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

Montalcino Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Montalcino holiday 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 HK$976
HK$1,146 total
includes taxes & fees
17 Sept - 18 Sept
Idolina Guest House
Desk, soundproofing, free WiFi, 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 HK$1,058
HK$1,200 total
includes taxes & fees
14 Sept - 15 Sept
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 HK$3,492
HK$3,915 total
includes taxes & fees
7 Oct - 8 Oct
Palazzo Saloni
Exterior

4. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (13 reviews)
"The apartments and pool are fantastic. The location and breakfast boxes are perfect. The only real complaint was the parking lot was difficult to manage even in a smaller SUV. Staff were extremely communicative and made everything very easy for us."
United States
Ryan
The price is HK$1,354
HK$1,580 total
includes taxes & fees
5 Oct - 6 Oct
Corte Francigena - Apartments
Outdoor dining

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.
The price is HK$902
HK$1,585 total
includes taxes & fees
18 Sept - 19 Sept
Charming apartment in the historic center with large terrace and beautiful view
Property grounds

6. 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 HK$1,222
HK$1,258 total
includes taxes & fees
19 Sept - 20 Sept
Room 'Camera Rossa' with Shared Terrace and Wi-Fi
Outdoor dining

7. 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$1,093
HK$1,275 total
includes taxes & fees
8 Sept - 9 Sept
Podere Belsogno-camera Lavanda
Interior

8. Divina Suite Montalcino & Wine Experience

Divina Suite Montalcino & Wine Experience
Montalcino
The price is HK$1,639
HK$1,949 total
includes taxes & fees
7 Sept - 8 Sept
Divina Suite Montalcino & Wine Experience
Exterior detail

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 HK$1,821
HK$2,076 total
includes taxes & fees
7 Sept - 8 Sept
Detached apartment
Pool

10. Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is HK$1,366
HK$3,078 total
includes taxes & fees
7 Sept - 8 Sept
Agritourism in val d'orcia
Outdoor dining

11. 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
Podere Belsogno-apartment rose garden
Smart TV

12. Anise with Terrace

Anise with Terrace
Montalcino
Anise with Terrace
Property grounds

13. A typical Tuscan country house

A typical Tuscan country house
Montalcino
The price is HK$656
HK$1,129 total
includes taxes & fees
8 Sept - 9 Sept
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 HK$3,554
HK$3,590 total
includes taxes & fees
19 Sept - 20 Sept
Apartment 'Casa Francesca' with Hills View & Courtyard
Terrace/patio

15. Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (13 reviews)
"Beautiful stay "
United States
Marc
The price is HK$2,856
HK$3,233 total
includes taxes & fees
1 Oct - 2 Oct
Borgo Lucignanello Bandini
Property grounds

16. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is HK$49,429
HK$53,982 total
includes taxes & fees
7 Sept - 8 Sept
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
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 HK$8,196
HK$12,293 total
includes taxes & fees
25 Sept - 26 Sept
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Interior

18. 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
The price is HK$2,887
HK$2,924 total
includes taxes & fees
5 Oct - 6 Oct
Apartment "La Porticina" with Wi-Fi & A/C
Exterior

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

Locanda di Montisi Piazza Room between the hills of Montalcino
Montisi
Locanda di Montisi Piazza Room between the hills of Montalcino
Terrace/patio

20. Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is HK$2,732
HK$3,606 total
includes taxes & fees
6 Oct - 7 Oct
Charming Siena Countryside Stay
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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was also wonderful."
Georgina 4-night trip
Posted 16 hours ago
Precise Tale Poggio Alla Sala

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:

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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.