Montalcino Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Montalcino vacation rentals

Exterior
B&B Le Scalette di Piazza

Townhouse in Montalcino

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

Townhouse in Montalcino

Idolina Guest House
2.0 star property
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
Property grounds
The Gelda house, relax with a view

Vacation Home in Castelnuovo dell'Abate

The Gelda house, relax with a view
9.6 out of 10, Exceptional, (14 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is ￥18,291
￥25,974 total
includes taxes & fees
Jan 10 - Jan 11
The Gelda house, relax with a view
Property grounds
The House of Alice, charm and relaxation

Vacation Home in Montalcino (SI)

The House of Alice, charm and relaxation
9.8 out of 10, Exceptional, (68 reviews)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
The price is ￥27,436
￥36,399 total
includes taxes & fees
Jan 12 - Jan 13
The House of Alice, charm and relaxation
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 reviews)
"Great location and a well maintained property"
United Kingdom
Matt D.
The price is ￥21,949
￥29,632 total
includes taxes & fees
Jan 10 - Jan 11
Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
Property entrance
Affittacamere Mariuccia

Townhouse in Montalcino

Affittacamere Mariuccia
2.0 star property
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
Antico Brunello

Villa in Montalcino

Antico Brunello
3.0 star property
The price is ￥1,207,204
￥1,329,753 total
includes taxes & fees
Jan 10 - Jan 11
Antico Brunello
Property grounds
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Villa in Montalcino

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
The price is ￥1,088,313
￥1,179,768 total
includes taxes & fees
Jan 10 - Jan 11
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Fridge, microwave, oven, stovetop
Montalcino Tuscany Home - Apartment "C" Terrace

Apartment in Montalcino

Montalcino Tuscany Home - Apartment "C" Terrace
Montalcino Tuscany Home - Apartment "C" Terrace
Outdoor dining
Podere Belsogno-camera Lavanda

Vacation Home in Montalcino

Podere Belsogno-camera Lavanda
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 ￥21,949
￥25,607 total
includes taxes & fees
Jan 12 - Jan 13
Podere Belsogno-camera Lavanda
Interior
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Vacation Home in Montalcino

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
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 ￥91,272
￥161,143 total
includes taxes & fees
Jan 23 - Jan 24
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
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 review)
"Appartamento vecchio stile ma molto spazioso e con tutto quello che serve, posizione ottima "
Italy
Marco R.
The price is ￥18,108
￥31,278 total
includes taxes & fees
Jan 10 - Jan 11
Charming apartment in the historic center with large terrace and beautiful view
Exterior detail
The Casetta di Brunello, quiet and breathtaking views

Vacation Home in Montalcino

The Casetta di Brunello, quiet and breathtaking views
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 ￥27,436
￥37,131 total
includes taxes & fees
Jan 11 - Jan 12
The Casetta di Brunello, quiet and breathtaking views
Outdoor dining
Podere Belsogno-apartment rose garden

Apartment in Montalcino

Podere Belsogno-apartment rose garden
The price is ￥21,949
￥25,241 total
includes taxes & fees
Jan 10 - Jan 11
Podere Belsogno-apartment rose garden
Dining
Podere Belsogno-camera Rosmarino

Vacation Home in Montalcino

Podere Belsogno-camera Rosmarino
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 ￥21,949
￥25,607 total
includes taxes & fees
Jan 10 - Jan 11
Podere Belsogno-camera Rosmarino
Property grounds
Room 'Camera Rossa' with Shared Terrace and Wi-Fi

Apartment in Montalcino

Room 'Camera Rossa' with Shared Terrace and Wi-Fi
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 ￥21,192
￥21,924 total
includes taxes & fees
Jan 10 - Jan 11
Room 'Camera Rossa' with Shared Terrace and Wi-Fi
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 review)
"Host is very nice. The view is stunning. "
United States
Yufen Bebie W.
The price is ￥24,537
￥25,269 total
includes taxes & fees
Jan 11 - Jan 12
Room 'Camera Beige' - Beb del Musico with Private Terrace, Balcony and Wi-Fi
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 reviews)
"Clean property and amazing view. Great location "
United States
Angela B.
The price is ￥42,828
￥43,560 total
includes taxes & fees
Feb 1 - Feb 2
Apartment 'Casa Francesca' with Hills View & Courtyard
Outdoor dining
Podere Belsogno

Vacation Home in Montalcino

Podere Belsogno
10.0 out of 10, Exceptional, (1 review)
"Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again."
Canada
David P.
The price is ￥64,018
￥72,615 total
includes taxes & fees
Jan 14 - Jan 15
Podere Belsogno
Outdoor dining
Il Borghetto - The House of Elba, rooftop panoramic terrace

Vacation Home in Castelnuovo dell'Abate

Il Borghetto - The House of Elba, rooftop panoramic terrace
The price is ￥21,949
￥29,632 total
includes taxes & fees
Jan 10 - Jan 11
Il Borghetto - The House of Elba, rooftop panoramic terrace
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was great! Lovely hotel "
Laura 2-night trip
Posted 6 days ago
Monastero di Cortona Hotel & Spa

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 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 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 electric kettle. 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 Val di Merse, 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.