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

Montalcino Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Montalcino holiday rentals

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

1. 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 HK$2,049
HK$2,342 total
includes taxes & fees
2 Nov - 3 Nov
Palazzo Saloni
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 HK$937
HK$1,066 total
includes taxes & fees
8 Nov - 9 Nov
B&B Le Scalette di Piazza
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

3. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"A truly special place!"
United States
Jaiden
The price is HK$604
HK$734 total
includes taxes & fees
14 Nov - 15 Nov
Idolina Guest House
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

4. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.6 out of 10, Exceptional, (22 reviews)
"The unit is very clean, awesome breakfast, beautiful view"
Canada
Ivan
The price is HK$952
HK$1,118 total
includes taxes & fees
9 Nov - 10 Nov
Corte Francigena - Apartments
A narrow street with outdoor seating, potted plants, and traditional buildings.

5. 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
Room 'Camera Rossa' with Shared Terrace and Wi-Fi
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 HK$1,056
HK$1,232 total
includes taxes & fees
2 Nov - 3 Nov
Podere Belsogno-camera Lavanda
A stone building with a large arched door, a metal railing, and a gravel pathway.

7. 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.
Detached apartment
A terrace with a table set for tea, featuring a teapot, cups, and pastries. A clock tower is visible in the background.

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

Charming apartment in the historic center with a large terrace and a 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 a large terrace and a beautiful view
A view of a hillside with a building, trees, and a clear sky.

9. 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 HK$2,146
HK$2,181 total
includes taxes & fees
3 Nov - 4 Nov
Apartment 'Casa Francesca' with Hills View & Courtyard
A modern dining area with a wooden table, chairs, and a vase of flowers.

10. Divina Suite Montalcino & Wine Experience

Divina Suite Montalcino & Wine Experience
Montalcino
Divina Suite Montalcino & Wine Experience
A narrow stone corridor with a vaulted ceiling, leading to a room with a long table and chairs.

11. 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.
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
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 HK$1,322
HK$1,798 total
includes taxes & fees
3 Nov - 4 Nov
The Casetta di Brunello, quiet and breathtaking views
A narrow stone alley with potted plants and benches.

13. The House of Alice, charm and relaxation

The House of Alice, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (78 reviews)
"Stunning location in a beautiful part of the country."
United States
Robert S.
The price is HK$1,322
HK$1,798 total
includes taxes & fees
1 Nov - 2 Nov
The House of Alice, charm and relaxation
A rustic dining area with a brick fireplace, wooden furniture, and hanging lanterns.

14. Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful stay "
United States
Marc
The price is HK$2,685
HK$3,042 total
includes taxes & fees
8 Nov - 9 Nov
Borgo Lucignanello Bandini
An outdoor patio with tables and chairs, surrounded by greenery and a scenic view of hills and fields.

15. 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 HK$1,056
HK$1,214 total
includes taxes & fees
22 Oct - 23 Oct
Podere Belsogno—Rose Garden Apartment
A stone building with a sign reading "Borgo di Mezzo".

16. The Gelda house, relax with a view

The Gelda house, relax with a view
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (15 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is HK$880
HK$1,249 total
includes taxes & fees
2 Nov - 3 Nov
The Gelda house, relax with a view
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.

17. Il Borghetto - La Ghibellina Townhouse, Private Apartment with Balcony

Il Borghetto - La Ghibellina Townhouse, Private Apartment with Balcony
Castelnuovo dell'abate
9.6 out of 10, Exceptional, (4 reviews)
"Great location and a well maintained property"
United Kingdom
Matt D.
The price is HK$1,058
HK$1,445 total
includes taxes & fees
30 Oct - 31 Oct
Il Borghetto - La Ghibellina Townhouse, Private Apartment with Balcony
A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

18. Agritourism in Val d'Orcia

Agritourism in Val d'Orcia
montalcino
The price is HK$1,322
HK$2,987 total
includes taxes & fees
22 Oct - 23 Oct
Agritourism in Val d'Orcia
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 traveller
Apartment "La Porticina" with Wi-Fi & A/C
A terrace with a table set for breakfast, overlooking a mountainous landscape.

20. Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views
Castelnuovo dell'Abate
10.0 out of 10, Exceptional, (1 review)
"Il Borghetto is a renovated house in the little village of Castelnuovo dell'Abate, one of the medieval hilltop villages in the UNESCO world heritage-listed Val D'Orcia. It is charming and the beds are very comfortable, but be prepared to take luggage up a steep street to the front door and then steep stairs to both bedrooms. Each bedroom is on a different floor so there is considerable privacy. The piece de la resistance is the rooftop terrace, with 180 degree panoramic views over the valley and...
Australia
Judith F.
The price is HK$1,058
HK$1,445 total
includes taxes & fees
24 Oct - 25 Oct
Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montalcino Hotel Reviews

Montalcino: Private villa in the heart of Tuscany, private pool, A/C

Montalcino: Private villa in the heart of Tuscany, private pool, A/C

10/10 Excellent
"Really nice property nice pool and amazing views."
William S. 5-night trip
Posted 4 hours ago
Montalcino: Private villa in the heart of Tuscany, private pool, A/C

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 holiday rentals in Montalcino?

Yes, there are holiday rentals in Montalcino close to Bosco della Ragnaia, or you can select 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 are some of the best holiday rentals that Montalcino has to offer?

Borgo Argiano: This holiday home rental outside of Montalcino is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library. Another good choice for your trip to Montalcino is The House of Alice, charm and relaxation.

How many holiday rentals are there in Montalcino?

With 32 Expedia holiday rentals, you're guaranteed 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 holiday rental in Montalcino like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montalcino. Holiday rentals offer amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.