Montalcino Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Montalcino vacation rentals

Property grounds

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is ￥1,105,221
￥1,198,097 total
includes taxes & fees
Feb 11 - Feb 12
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Terrace/patio

Antico Brunello

Antico Brunello
Montalcino
The price is ￥1,225,959
￥1,350,413 total
includes taxes & fees
Feb 11 - Feb 12
Antico Brunello
Exterior

Villa In Exclusive Use

Villa In Exclusive Use
Montalcino
The price is ￥696,794
￥696,794 total
includes taxes & fees
Mar 1 - Mar 2
Villa In Exclusive Use
Exterior

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (105 reviews)
"The building is lovely - traditional Italian construction with big Chestnut beams in the ceiling. The owner/manager is very pleasant and helpful. Overall, a very nice place to stay. "
Canada
Carl
Idolina Guest House
Exterior

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (90 reviews)
"Great location and excellent staff. "
Canada
Jacek
B&B Le Scalette di Piazza
Interior

Il Borghetto - La Ghibellina Townhouse, private apartment with balcony

Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
Castelnuovo dell'abate
9.0 out of 10, Wonderful, (2 reviews)
"Great location and a well maintained property"
United Kingdom
Matt D.
The price is ￥22,290
￥30,463 total
includes taxes & fees
Feb 13 - Feb 14
Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
Property entrance

Affittacamere Mariuccia

Affittacamere Mariuccia
Montalcino
9.0 out of 10, Wonderful, (11 reviews)
"The apartment was big enough, the owner very polite and helpful. But, there were bugs at our mattress... "
United Kingdom
Angeliki
Affittacamere Mariuccia
Terrace/patio

Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful stay "
United States
Marc
The price is ￥51,336
￥57,956 total
includes taxes & fees
Mar 10 - Mar 11
Borgo Lucignanello Bandini
Exterior detail

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 ￥37,150
￥42,537 total
includes taxes & fees
Feb 15 - Feb 16
Detached apartment
Dining

Podere Belsogno-camera Rosmarino

Podere Belsogno-camera Rosmarino
Montalcino
9.0 out of 10, Wonderful, (4 reviews)
"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 ￥22,290
￥26,006 total
includes taxes & fees
Feb 11 - Feb 12
Podere Belsogno-camera Rosmarino
Property grounds

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 ￥21,521
￥22,264 total
includes taxes & fees
Feb 19 - Feb 20
Room 'Camera Rossa' with Shared Terrace and Wi-Fi
1 bedroom, WiFi, bed sheets

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 ￥27,863
￥35,665 total
includes taxes & fees
Feb 11 - Feb 12
La Casetta di Nise - Charming Private spa in the Borgo
Exterior detail

The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views
Montalcino
9.6 out of 10, Exceptional, (17 reviews)
"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 ￥27,863
￥36,965 total
includes taxes & fees
Feb 11 - Feb 12
The Casetta di Brunello, quiet and breathtaking views
Pool

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is ￥27,863
￥62,227 total
includes taxes & fees
Mar 1 - Mar 2
Agritourism in val d'orcia
Outdoor dining

Il Borghetto - The House of Elba, rooftop panoramic terrace

Il Borghetto - The House of Elba, rooftop panoramic terrace
Castelnuovo dell'Abate
The price is ￥22,290
￥30,092 total
includes taxes & fees
Feb 11 - Feb 12
Il Borghetto - The House of Elba, rooftop panoramic terrace
Terrace/patio

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is ￥33,435
￥48,296 total
includes taxes & fees
Feb 11 - Feb 12
Charming Siena Countryside Stay
Outdoor dining

Podere Belsogno-apartment rose garden

Podere Belsogno-apartment rose garden
Montalcino
The price is ￥22,290
￥25,634 total
includes taxes & fees
Feb 11 - Feb 12
Podere Belsogno-apartment rose garden
Outdoor dining

Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda
Montalcino
10.0 out of 10, Exceptional, (4 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 ￥22,290
￥26,006 total
includes taxes & fees
Feb 11 - Feb 12
Podere Belsogno-camera Lavanda
Interior

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, (2 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 ￥83,484
￥154,123 total
includes taxes & fees
Feb 11 - Feb 12
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
2 bedrooms, free WiFi, bed sheets

Elegant Apartment with Panoramic Views and Portico

Elegant Apartment with Panoramic Views and Portico
Montalcino
The price is ￥151,655
￥151,655 total
includes taxes & fees
Mar 1 - Mar 2
Elegant Apartment with Panoramic Views and Portico
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 Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Perfect location … great quality/value … nice staff"
Alberto 2-night trip
Posted 8 days ago
Hotel Chiusarelli

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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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 Montalcino vacation home rental for your stay. It 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 a coffee 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 28 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 Chiana and Bosco della Ragnaia, 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.