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Brunello di Montalcino Wine Area Holiday Rentals

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Check prices for these dates

Tonight
11 Dec - 12 Dec
Tomorrow
12 Dec - 13 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Brunello di Montalcino Wine Area holiday rentals

Outdoor pool
Antico Brunello

Villa in Montalcino

Antico Brunello
The price is S$10,964
includes taxes & fees
20 Dec - 21 Dec
Antico Brunello
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Residence in Pienza

Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is S$300
includes taxes & fees
5 Jan - 6 Jan, 2026
Hotel San Gregorio
Lobby lounge
ApartHotel Anghel

Apartment in Siena

ApartHotel Anghel
8.4 out of 10, Very good, (334)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is S$107
includes taxes & fees
16 Dec - 17 Dec
ApartHotel Anghel
View from room
Abbadia Sicille Relais

Residence in Trequanda

Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is S$113
includes taxes & fees
14 Dec - 15 Dec
Abbadia Sicille Relais
View from room
Tuscasì Aparthotel

Aparthotel in Sovicille

Tuscasì Aparthotel
9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is S$105
includes taxes & fees
12 Dec - 13 Dec
Tuscasì Aparthotel
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Residence in Siena City Centre

Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (191)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Private kitchen
Regis Condo

Apartment in Siena City Centre

Regis Condo
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo
Front of property – evening/night
Casanova - Panoramic Rooms and Suites

Residence in San Quirico d'Orcia

Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
Casanova - Panoramic Rooms and Suites
Exterior
Camping Siena Colleverde

Camping in Scacciapensieri

Camping Siena Colleverde
3.0 star property
8.2 out of 10, Very good, (159)
"Safe, great proximity to Siena without being too close, nice pool."
United States
Martha
Camping Siena Colleverde
View from room
Residenza d'Epoca Palazzo Borghesi

Residence in Siena City Centre

Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is S$275
includes taxes & fees
6 Jan - 7 Jan, 2026
Residenza d'Epoca Palazzo Borghesi
Free WiFi, bed sheets
Bellarmino Boutique Apartments

Apartment in Montepulciano

Bellarmino Boutique Apartments
6.0 out of 10, (1)
"Heat didnt work, it was FREEZING. Contact didnt seem to be local, seemed like they were managing remotely and couldnt or wouldnt send anyone to help. Nor did they really seem to care. Beautiful area though!"
United States
JON
The price is S$147
includes taxes & fees
11 Jan - 12 Jan, 2026
Bellarmino Boutique Apartments
Lobby
Residenza Fabroni

Residence in Montepulciano

Residenza Fabroni
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is S$142
includes taxes & fees
15 Dec - 16 Dec
Residenza Fabroni
Property entrance
Il Tosco

Residence in Montepulciano

Il Tosco
10.0 out of 10, Exceptional, (115)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
The price is S$377
includes taxes & fees
22 Dec - 23 Dec
Il Tosco
Terrace/patio
Borgo Argiano

Holiday Home in Castelnuovo Berardenga

Borgo Argiano
10.0 out of 10, Exceptional, (73)
"Borgo Argiano is a beautiful property, very well run by Dario and staff. We highly recommend staying there if you are interested in exploring the Tuscan region. The apartments are large and they stock the kitchen for convenience It is also a winery and you could get a tour was well as a tasting of the delicious wines."
United States
Aurora
Borgo Argiano
Premium bedding, Select Comfort beds, minibar, in-room safe
La Terrazza Sul Campo Rooming House

Residence in Siena City Centre

La Terrazza Sul Campo Rooming House
9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House
Exterior
Osteria del Borgo

Residence in Montepulciano

Osteria del Borgo
9.0 out of 10, Wonderful, (156)
"Staff and location were both excellent."
United States
Nicholas
Osteria del Borgo
Daily cooked-to-order breakfast (EUR 15 per person)
La Coroncina Lodging

Aparthotel in Siena

La Coroncina Lodging
10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is S$162
includes taxes & fees
19 Dec - 20 Dec
La Coroncina Lodging
Aerial view
Bosco della Spina

Residence in Murlo

Bosco della Spina
9.6 out of 10, Exceptional, (169)
"Views are amazing. Staff are very pleasant and helpful. "
Canada
Maureen
Bosco della Spina
Living area
Palazzo Lenzi

Apartment in Siena City Centre

Palazzo Lenzi
9.0 out of 10, Wonderful, (2)
"Very very nice. Enjoyed our stay. Air conditioning did not work well so a bit hot. But overall very nice. "
United States
Daniel
The price is S$335
includes taxes & fees
12 Dec - 13 Dec
Palazzo Lenzi
Living area
Casa Ciseri

Apartment in Siena City Centre

Casa Ciseri
9.8 out of 10, Exceptional, (9)
"Very nice stay!"
United States
Danielle
The price is S$379
includes taxes & fees
24 Dec - 25 Dec
Casa Ciseri
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

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo

10/10 Excellent
"We had a lovely stay here. It's a short drive from town and a beautiful property. We did a wine tasting of the delicious estate wines and a cooking class as well. The room is spacious, comfortable, and well decorated. The staff is really attentive and took great care of us, giving us advice on where to go, helping us get the car to town and make reservations, etc. We used the hot tub which was fantastic. Thanks for a great relaxing stay!"
Marysa 3-night trip
Posted 3 days ago
Villa Le Prata - Residenza del Vescovo

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