Holiday Rentals Brunello di Montalcino Wine Area from £72: Find Short-Term Rentals & Holiday Accommodations

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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

Montalcino

Morris

includes taxes & fees

12 Nov - 13 Nov

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

2. Idolina Guest House

Montalcino

Jaiden

includes taxes & fees

13 Nov - 14 Nov

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

3. Palazzo Saloni

Montalcino

Michael

includes taxes & fees

5 Dec - 6 Dec

A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

4. Corte Francigena - Apartments

Montalcino

Ivan

includes taxes & fees

8 Nov - 9 Nov

A stone building with a wooden door and two windows with shutters.

5. The Casetta di Brunello, quiet and breathtaking views

Montalcino

MICHAEL H.

includes taxes & fees

6 Nov - 7 Nov

An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

6. Podere Belsogno-camera Lavanda

Montalcino

Johannes S.

includes taxes & fees

13 Nov - 14 Nov

A narrow street with outdoor seating, potted plants, and traditional buildings.

7. Room 'Camera Rossa' with Shared Terrace and Wi-Fi

Montalcino

Sam

includes taxes & fees

6 Nov - 7 Nov

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.

8. Il Borghetto - La Ghibellina Townhouse, Private Apartment with Balcony

Castelnuovo dell'abate

Matt D.

includes taxes & fees

14 Nov - 15 Nov

A terrace with a table set for tea, featuring a teapot, cups, and pastries. A clock tower is visible in the background.

9. Charming apartment in the historic center with a large terrace and a beautiful view

Montalcino

Marco R.

includes taxes & fees

7 Nov - 8 Nov

An outdoor patio with tables and chairs, surrounded by greenery and a scenic view of hills and fields.

10. Podere Belsogno—Rose Garden Apartment

Montalcino

"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...

Tsz Yeung

includes taxes & fees

15 Nov - 16 Nov

A stone building with a large arched door, a metal railing, and a gravel pathway.

11. Detached apartment

Montalcino

Isabelle M.

includes taxes & fees

6 Nov - 7 Nov

A terrace with a table set for breakfast, overlooking a mountainous landscape.

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

Castelnuovo dell'Abate

"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...

Judith F.

includes taxes & fees

6 Nov - 7 Nov

A modern dining area with a wooden table, chairs, and a vase of flowers.

13. Divina Montalcino Suite & Wine Tasting Experience

Montalcino

includes taxes & fees

6 Nov - 7 Nov

A stone building with a wooden door, a number '23' sign, and a mailbox.

14. New Listing

Montalcino

includes taxes & fees

12 Nov - 13 Nov

A view of a hillside with a building, trees, and a clear sky.

15. Apartment 'Casa Francesca' with Hills View & Courtyard

Montalcino

Angela B.

includes taxes & fees

10 Nov - 11 Nov

A bedroom with a large bed, a wooden headboard, a walk-in closet, and a bathroom with a bathtub and vanity.

16. La Casetta di Nise - A Charming Private Spa in the Borgo

Castelnuovo dell'Abate

P.J. B.

includes taxes & fees

6 Nov - 7 Nov

A pathway leading to a building with stone walls and a tree.

17. A typical Tuscan country house

Montalcino

includes taxes & fees

23 Nov - 24 Nov

A stone building with a covered outdoor area and a garden with purple flowers.

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

Montalcino

includes taxes & fees

6 Nov - 7 Nov

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Find holiday rentals that suit your style

Top Brunello di Montalcino Wine Area Hotel Reviews

A poolside area with two lounge chairs and a woven ottoman.

Il Burellino Wine & Resort

Montalcino

10/10 Excellent

We were here for 3 nights but could have happily stayed for 3 weeks!!! The host was wonderful, attentive yet discreet and a great communicator for both the practicalities of check in, and the finer details like restaurant recommendations and a wonderful local breakfast, we certainly ate well & Fabio was a wonderful host. The room itself was also fabulous - really well thought out, everything you could possibly need, from a fridge and wine glasses to excellent aircon and a lovely bathroom. Well...

Zoe

A villa with a swimming pool, surrounded by trees and hills.

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Excellent

Abigail

A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

Villa Le Prata - Residenza del Vescovo

Montalcino

10/10 Excellent

Nadia

A bedroom with a bed, a chair, a table, and a stone wall.

