A grassy field with a group of people walking and a person running.

Brunello di Montalcino Wine Area Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Brunello di Montalcino Wine Area vacation rentals

Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Excellent boutique hotel with a very welcoming staff. Rooms were wonderful. Location was terrific - very easy short walk to restaurants in town. Would highly recommend"
United States
BRIAN
The price is CA $460
CA $519 total
includes taxes & fees
Jul 24 - Jul 25
Palazzo Saloni

Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (7 reviews)
"Loved everything about my stay"
United States
Svetlana
The price is CA $237
CA $277 total
includes taxes & fees
Jul 27 - Jul 28
Corte Francigena - Apartments

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (96 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is CA $201
CA $227 total
includes taxes & fees
Jul 6 - Jul 7
B&B Le Scalette di Piazza

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is CA $243
CA $554 total
includes taxes & fees
Jul 5 - Jul 6
Agritourism in val d'orcia

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (115 reviews)
"This is a wonderful B&B that is part of the historic district. Sloping uneven floors, which is the charm of having the chance to stay in a piece of history. A very comfortable room, with breakfast at a cafe nearby. Parking option is nearby, just talk with your host who is so helpful. Wonderful location to walk and enjoy all the town has to offer."
United States
Sophie
The price is CA $133
CA $159 total
includes taxes & fees
Jul 26 - Jul 27
Idolina Guest House

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, (3 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 CA $809
CA $1,431 total
includes taxes & fees
Aug 1 - Aug 2
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Sant'Antimo Montalcino Holiday Home with Garden View and Private Parking

Sant'Antimo Montalcino Holiday Home with Garden View and Private Parking
Montalcino
The price is CA $284
CA $290 total
includes taxes & fees
Jul 14 - Jul 15
Sant'Antimo Montalcino Holiday Home with Garden View and Private Parking

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 CA $593
CA $600 total
includes taxes & fees
Jul 14 - Jul 15
Apartment "La Porticina" with Wi-Fi & A/C

Podere Giardino Wine & Bed – Ginepro Apartment: Country House with Pool, Wi-Fi & AC

Podere Giardino Wine & Bed – Ginepro Apartment: Country House with Pool, Wi-Fi & AC
Montalcino
8.0 out of 10, Very good, (2 reviews)
"Pros: Uitzicht, helaas op twee houten eetstoelen, geen makkelijke stoelen beschikbaar. Cons: Te klein"
Netherlands
Anonymous traveller
The price is CA $519
CA $541 total
includes taxes & fees
Jul 30 - Jul 31
Podere Giardino Wine & Bed – Ginepro Apartment: Country House with Pool, Wi-Fi & AC

Apartment 'Podere Il Tigliolo Sulla' with Shared Pool, Private Terrace and Wi-Fi

Apartment 'Podere Il Tigliolo Sulla' with Shared Pool, Private Terrace and Wi-Fi
Castiglione d'Orcia
The price is CA $365
CA $372 total
includes taxes & fees
Jul 5 - Jul 6
Apartment 'Podere Il Tigliolo Sulla' with Shared Pool, Private Terrace and Wi-Fi

Apartment "Casa Vacanze del Borgo" with Garden and Wi-Fi

Apartment "Casa Vacanze del Borgo" with Garden and Wi-Fi
Montalcino
8.0 out of 10, Very good, (3 reviews)
"Felt like we were staying at grandma’s house. Vintage from start to finish. Kitchen could be more organized and better equipped. Nice living space. Beautiful sunrise looking over the olive trees."
United States
Emil K.
The price is CA $184
CA $190 total
includes taxes & fees
Jul 5 - Jul 6
Apartment "Casa Vacanze del Borgo" with Garden and Wi-Fi

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

Room 'Camera Verde' with Shared Terrace and Wi-Fi
Montalcino
The price is CA $217
CA $224 total
includes taxes & fees
Jul 5 - Jul 6
Room 'Camera Verde' with Shared Terrace and Wi-Fi

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is CA $9,565
CA $10,375 total
includes taxes & fees
Jul 6 - Jul 7
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

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 CA $217
CA $224 total
includes taxes & fees
Jul 5 - Jul 6
Room 'Camera Rossa' with Shared Terrace and Wi-Fi

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 CA $712
CA $718 total
includes taxes & fees
Jul 13 - Jul 14
Apartment 'Casa Francesca' with Hills View & Courtyard

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
5.0 out of 10, (2 reviews)
"Appartamento vecchio stile ma molto spazioso e con tutto quello che serve, posizione ottima "
Italy
Marco R.
The price is CA $160
CA $280 total
includes taxes & fees
Jul 9 - Jul 10
Charming apartment in the historic center with large terrace and beautiful view

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 CA $324
CA $366 total
includes taxes & fees
Jul 10 - Jul 11
Detached apartment

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 CA $195
CA $224 total
includes taxes & fees
Jul 7 - Jul 8
Podere Belsogno-apartment rose garden

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 CA $195
CA $227 total
includes taxes & fees
Jul 7 - Jul 8
Podere Belsogno-camera Lavanda

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 CA $273
CA $279 total
includes taxes & fees
Jul 9 - Jul 10
Room 'Camera Beige' - Beb del Musico with Private Terrace, Balcony 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Brunello di Montalcino Wine Area Hotel Reviews

Find out more about Brunello di Montalcino Wine Area

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Brunello di Montalcino Wine Area. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia