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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Montalcino vacation rentals

Front of property

1. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (117 reviews)
"Felt like home. The central kitchen / coffee area felt like home."
United States
Bradley
The price is ￥20,472
￥24,006 total
includes taxes & fees
Sep 17 - Sep 18
Idolina Guest House
Standard Double Room (La Piazza) | Desk, soundproofing, WiFi (free), bed sheets

2. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (100 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is ￥21,145
￥24,002 total
includes taxes & fees
Sep 9 - Sep 10
B&B Le Scalette di Piazza
Breakfast, lunch and dinner served

3. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (4 reviews)
"Amazing stay! The staff are exceptional- so helpful and kind with every aspect of the stay. The rooms are beautiful and lovely amenities upon arrival. Would definitely go back again!"
United States
Victoria
The price is ￥68,376
￥76,700 total
includes taxes & fees
Sep 27 - Sep 28
Palazzo Saloni
Exterior

4. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
10.0 out of 10, Exceptional, (12 reviews)
"was such a beautiful location I dont have anything bad to say about it...would definitely go again for a relaxing and tranquil stay - you definitely need a car to get there though and to go around.."
United States
Hanna
The price is ￥25,904
￥30,351 total
includes taxes & fees
Sep 13 - Sep 14
Corte Francigena - Apartments
Outdoor dining

5. 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 ￥22,273
￥25,985 total
includes taxes & fees
Sep 2 - Sep 3
Podere Belsogno-camera Lavanda
Outdoor dining

6. 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.
The price is ￥18,386
￥32,315 total
includes taxes & fees
Aug 29 - Aug 30
Charming apartment in the historic center with large terrace and beautiful view
Property grounds

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 ￥24,899
￥25,641 total
includes taxes & fees
Aug 29 - Aug 30
Room 'Camera Rossa' with Shared Terrace and Wi-Fi
Coffee/tea maker, fridge, microwave, oven

8. Coriander with Terrace

Coriander with Terrace
Montalcino
The price is ￥24,514
￥30,828 total
includes taxes & fees
Sep 9 - Sep 10
Coriander with Terrace
Outdoor dining

9. Podere Belsogno-apartment rose garden

Podere Belsogno-apartment rose garden
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 ￥22,286
￥25,629 total
includes taxes & fees
Aug 29 - Aug 30
Podere Belsogno-apartment rose garden
Exterior detail

10. 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 ￥37,143
￥42,343 total
includes taxes & fees
Aug 29 - Aug 30
Detached apartment
Interior

11. Bergamot with Garden

Bergamot with Garden
Montalcino
The price is ￥24,514
￥30,828 total
includes taxes & fees
Sep 8 - Sep 9
Bergamot with Garden
Pool

12. Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is ￥27,841
￥63,663 total
includes taxes & fees
Sep 1 - Sep 2
Agritourism in val d'orcia
Property grounds

13. A typical Tuscan country house

A typical Tuscan country house
Montalcino
The price is ￥13,364
￥23,015 total
includes taxes & fees
Sep 26 - Sep 27
A typical Tuscan country house
Interior

14. 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 ￥65,226
￥65,969 total
includes taxes & fees
Sep 1 - Sep 2
Apartment 'Casa Francesca' with Hills View & Courtyard
Property grounds

15. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is ￥1,007,479
￥1,100,283 total
includes taxes & fees
Sep 3 - Sep 4
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Terrace/patio

16. Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (13 reviews)
The price is ￥61,473
￥69,477 total
includes taxes & fees
Sep 8 - Sep 9
Borgo Lucignanello Bandini
Interior

17. 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 ￥167,047
￥250,571 total
includes taxes & fees
Sep 16 - Sep 17
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Exterior

18. Locanda di Montisi Piazza Room between the hills of Montalcino

Locanda di Montisi Piazza Room between the hills of Montalcino
Montisi
The price is ￥18,041
￥18,783 total
includes taxes & fees
Sep 26 - Sep 27
Locanda di Montisi Piazza Room between the hills of Montalcino
Property grounds

19. Room 'Camera Beige' - Beb del Musico with Private Terrace, Balcony and Wi-Fi

Room 'Camera Beige' - Beb del Musico with Private Terrace, Balcony and Wi-Fi
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Host is very nice. The view is stunning. "
United States
Yufen Bebie W.
The price is ￥31,255
￥31,998 total
includes taxes & fees
Sep 11 - Sep 12
Room 'Camera Beige' - Beb del Musico with Private Terrace, Balcony and Wi-Fi
Property grounds

20. Room 'Camera Verde' with Shared Terrace and Wi-Fi

Room 'Camera Verde' with Shared Terrace and Wi-Fi
Montalcino
The price is ￥24,913
￥25,656 total
includes taxes & fees
Sep 4 - Sep 5
Room 'Camera Verde' with Shared Terrace and Wi-Fi
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

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Great location, beautiful rooms, wonderful staff!"
Lisa 1-night trip
Posted 8 hours ago
Grand Hotel Continental Siena – Starhotels Collezione

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
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  • 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 home 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 an espresso maker. 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 33 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.