Dimora delle Muse

Montalcino

10/10 Excellent

What a wonderful find. The hotel is just 4 rooms, beautifully and carefully designed with a lot of attention to detail. Rooms are large, fantastic powerful shower and amazing mattress! Best sleep I'd had in months! Sara and Michele bought the historic building after years of experience in 5 start hotels, so you get 5 start care and attention in a beautifully designed boutique hotel. You can tell they love what they do and are passionate about making your stay as comfortable as possible....

Anonymous traveller

An outdoor dining area with white tables and chairs, a white canopy, and a view of a hillside with trees and a building in the background.

B&B Porta Castellana

Montalcino

10/10 Excellent

Marco

A hotel room with a large bed, a vanity with a mirror, and a green archway.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Lizzy

A stone wall with a view of rolling hills and mountains.

Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

10/10 Excellent

Anonymous traveller

Terra Antica Resort

Montepulciano

10/10 Excellent

We were travelling as a family of four. We had booked the Montepulciano 2 bedroom suite, but were delighted to be told on arrival that we'd been upgraded to the best villa on resort(!), Villa Nobile. This included a private pool and hot tub, all with fantastic views across the Tuscan countryside. The accommodation was v high standard and extremely luxurious. The service was fantastic, especially Natalia on arrival. If you're visiting on a Friday, then recommend joining the bbq...great food and...

Lewis

A deck with white lounge chairs and a grassy area with purple flowers.

Podere Brizio

Montalcino

10/10 Excellent

Julie

A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.

Lupaia

Torrita di Siena

10/10 Excellent

Alana

A poolside area with lounge chairs, a table with drinks, and a view of hills.

Capanna Suites

Montalcino

10/10 Excellent

Mike

A motorcycle parked in front of a brick building with arched doorways and a street lamp.

Torre del Fuggisole

Siena City Centre

10/10 Excellent

An absolute little gem in Siena! ⭐⭐⭐⭐⭐ Sara and Carolina were fantastic from start to finish. They couldn’t do enough for us. They let us know exactly where to park, which was really helpful as Siena has traffic restrictions for visitors, helped us book a winery tour and gave us some great recommendations for sightseeing and restaurants. The communication was brilliant and they made everything so easy for us. The hotel itself is lovely, in a perfect location, beautifully restored and...

Jane

A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

La Dimora Dei Monaci

Siena City Centre

10/10 Excellent

Katharine

Find out more about Brunello di Montalcino Wine Area

Everything you need to know about Brunello di Montalcino Wine Area holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Brunello di Montalcino Wine Area holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

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Brunello di Montalcino Wine Area holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Brunello di Montalcino Wine Area. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Brunello di Montalcino Wine Area holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Brunello di Montalcino Wine Area holiday rentals we have selected for you start as low as £72 per night. Entering your travel dates in the search wizard you might find even better deals!

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Search Holiday Rentals in Brunello di Montalcino Wine Area

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Brunello di Montalcino Wine Area holiday rentals

1. B&B Le Scalette di Piazza

2. Idolina Guest House

3. Palazzo Saloni

4. Corte Francigena - Apartments

5. The Casetta di Brunello, quiet and breathtaking views

6. Podere Belsogno-camera Lavanda

7. Room 'Camera Rossa' with Shared Terrace and Wi-Fi

8. Il Borghetto - La Ghibellina Townhouse, Private Apartment with Balcony

9. Charming apartment in the historic center with a large terrace and a beautiful view

10. Podere Belsogno—Rose Garden Apartment

11. Detached apartment

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

13. Divina Montalcino Suite & Wine Tasting Experience

14. New Listing

15. Apartment 'Casa Francesca' with Hills View & Courtyard

16. La Casetta di Nise - A Charming Private Spa in the Borgo

17. A typical Tuscan country house

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

Find holiday rentals that suit your style

Top Brunello di Montalcino Wine Area Hotel Reviews

Il Burellino Wine & Resort

10/10 Excellent

Find out more about Brunello di Montalcino Wine Area

Brunello di Montalcino Wine Area holiday rentals: An excellent choice for every season

How to find incredible deals on Brunello di Montalcino Wine Area rentals

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