Brunello di Montalcino Wine Area Holiday Rentals from NZ$133: Search Short-Term Rentals

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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

Montalcino

Jaiden

includes taxes & fees

14 Dec - 15 Dec

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

2. B&B Le Scalette di Piazza

Montalcino

Morris

includes taxes & fees

15 Nov - 16 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

14 Dec - 15 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

15 Nov - 16 Nov

A compact kitchen with a built-in oven, a small dining area with a white table and chairs, and a view of a stone wall through an open door.

5. A Casetta di Brunello, tranquil and with breathtaking views.

Montalcino

MICHAEL H.

includes taxes & fees

27 Nov - 28 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

14 Nov - 15 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

27 Nov - 28 Nov

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

8. Detached apartment

Montalcino

Isabelle M.

includes taxes & fees

27 Nov - 28 Nov

A narrow stone alley with potted plants and benches.

9. Alice's House, charm and relaxation

Montalcino (SI)

Robert S.

includes taxes & fees

17 Nov - 18 Nov

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

10. New Listing

Montalcino

includes taxes & fees

26 Nov - 27 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.

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

Castelnuovo dell'abate

Matt D.

includes taxes & fees

22 Nov - 23 Nov

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

12. Divina Montalcino Suite & Wine Tasting Experience

Montalcino

includes taxes & fees

27 Nov - 28 Nov

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

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

Montalcino

Marco R.

includes taxes & fees

27 Nov - 28 Nov

A stone building with a sign reading "Borgo di Mezzo".

14. Casa Gelda, relax with a view.

Castelnuovo dell'Abate

Lisa K.

includes taxes & fees

17 Nov - 18 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

15 Nov - 16 Nov

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

16. 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

27 Nov - 28 Nov

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

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

Castelnuovo dell'Abate

P.J. B.

includes taxes & fees

15 Nov - 16 Nov

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

18. 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

27 Nov - 28 Nov

A narrow stone corridor with a vaulted ceiling, leading to a room with a long table and chairs.

19. Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Montalcino

Shree S.

includes taxes & fees

15 Nov - 16 Nov

An outdoor seating area with a stone wall, a wooden door, and a table with chairs.

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

Montalcino

"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...

Patrick D.

includes taxes & fees

30 Nov - 1 Dec

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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

A short but very-steep drive down the hill from Montalcino, Il Burellino is a postcard Tuscan hillside hideway with glorious views and brimming with character. Host Fabio hosts a memorable breakfast, including his home-baked delicacies, eggs any way you want them and excellent coffee. Our bathroom featured a unique walk-through shower, whilst the valley-view from the door was exceptional. Quiet and hosting just a few travellers, this feels like a private Tuscan villa and is highly...

Richard

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

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Excellent

This an amazing property is owned by the famous Ferragamo fashion family in a most beautiful Tuscan setting. The heated infinity pool is incredible. The restaurants are outstanding and the estates wines our brilliant and make sure you book a wine tasting with Florence at the incredible winery. The resort staff and all very friendly and most professional. The view are incredible and our suite was more like a luxurious Tuscan villa, massive bedroom, bathroom and living room including a large...

Peter

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

Salvatore

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

Phil

Relais Val d'Orcia

Pienza

10/10 Excellent

Relais Val d’Orcia was a lovely place in beautiful Val d’Orcia .Everything was perfect from services to accommodation. It only opens few years ago and it’s just beautiful. Very comfortable bed, big room, spotlessly clean bathroom and an indoor parking. You get a great view of the Tuscan valley from every window in your room. It is very close to towns like Pienza and Montepulciano, only 20 minutes drive. It is a place to stay if you’re in Tuscany .

Eric

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

Capanna Suites

Montalcino

10/10 Excellent

Jemimah

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

Lupaia

Torrita di Siena

10/10 Excellent

Margitta

A stone building with a pool, lounge chairs, and a garden with flowers.

Podere Brizio

Montalcino

10/10 Excellent

Geoff

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

Joshua

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

Heather

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

Poggio Paradiso Resort & Spa

Torrita di Siena

10/10 Excellent

We were very impressed by our stay at the Poggio Paradise Resort. On arrival we were greeted personally by Paolo who upgraded us to the best room in the resort, helped us with the luggage and gave us a tour of the whole property. The Poggio feels like a private villa in the middle of Tuscany, the views at breakfast on the manicured lawns are to die for and the breakfast itself was delicious! We would love to come back one day!

Christian

A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

Relais Villa Grazianella - UNA Esperienze

Montepulciano

10/10 Excellent

Lisa

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, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Brunello di Montalcino Wine Area holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

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 NZ$133 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Brunello di Montalcino Wine Area holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Brunello di Montalcino Wine Area rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Brunello di Montalcino Wine Area holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Brunello di Montalcino Wine Area. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Brunello di Montalcino Wine Area Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Brunello di Montalcino Wine Area holiday rentals

1. Idolina Guest House

2. B&B Le Scalette di Piazza

3. Palazzo Saloni

4. Corte Francigena - Apartments

5. A Casetta di Brunello, tranquil and with breathtaking views.

6. Podere Belsogno-camera Lavanda

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

8. Detached apartment

9. Alice's House, charm and relaxation

10. New Listing

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

12. Divina Montalcino Suite & Wine Tasting Experience

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

14. Casa Gelda, relax with a view.

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

16. Podere Belsogno—Rose Garden Apartment

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

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

19. Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

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

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

Explore a world of travel with Expedia