    Located within 41 km of Mount Amiata and 47 km of Piazza del Campo, b&b BORGO CAPITANO COLLECTION Albergo diffuso - Centro Storico features rooms with air conditioning and a private bathroom in San...

    From US$152.61 per night

These holiday rentals in Montalcino and nearby have options with free cancellation

  • CASA DI ELENA

    Montalcino
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 50 reviews

    Located in Montalcino, 41 km from Mount Amiata and 44 km from Piazza del Campo, CASA DI ELENA provides air-conditioned accommodation with a terrace and free WiFi.

    From US$226.62 per night

  • Podere Belsogno-Camera Lavanda

    Montalcino
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 51 reviews

    Located just 40 km from Mount Amiata, Podere Belsogno-Camera Lavanda provides accommodation in Montalcino with access to a garden, a bar, as well as bicycle parking.

    From US$160.24 per night

  • Podere Belsogno-Miniappartamento Roseto

    Montalcino
    Free cancellation options available
    Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 3 reviews

    Boasting air-conditioned accommodation with a patio, Podere Belsogno-Miniappartamento Roseto is situated in Montalcino. This property offers access to a terrace and free private parking.

    From US$256.89 per night

  • Podere Belsogno

    Montalcino
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 25 reviews

    Featuring air-conditioned accommodation with a patio, Podere Belsogno is located in Montalcino. There is an on-site restaurant, plus free private parking and free WiFi are available.

    From US$497.12 per night

  • Podere Belsogno-Bilocale Ulivo

    Montalcino
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    Located in Montalcino, 40 km from Mount Amiata and 44 km from Piazza del Campo, Podere Belsogno-Bilocale Ulivo offers a garden and air conditioning.

    From US$321.40 per night

  • Podere Belsogno-Camera rosmarino

    Montalcino
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 74 reviews

    Offering garden views, Podere Belsogno-Camera rosmarino is an accommodation situated in Montalcino, 40 km from Mount Amiata and 44 km from Piazza del Campo.

    From US$151.33 per night

  • Elegante Casa Mafalda con vista

    Montalcino
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 43 reviews

    Set in Montalcino, 38 km from Piazza del Campo and 47 km from Mount Amiata, Elegante Casa Mafalda con vista offers air-conditioned accommodation with a balcony and free WiFi.

    From US$270.53 per night

  • La Poderina Appartamenti

    Castelnuovo dellʼAbate
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 34 reviews

    Set in Castelnuovo dellʼAbate and only 33 km from Mount Amiata, La Poderina Appartamenti offers accommodation with garden views, free WiFi and free private parking.

    From US$156.88 per night

FAQ about holiday rentals in Montalcino

Holiday rentals that guests love in Montalcino

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  • Antica Grancia Di Quercecchio

    Holiday Rental in Montalcino
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 212 reviews
    Matteo was very accommodating and friendly, we loved staying at this agriturismo which is perfectly located close to Montalcino and other beautiful Tuscan villages. The pool was excellent, rooms sparkling clean, and the location between olive trees and vineyards very romantic. We saw plenty of wildlife, including foxes and wild boar, which was a treat! Very good value for a memorable stay. 10/10
    Guest review by
    Shona
    Young couple

  • Podere Brizio

    Holiday Rental in Montalcino
    Avg. price/night: US$305.21
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 662 reviews
    Everything about this property was spectacular. From the villa to the stunning views to the impeccable service. Your rooms were beautiful. The villa was impeccably maintained gardens were stunning. Dinner served was delicious. Breakfast was also fantastic. Views and energy in this place is perfect
    Guest review by
    Ada
    Family with young children

  • Casa Mustiola

    Holiday Rental in Montalcino
    Avg. price/night: US$125.90
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 181 reviews
    Location was very conveneient and easily walkable to center of the town. The apartment was fully updated with all the modern amenities and the bathroom was largest among all our stays across Italy. There was a short term parking across the Fort where we could load/unload our suggage. It was a short but steep walk from there but that is expected in Tuscany villages.
    Guest review by
    Gunjan
    Family with young children

  • Casa Mustiola

    Holiday Rental in Montalcino
    Avg. price/night: US$125.90
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 181 reviews
    Clean, comfortable bed - nice village
    Guest review by
    Emanuel
    Group

  • Casa Vacanze Porta Vecchia

    Holiday Rental in Montalcino
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 150 reviews
    An excellent place to stay just under the walls of an attractive old village. 5 minutes (uphill) walk to the village square. The ability to laze in the garden is an added advantage and there are outstanding views of the countryside. The host is friendly and helpful.
    Guest review by
    David
    Young couple

  • Corte Francigena

    Holiday Rental in Montalcino
    Avg. price/night: US$217.35
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 598 reviews
    Room was very modern and spacious, with an absolutely incredible view from our window. Pool and relaxation area exceeded my expectations and we spend every evening there. Location within small village was perfect to get a remote feel but have access to food/vineyards nearby.
    Guest review by
    Aoife
    Young couple

  • Agriturismo Podere La Casa

    Holiday Rental in Montalcino
    Avg. price/night: US$313.77
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 146 reviews
    Outstanding Villa surrounded by vineyards We had an amazing stay in a beautiful traditional but modern renovated Villa in Tuscany
    Guest review by
    Susanne
    Family with young children

Research, refine and make plans for your whole trip

Hotels in Montalcino

Looking for an alternative to a holiday rental? Check out some of the best hotels in the city.

Farm Stays in Montalcino

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