Montalcino Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Montalcino holiday rentals

Property grounds
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

Villa in Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
The price is HK$54,365
HK$58,933 total
includes taxes & fees
14 Dec - 15 Dec
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Terrace/patio
Antico Brunello

Villa in Montalcino

Antico Brunello
The price is HK$60,304
HK$66,425 total
includes taxes & fees
22 Dec - 23 Dec
Antico Brunello
Exterior
B&B Le Scalette di Piazza

Townhouse in Montalcino

B&B Le Scalette di Piazza
9.4 out of 10, Exceptional, (90)
"Great location and excellent staff. "
Canada
Jacek
B&B Le Scalette di Piazza
Exterior
Idolina Guest House

Townhouse in Montalcino

Idolina Guest House
9.4 out of 10, Exceptional, (105)
"The room met our expectations. Fulvia welcomed us and provided all info we needed. She was lovely and the room spacious and cosy. The location was perfect for our needs and we were very pleased."
United Kingdom
Kathrin
Idolina Guest House
Front of property
Corte Francigena

Apartment in Montalcino

Corte Francigena
9.8 out of 10, Exceptional, (6)
"Loved everything about my stay"
United States
Svetlana
The price is HK$1,288
HK$1,527 total
includes taxes & fees
24 Dec - 25 Dec
Corte Francigena
Interior
Il Borghetto - La Ghibellina Townhouse, private apartment with balcony

Apartment in Castelnuovo dell'abate

Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
9.0 out of 10, Wonderful, (2)
"Great location and a well maintained property"
United Kingdom
Matt D.
The price is HK$1,096
HK$1,480 total
includes taxes & fees
15 Dec - 16 Dec
Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
Outdoor dining
Il Borghetto - The House of Elba, rooftop panoramic terrace

Holiday Home in Castelnuovo dell'Abate

Il Borghetto - The House of Elba, rooftop panoramic terrace
The price is HK$1,096
HK$1,489 total
includes taxes & fees
2 Jan - 3 Jan 2026
Il Borghetto - The House of Elba, rooftop panoramic terrace
Dining
Podere Belsogno-camera Rosmarino

Holiday Home in Montalcino

Podere Belsogno-camera Rosmarino
9.0 out of 10, Wonderful, (4)
"Owners live on property and were very helpful for our first visit to beautiful Montalcino in Tuscany. Spotless apartment. Walking to city center which is just lovely. Beautiful setting. We would return."
United States
Larry V.
The price is HK$1,097
HK$1,279 total
includes taxes & fees
26 Dec - 27 Dec
Podere Belsogno-camera Rosmarino
Outdoor dining
Podere Belsogno-apartment rose garden

Apartment in Montalcino

Podere Belsogno-apartment rose garden
The price is HK$1,097
HK$1,261 total
includes taxes & fees
26 Dec - 27 Dec
Podere Belsogno-apartment rose garden
Terrace/patio
Charming Siena Countryside Stay

Holiday Home in Monterongriffoli

Charming Siena Countryside Stay
The price is HK$1,645
HK$2,385 total
includes taxes & fees
16 Dec - 17 Dec
Charming Siena Countryside Stay
Outdoor dining
Charming apartment in the historic center with large terrace and beautiful view

Apartment in Montalcino

Charming apartment in the historic center with large terrace and beautiful view
8.0 out of 10, Very good, (1)
"Appartamento vecchio stile ma molto spazioso e con tutto quello che serve, posizione ottima "
Italy
Marco R.
The price is HK$905
HK$1,572 total
includes taxes & fees
19 Dec - 20 Dec
Charming apartment in the historic center with large terrace and beautiful view
Interior
Apartment 'Casa Francesca' with Hills View & Courtyard

Apartment in Montalcino

Apartment 'Casa Francesca' with Hills View & Courtyard
10.0 out of 10, Exceptional, (2)
"Clean property and amazing view. Great location "
United States
Angela B.
The price is HK$1,337
HK$1,374 total
includes taxes & fees
24 Dec - 25 Dec
Apartment 'Casa Francesca' with Hills View & Courtyard
Property grounds
Room 'Camera Beige' - Beb del Musico with Private Terrace, Balcony and Wi-Fi

Apartment in Montalcino

Room 'Camera Beige' - Beb del Musico with Private Terrace, Balcony and Wi-Fi
10.0 out of 10, Exceptional, (1)
"Host is very nice. The view is stunning. "
United States
Yufen Bebie W.
The price is HK$1,226
HK$1,263 total
includes taxes & fees
26 Dec - 27 Dec
Room 'Camera Beige' - Beb del Musico with Private Terrace, Balcony and Wi-Fi
Outdoor dining
Podere Belsogno-camera Lavanda

Holiday Home in Montalcino

Podere Belsogno-camera Lavanda
10.0 out of 10, Exceptional, (4)
"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$1,096
HK$1,279 total
includes taxes & fees
3 Jan - 4 Jan 2026
Podere Belsogno-camera Lavanda
Pool
Agritourism in val d'orcia

Holiday Home in montalcino

Agritourism in val d'orcia
The price is HK$1,371
HK$3,116 total
includes taxes & fees
14 Dec - 15 Dec
Agritourism in val d'orcia
Exterior detail
The Casetta di Brunello, quiet and breathtaking views

Holiday Home in Montalcino

The Casetta di Brunello, quiet and breathtaking views
9.6 out of 10, Exceptional, (17)
"Very beautiful location, clean exactly represented as advertised. A little limited for local eating. We cooked dinner in. Would recommend it to others. Cheers"
United States
David & Teri B.
The price is HK$1,371
HK$1,855 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Casetta di Brunello, quiet and breathtaking views
Terrace/patio
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning

Holiday Home in Montalcino

Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
7.0 out of 10, Good, (2)
"The home was lovely, location difficult to get to by car and difficult to find transportation. "
United States
Liz C.
The price is HK$3,120
HK$3,157 total
includes taxes & fees
7 Jan - 8 Jan 2026
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
Exterior detail
Detached apartment

Apartment in Montalcino

Detached apartment
10.0 out of 10, Exceptional, (1)
"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$1,828
HK$2,056 total
includes taxes & fees
14 Dec - 15 Dec
Detached apartment
Interior
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Holiday Home in Montalcino

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
10.0 out of 10, Exceptional, (2)
"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
1 bedroom, WiFi, bed sheets
La Casetta di Nise - Charming Private spa in the Borgo

Apartment in Castelnuovo dell'Abate

La Casetta di Nise - Charming Private spa in the Borgo
8.0 out of 10, Very good, (1)
"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 HK$1,828
HK$2,312 total
includes taxes & fees
15 Dec - 16 Dec
La Casetta di Nise - Charming Private spa in the Borgo
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

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo

10/10 Excellent
"We had a lovely stay here. It's a short drive from town and a beautiful property. We did a wine tasting of the delicious estate wines and a cooking class as well. The room is spacious, comfortable, and well decorated. The staff is really attentive and took great care of us, giving us advice on where to go, helping us get the car to town and make reservations, etc. We used the hot tub which was fantastic. Thanks for a great relaxing stay!"
Marysa 3-night trip
Posted 5 days ago
Villa Le Prata - Residenza del Vescovo

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 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?

The House of Alice, charm and relaxation: This highly rated holiday home rental in Montalcino is located in a rural location, and has a fireplace, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. Kick off your shoes and enjoy yourself with a garden and a selection of books. Our travellers also rate Enchanting tuscan house, private garden, wellness, stunning views, easy to reach as a favourite home for rent in Montalcino.

How many holiday rentals are there in Montalcino?

With 34 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.