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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Brunello di Montalcino Wine Area holiday rentals

A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

1. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (101 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is ฿4,457
฿5,056 total
includes taxes & fees
23 Sept - 24 Sept
B&B Le Scalette di Piazza
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

2. Palazzo Saloni

Palazzo Saloni
Montalcino
9.8 out of 10, Exceptional, (8 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ฿11,785
฿13,347 total
includes taxes & fees
21 Sept - 22 Sept
Palazzo Saloni
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

3. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"Felt like home. The central kitchen / coffee area felt like home."
United States
Bradley
The price is ฿3,165
฿3,788 total
includes taxes & fees
23 Sept - 24 Sept
Idolina Guest House
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

4. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.6 out of 10, Exceptional, (15 reviews)
"The apartments and pool are fantastic. The location and breakfast boxes are perfect. The only real complaint was the parking lot was difficult to manage even in a smaller SUV. Staff were extremely communicative and made everything very easy for us."
United States
Ryan
The price is ฿5,494
฿6,351 total
includes taxes & fees
12 Oct - 13 Oct
Corte Francigena - Apartments
An interior courtyard with stone columns, arches, and a mosaic.

5. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (117 reviews)
"It was very well located ."
Canada
Marlenne
The price is ฿5,474
฿6,175 total
includes taxes & fees
23 Sept - 24 Sept
Meublé Il Riccio
A patio area with outdoor seating, potted plants, and a view of the landscape.

6. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (66 reviews)
"A fantastic stay in such a beautiful part of Tuscany. Hosts were friendly and went out of their way to help. Breakfast was lovely and the room was clean and comfortable. Would highly recommend!"
United Kingdom
Christopher
The price is ฿3,724
฿5,053 total
includes taxes & fees
4 Oct - 5 Oct
Affitacamere Maria Gabriella
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

7. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (155 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ฿7,186
฿8,135 total
includes taxes & fees
10 Oct - 11 Oct
Hotel San Gregorio
A bakery display with pastries and a coffee station.

8. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (208 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is ฿3,888
฿4,431 total
includes taxes & fees
27 Sept - 28 Sept
B&B Il Corso
A historic building with a tower, a courtyard, and a well-lit entrance.

9. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (181 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ฿4,610
฿5,186 total
includes taxes & fees
12 Oct - 13 Oct
Abbadia Sicille Relais
A crowded restaurant with brick walls and multiple tables and chairs.

10. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is ฿7,438
฿8,336 total
includes taxes & fees
27 Sept - 28 Sept
La Locanda di San Francesco
A traditional stone building with a courtyard, a staircase, and potted plants.

11. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is ฿3,497
฿4,000 total
includes taxes & fees
5 Oct - 6 Oct
Il Pozzo di Sant'Andrea
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

12. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is ฿4,518
฿5,123 total
includes taxes & fees
23 Sept - 24 Sept
Bed & Breakfast Vicolo dell'Oste
A stone courtyard with a bench, potted plants, and a building in the background.

13. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is ฿4,180
฿4,713 total
includes taxes & fees
17 Oct - 18 Oct
Casa di Campagna in Toscana
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

14. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is ฿5,318
฿5,849 total
includes taxes & fees
21 Sept - 22 Sept
Villa di Sotto
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

15. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (49 reviews)
"Our stay was great. "
United States
Elena
The price is ฿7,982
฿8,934 total
includes taxes & fees
6 Oct - 7 Oct
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A table with two wine glasses, a bottle, and a book.

16. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is ฿2,270
฿2,651 total
includes taxes & fees
11 Oct - 12 Oct
Domus il Palio B&B
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

17. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (178 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is ฿2,902
฿3,499 total
includes taxes & fees
15 Oct - 16 Oct
Bosco della Spina
A poolside area with two glasses of water, candles, and a stone pathway.

18. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (95 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is ฿6,138
฿6,905 total
includes taxes & fees
20 Sept - 21 Sept
Casanova - Panoramic Rooms and Suites
A terrace with a table set for breakfast, overlooking a scenic landscape.

19. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (43 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ฿6,506
฿7,310 total
includes taxes & fees
6 Oct - 7 Oct
Delcorto Suites
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

20. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (218 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is ฿7,920
฿8,866 total
includes taxes & fees
30 Sept - 1 Oct
Il Battistero Siena - Residenza d'Epoca
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

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"
Roberto 2-night trip
Posted 5 hours ago
La Certosa di Pontignano

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