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Brunello di Montalcino Wine Area Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Brunello di Montalcino Wine Area holiday rentals

A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

1. 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 NZ$217
includes taxes & fees
30 Oct - 31 Oct
Idolina Guest House
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

2. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (18 reviews)
"The unit is very clean, awesome breakfast, beautiful view"
Canada
Ivan
The price is NZ$295
includes taxes & fees
15 Oct - 16 Oct
Corte Francigena - Apartments
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

3. 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 NZ$265
includes taxes & fees
18 Oct - 19 Oct
B&B Le Scalette di Piazza
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

4. 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 NZ$612
includes taxes & fees
30 Oct - 31 Oct
Palazzo Saloni
A room with a large window, a mirror, and white orchids.

5. Montalcino your Tuscan home - Casa Vacanza Via Spagni 44

Montalcino your Tuscan home - Casa Vacanza Via Spagni 44
Montalcino
10.0 out of 10, Exceptional, (3 reviews)
"Amazing views, amazing little town… be in shape - the streets are steep!!!"
United States
Anonymous traveller
The price is NZ$245
includes taxes & fees
1 Oct - 2 Oct
Montalcino your Tuscan home - Casa Vacanza Via Spagni 44
An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

6. 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$282
includes taxes & fees
4 Oct - 5 Oct
Podere Belsogno-camera Lavanda
A terrace with a table set for tea, featuring a teapot, cups, and pastries. A clock tower is visible in the background.

7. 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
4.0 out of 10, (3 reviews)
"Appartamento vecchio stile ma molto spazioso e con tutto quello che serve, posizione ottima "
Italy
Marco R.
The price is NZ$345
includes taxes & fees
30 Sept - 1 Oct
Charming apartment in the historic center with large terrace and beautiful view
A narrow street with outdoor seating, potted plants, and traditional buildings.

8. 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 NZ$278
includes taxes & fees
30 Sept - 1 Oct
Room 'Camera Rossa' with Shared Terrace and Wi-Fi
A pathway leading to a building with stone walls and a tree.

9. A typical Tuscan country house

A typical Tuscan country house
Montalcino
The price is NZ$295
includes taxes & fees
4 Oct - 5 Oct
A typical Tuscan country house
A wooden bench with a white towel and two bottles of olive oil, a potted plant, and a view of a stone building with green shutters.

10. Il Borghetto - La Ghibellina Townhouse, private apartment with balcony

Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
Castelnuovo dell'abate
9.4 out of 10, Exceptional, (3 reviews)
"Great location and a well maintained property"
United Kingdom
Matt D.
The price is NZ$325
includes taxes & fees
30 Oct - 31 Oct
Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
A terrace with a table set for breakfast, overlooking a mountainous landscape.

11. Il Borghetto - The House of Elba, rooftop panoramic terrace

Il Borghetto - The House of Elba, rooftop panoramic terrace
Castelnuovo dell'Abate
The price is NZ$325
includes taxes & fees
27 Oct - 28 Oct
Il Borghetto - The House of Elba, rooftop panoramic terrace
An outdoor patio with tables and chairs, surrounded by greenery and a scenic view of hills and fields.

12. 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 NZ$278
includes taxes & fees
3 Oct - 4 Oct
Podere Belsogno-apartment rose garden
A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

13. Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is NZ$686
includes taxes & fees
5 Oct - 6 Oct
Agritourism in val d'orcia
A modern dining area with a wooden table, chairs, and a vase of flowers.

14. Divina Suite Montalcino & Wine Experience

Divina Suite Montalcino & Wine Experience
Montalcino
The price is NZ$490
includes taxes & fees
6 Oct - 7 Oct
Divina Suite Montalcino & Wine Experience
A stone building with a large arched door, a metal railing, and a gravel pathway.

15. 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.
Detached apartment
A modern kitchen with a white island, bar stools, a wooden ceiling, and artwork on the walls.

16. 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
Apartment "La Porticina" with Wi-Fi & A/C
A view of a hillside with a building, trees, and a clear sky.

17. 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.
Apartment 'Casa Francesca' with Hills View & Courtyard
A stone building with a covered outdoor area and a garden with purple flowers.

18. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is NZ$11,896
includes taxes & fees
19 Oct - 20 Oct
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
An outdoor seating area with a stone wall, a wooden door, and a table with chairs.

19. 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$943
includes taxes & fees
1 Oct - 2 Oct
Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC
A narrow stone corridor with a vaulted ceiling, leading to a room with a long table and chairs.

20. 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)
"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 NZ$2,645
includes taxes & fees
21 Oct - 22 Oct
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
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

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Todo estuvo perfecto, el hotel muy muy lindo, la piscina extraordinaria, la habitación Muy cómoda, el servicio impecable, pero no funcionó el wifi en la habitación. No nos dieron un early check in ni guardaron las maletas, así que nos tuvimos que ir a Montslcino y ya no pudimos usar la piscina. Pero en general lo recomiendo mucho"
Patricia 1-night trip
Posted 2 hours ago
Nuovo Etruria Resort

Find out more about Brunello di Montalcino Wine Area

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Brunello di Montalcino Wine Area holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Brunello di Montalcino Wine Area. 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 Brunello di Montalcino Wine Area. 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 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 holiday 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 Brunello di Montalcino Wine Area short-term rentals, that won’t be hard to do.

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