Brunello di Montalcino Wine Area Vacation Rentals

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Our top choices for Brunello di Montalcino Wine Area vacation rentals

Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (6 reviews)
"Loved everything about my stay"
United States
Svetlana
The price is CA $224
CA $265 total
includes taxes & fees
May 26 - May 27
Corte Francigena - Apartments

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (93 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is CA $194
CA $220 total
includes taxes & fees
Jun 16 - Jun 17
B&B Le Scalette di Piazza

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (113 reviews)
"Excellent service, ideal location"
United Kingdom
Nigel
The price is CA $172
CA $202 total
includes taxes & fees
Jun 8 - Jun 9
Idolina Guest House

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is CA $9,431
CA $10,230 total
includes taxes & fees
May 19 - May 20
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 $214
CA $221 total
includes taxes & fees
May 19 - May 20
Room 'Camera Rossa' with Shared Terrace and Wi-Fi

Podere Belsogno

Podere Belsogno
Montalcino
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 CA $559
CA $643 total
includes taxes & fees
May 25 - May 26
Podere Belsogno

Apartment 'Casa Francesca' with Hills View & Courtyard

Apartment 'Casa Francesca' with Hills View & Courtyard
Montalcino
10.0 out of 10, Exceptional, (2 reviews)
"Clean property and amazing view. Great location "
United States
Angela B.
The price is CA $526
CA $533 total
includes taxes & fees
May 19 - May 20
Apartment 'Casa Francesca' with Hills View & Courtyard

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 CA $192
CA $224 total
includes taxes & fees
May 25 - May 26
Podere Belsogno-camera Lavanda

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 $464
CA $470 total
includes taxes & fees
May 29 - May 30
Sant'Antimo Montalcino Holiday Home with Garden View and Private Parking

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is CA $240
CA $547 total
includes taxes & fees
May 19 - May 20
Agritourism in val d'orcia

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 $307
CA $313 total
includes taxes & fees
May 19 - May 20
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 $178
CA $184 total
includes taxes & fees
May 26 - May 27
Apartment "Casa Vacanze del Borgo" with Garden and Wi-Fi

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 $526
CA $533 total
includes taxes & fees
May 20 - May 21
Apartment "La Porticina" with Wi-Fi & A/C

Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning

Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
Montalcino
7.0 out of 10, Good, (2 reviews)
"The home was lovely, location difficult to get to by car and difficult to find transportation. "
United States
Liz C.
The price is CA $702
CA $708 total
includes taxes & fees
May 19 - May 20
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning

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 CA $192
CA $224 total
includes taxes & fees
May 25 - May 26
Podere Belsogno-camera Rosmarino

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 $320
CA $366 total
includes taxes & fees
May 20 - May 21
Detached apartment

Podere Belsogno-apartment rose garden

Podere Belsogno-apartment rose garden
Montalcino
The price is CA $192
CA $221 total
includes taxes & fees
May 25 - May 26
Podere Belsogno-apartment rose garden

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

Room 'Camera Verde' with Shared Terrace and Wi-Fi
Montalcino
The price is CA $214
CA $221 total
includes taxes & fees
May 19 - May 20
Room 'Camera Verde' with Shared Terrace and Wi-Fi

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 $269
CA $275 total
includes taxes & fees
May 19 - May 20
Room 'Camera Beige' - Beb del Musico with Private Terrace, Balcony and Wi-Fi

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (138 reviews)
"Beautiful quaint place to stay in Montepulciano. Stairs are doable to carry up luggage and the views of the valley are spectacular. Great location, can’t wait to stay again!"
Canada
Melissa
The price is CA $243
CA $274 total
includes taxes & fees
Jun 11 - Jun 12
La Locanda di San Francesco
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 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.

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