A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

Montalcino Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Montalcino vacation rentals

A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

1. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"Felt like home. The central kitchen / coffee area felt like home."
United States
Bradley
The price is ￥13,447
￥16,211 total
includes taxes & fees
Oct 27 - Oct 28
Idolina Guest House
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

2. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (105 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is ￥18,484
￥21,042 total
includes taxes & fees
Oct 14 - Oct 15
B&B Le Scalette di Piazza
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

3. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (11 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ￥39,914
￥45,676 total
includes taxes & fees
Nov 12 - Nov 13
Palazzo Saloni
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

4. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (19 reviews)
"The unit is very clean, awesome breakfast, beautiful view"
Canada
Ivan
The price is ￥17,419
￥20,580 total
includes taxes & fees
Nov 8 - Nov 9
Corte Francigena - Apartments
A terrace with a table set for tea, featuring a teapot, cups, and pastries. A clock tower is visible in the background.

5. Charming apartment in the historic center with large terrace and beautiful view

Charming apartment in the historic center with large terrace and beautiful view
Montalcino
4.0 out of 10, (3 reviews)
"Appartamento vecchio stile ma molto spazioso e con tutto quello che serve, posizione ottima "
Italy
Marco R.
Charming apartment in the historic center with large terrace and beautiful view
An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

6. Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda
Montalcino
10.0 out of 10, Exceptional, (5 reviews)
"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"
Austria
Johannes S.
The price is ￥21,239
￥24,779 total
includes taxes & fees
Nov 13 - Nov 14
Podere Belsogno-camera Lavanda
A narrow street with outdoor seating, potted plants, and traditional buildings.

7. Room 'Camera Rossa' with Shared Terrace and Wi-Fi

Room 'Camera Rossa' with Shared Terrace and Wi-Fi
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Host was very very kind and generous, very glad to have booked with her. No AC, but fan and open windows made it very comfortable"
United States
Sam
The price is ￥23,744
￥24,452 total
includes taxes & fees
Oct 14 - Oct 15
Room 'Camera Rossa' with Shared Terrace and Wi-Fi
An outdoor patio with tables and chairs, surrounded by greenery and a scenic view of hills and fields.

8. Podere Belsogno—Rose Garden Apartment

Podere Belsogno—Rose Garden Apartment
Montalcino
2.0 out of 10, (1 review)
"We stayed for six nights. Pros: clean, garden view is good. Cons: 1. When we are still sleeping at 10am, the staff unlock the door to come inside, it is so Scary. Lucky, we are still wearing clothes. 2. WiFi is unavailable. Staff do not reply message to solve. 3. Noisy at mid-nights ( TV sounds, lady laugh sounds, footsteps & refrigerator sounds) 4. The photo and description are misleading. There is not any bedroom. The photo is showed that the bedroom door is opening. In fact, the door...
Hong Kong SAR China
Tsz Yeung
The price is ￥21,278
￥24,470 total
includes taxes & fees
Oct 14 - Oct 15
Podere Belsogno—Rose Garden Apartment
A stone building with a large arched door, a metal railing, and a gravel pathway.

9. Detached apartment

Detached apartment
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Grand logement, propre et très bien situé. La ville et les restaurants facilement accessibles à pied. Lits confortables."
Canada
Isabelle M.
The price is ￥35,399
￥40,532 total
includes taxes & fees
Oct 16 - Oct 17
Detached apartment
A wooden bench with a white towel and two bottles of olive oil, a potted plant, and a view of a stone building with green shutters.

10. Il Borghetto - La Ghibellina Townhouse, private apartment with balcony

Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
Castelnuovo dell'abate
9.4 out of 10, Exceptional, (3 reviews)
"Great location and a well maintained property"
United Kingdom
Matt D.
The price is ￥21,239
￥29,027 total
includes taxes & fees
Oct 16 - Oct 17
Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
A modern dining area with a wooden table, chairs, and a vase of flowers.

11. Divina Suite Montalcino & Wine Experience

Divina Suite Montalcino & Wine Experience
Montalcino
The price is ￥36,638
￥42,302 total
includes taxes & fees
Oct 17 - Oct 18
Divina Suite Montalcino & Wine Experience
A stone building with a wooden door and two windows with shutters.

12. The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views
Montalcino
9.6 out of 10, Exceptional, (23 reviews)
"We loved our stay, the beautiful views and quiet neighborhood were just amazing."
United States
MICHAEL H.
The price is ￥26,549
￥36,107 total
includes taxes & fees
Nov 13 - Nov 14
The Casetta di Brunello, quiet and breathtaking views
A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

13. Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is ￥26,549
￥60,001 total
includes taxes & fees
Oct 14 - Oct 15
Agritourism in val d'orcia
A terrace with a table set for breakfast, overlooking a mountainous landscape.

