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

Holiday Homes in Brunello di Montalcino Wine Area

  • 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 holiday homes

1. Alice's House, charm and relaxation

Alice's House, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (79 reviews)
"Stunning location in a beautiful part of the country."
United States
Robert S.
The price is NZ$383
includes taxes & fees
8 Nov - 9 Nov
Alice's House, charm and relaxation

2. The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views
Montalcino
9.6 out of 10, Exceptional, (24 reviews)
"We loved our stay, the beautiful views and quiet neighborhood were just amazing."
United States
MICHAEL H.
The price is NZ$381
includes taxes & fees
15 Nov - 16 Nov
The Casetta di Brunello, quiet and breathtaking views

3. Casa Gelda, relax with a view.

Casa Gelda, relax with a view.
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (15 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is NZ$259
includes taxes & fees
17 Nov - 18 Nov
Casa Gelda, relax with a view.

4. 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 NZ$255
includes taxes & fees
20 Nov - 21 Nov
Podere Belsogno-camera Lavanda

5. Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views
Castelnuovo dell'Abate
10.0 out of 10, Exceptional, (1 review)
"Il Borghetto is a renovated house in the little village of Castelnuovo dell'Abate, one of the medieval hilltop villages in the UNESCO world heritage-listed Val D'Orcia. It is charming and the beds are very comfortable, but be prepared to take luggage up a steep street to the front door and then steep stairs to both bedrooms. Each bedroom is on a different floor so there is considerable privacy. The piece de la resistance is the rooftop terrace, with 180 degree panoramic views over the valley and...
Australia
Judith F.
The price is NZ$311
includes taxes & fees
12 Nov - 13 Nov
Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

6. A typical Tuscan country house

A typical Tuscan country house
Montalcino
The price is NZ$246
includes taxes & fees
14 Nov - 15 Nov
A typical Tuscan country house

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

Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Podere Giardino is an amazing place to stay. You need a car but that’s true anywhere in Tuscany. Our apartment “Glicine” was 2 bedrooms and 2 bathrooms - a ton of space. It was clean and had absolutely everything you need to enjoy your stay. Super well stocked kitchen to cook a great meal. The pool was a highlight for us as it was hot outside and was very peaceful. We toured Italy for a month and this place was our favourite - truly a paradise away from the crowds. Ah the Tuscan...
Canada
Patrick D.
The price is NZ$941
includes taxes & fees
30 Nov - 1 Dec
Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC

8. 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, (5 reviews)
"Super property! Will recommend to anyone. Fully operational properly, excellent location with so many restaurants around. We had a great time!"
United States
Shree S.
The price is NZ$2,332
includes taxes & fees
9 Nov - 10 Nov
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

9. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (12 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is NZ$231
includes taxes & fees
9 Nov - 10 Nov
"Il Focolare" Superior Apartment in Monticchiello

10. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
Monteroni d'Arbia
The price is NZ$223
includes taxes & fees
23 Nov - 24 Nov
Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

11. Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is NZ$694
includes taxes & fees
20 Nov - 21 Nov
Charming Siena Countryside Stay

12. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
The price is NZ$267
includes taxes & fees
8 Nov - 9 Nov
Exclusive Stone Tower.

13. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

A cozy, Tuscan-style apartment perfect for families. Pets Allowed
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"This refurbished cottage is a hidden gem, surrounded by fruit trees on a hillside facing Siena. You’ll need a car — it s about a 5-minute drive on a steep, narrow, winding road to get to the stores by the freeway. The cottage was bigger than we were expecting, with a small but well-equipped kitchen. The host turned on the AC in anticipation of our arrival. There are two bedrooms on the main floor with AC, and a fourth bed in a loft."
United States
Shanti R.
The price is NZ$352
includes taxes & fees
8 Nov - 9 Nov
A cozy, Tuscan-style apartment perfect for families. Pets Allowed

14. Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi

Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
Poggiobrucoli
The price is NZ$507
includes taxes & fees
9 Nov - 10 Nov
Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi

15. Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza
Bagni San Filippo
10.0 out of 10, Exceptional, (1 review)
"Terme House is just as described. It had all of the amenities mentioned and was clean. We wanted a place just off ss2 - perfect location and quiet town. 5 stars!!!"
United States
Lori
The price is NZ$269
includes taxes & fees
9 Nov - 10 Nov
Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

16. Vacation in Poggettone

Vacation in Poggettone
Monteroni d'Arbia
The price is NZ$413
includes taxes & fees
1 Dec - 2 Dec
Vacation in Poggettone

17. Eagle House

Eagle House
CHIANCIANO
10.0 out of 10, Exceptional, (3 reviews)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is NZ$517
includes taxes & fees
8 Nov - 9 Nov
Eagle House

18. Double room with private bathroom in the countryside, 5 minutes from Montepulciano

Double room with private bathroom in the countryside, 5 minutes from Montepulciano
Toscana
The price is NZ$307
includes taxes & fees
7 Dec - 8 Dec
Double room with private bathroom in the countryside, 5 minutes from Montepulciano

19. Renovated Tuscan-style country house

Renovated Tuscan-style country house
Castel del Piano
The price is NZ$879
includes taxes & fees
8 Nov - 9 Nov
Renovated Tuscan-style country house

20. Detached house with a garden, just a few minutes from the Abbey of San Galgano

Detached house with a garden, just a few minutes from the Abbey of San Galgano
Toscana
10.0 out of 10, Exceptional, (1 review)
"Petite maison cosy et juste parfaite pour deux personnes. La localisation est très bonne, à l’entrée du village de Monticiano. L’accueil a été enthousiaste et la communication très fluide. Merci pour ce beau séjour ! On recommande !"
United States
Julie M.
The price is NZ$229
includes taxes & fees
8 Dec - 9 Dec
Detached house with a garden, just a few minutes from the Abbey of San Galgano
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

Brunello di Montalcino Wine Area Holiday Homes information

Number of reviews
139
Accommodation
324 Holiday Homes
Lowest Price
NZ$223
Highest Price
NZ$2,332

Explore a world of travel with Expedia