14. Il Borghetto - The House of Elba, rooftop panoramic terrace

Il Borghetto - The House of Elba, rooftop panoramic terrace
Castelnuovo dell'Abate
The price is ￥21,239
￥29,027 total
includes taxes & fees
Nov 2 - Nov 3
Il Borghetto - The House of Elba, rooftop panoramic terrace
A view of a hillside with a building, trees, and a clear sky.

15. Apartment 'Casa Francesca' with Hills View & Courtyard

Apartment 'Casa Francesca' with Hills View & Courtyard
Montalcino
10.0 out of 10, Exceptional, (3 reviews)
"Clean property and amazing view. Great location "
United States
Angela B.
The price is ￥43,171
￥43,879 total
includes taxes & fees
Nov 3 - Nov 4
Apartment 'Casa Francesca' with Hills View & Courtyard
A pathway leading to a building with stone walls and a tree.

16. A typical Tuscan country house

A typical Tuscan country house
Montalcino
The price is ￥14,160
￥23,364 total
includes taxes & fees
Nov 13 - Nov 14
A typical Tuscan country house
A bedroom with a large bed, a wooden headboard, a walk-in closet, and a bathroom with a bathtub and vanity.

17. La Casetta di Nise - Charming Private spa in the Borgo

La Casetta di Nise - Charming Private spa in the Borgo
Castelnuovo dell'Abate
8.0 out of 10, Very good, (1 review)
"This property was beautiful once we were able to find it, check in was a breeze and we were able to check in early. Tub and sauna great but not enough towels (no washer on premisis) but beautiful area "
United States
P.J. B.
The price is ￥26,598
￥35,286 total
includes taxes & fees
Nov 1 - Nov 2
La Casetta di Nise - Charming Private spa in the Borgo
A rustic dining area with a brick fireplace, wooden furniture, and hanging lanterns.

18. Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful stay "
United States
Marc
The price is ￥54,572
￥61,799 total
includes taxes & fees
Oct 18 - Oct 19
Borgo Lucignanello Bandini
A modern kitchen with a white island, bar stools, a wooden ceiling, and artwork on the walls.

19. Apartment "La Porticina" with Wi-Fi & A/C

Apartment "La Porticina" with Wi-Fi & A/C
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Pros: The apartment was spacious and well equipped in a very rural location. The owner was super helpful. Would definitely recommend and would stay again. Appropriate for attending an event at Castello Banfi - as we did. Cons: Steep steps could be a problem for older guests."
United States
Anonymous traveler
The price is ￥58,279
￥58,987 total
includes taxes & fees
Oct 14 - Oct 15
Apartment "La Porticina" with Wi-Fi & A/C
A narrow stone corridor with a vaulted ceiling, leading to a room with a long table and chairs.

20. Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Montalcino
10.0 out of 10, Exceptional, (5 reviews)
"Absolutely the most stunning VRBO we have ever stayed at. Majestic In both stature and comfort. Every need anticipated and met. Communication with host and Valentina perfect. The standard of luxury located in a fairy tale setting! A must visit - we did not want to leave!! Cannot say enough about this special villa."
United States
Robert K.
The price is ￥159,295
￥238,412 total
includes taxes & fees
Oct 21 - Oct 22
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montalcino Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 9 hours ago
Hotel Italia

Find out more about Montalcino

Search for holiday rentals in Montalcino on Expedia! You can easily find your home rentals, villas, holiday apartments in Montalcino using one of the methods below:

  • View our selection of featured holiday rentals in Montalcino
  • Use the map to find apartments and other holiday homes in the Montalcino neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montalcino while they last

Look no further and take a look at our great range of rental properties in Montalcino!

Frequently asked questions

Are there vacation rentals in Montalcino?

Yes, you can find vacation rentals in Montalcino close to Bosco della Ragnaia, or you can choose a more secluded option if you're looking for a relaxing stay. Discover why Montalcino is known for its spas and countryside. While you're here, grab a bite or have a drink at the wineries.

What's the top vacation rental that Montalcino has to offer?

Borgo Argiano: You might want to consider this vacation rental near Montalcino, which is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library. Another good choice for your trip to Montalcino is The House of Alice, charm and relaxation.

How many vacation rentals are there in Montalcino?

With 32 Expedia vacation rentals, you're sure to find just the right place for your Montalcino stay.

What’s there to see and do in Montalcino?

Enjoy the outdoors at Val di Merse and Val di Chiana, or simply take in cultural attractions like Civic and Diocesan Museum of Sacred Art of Montalcino and Museum of Brunello. Other places in town to visit include Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi.

What’s a vacation rental in Montalcino like?

Vacation rentals are privately owned properties you can book for several days or longer in Montalcino. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.