Search Vacation Homes in Brunello di Montalcino Wine Area

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Vacation Homes in Brunello di Montalcino Wine Area

Interior
The Gelda house, relax with a view

The Gelda house, relax with a view

Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (14)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is SAR 433
SAR 614 total
includes taxes & fees
23 Nov - 24 Nov
The Gelda house, relax with a view
Exterior detail
The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

Montalcino (SI)
9.8 out of 10, Exceptional, (66)
"We absolutely loved this place! We only wish we got to stay longer. Great location, quiet and peaceful"
United States
Hannah S.
The price is SAR 692
SAR 934 total
includes taxes & fees
26 Nov - 27 Nov
The House of Alice, charm and relaxation
Outdoor dining
Podere Belsogno

Podere Belsogno

Montalcino
10.0 out of 10, Exceptional, (1)
"Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again."
Canada
David P.
The price is SAR 1,514
SAR 1,735 total
includes taxes & fees
17 Dec - 18 Dec
Podere Belsogno
Exterior detail
The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views

Montalcino
9.6 out of 10, Exceptional, (16)
"The apartment is beautiful and the views are breathtaking! The local restaurant serves very authentic family style Tuscan cuisine and everyone was incredibly friendly and helpful. I wish we could have stayed longer!"
Australia
Andrew M.
The price is SAR 692
SAR 917 total
includes taxes & fees
22 Nov - 23 Nov
The Casetta di Brunello, quiet and breathtaking views
Outdoor dining
Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda

Montalcino
10.0 out of 10, Exceptional, (4)
"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 SAR 519
SAR 606 total
includes taxes & fees
21 Dec - 22 Dec
Podere Belsogno-camera Lavanda
Pool
Agritourism in val d'orcia

Agritourism in val d'orcia

montalcino
The price is SAR 649
SAR 1,475 total
includes taxes & fees
22 Nov - 23 Nov
Agritourism in val d'orcia
Dining
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, (2)
"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 SAR 3,111
SAR 4,966 total
includes taxes & fees
25 Nov - 26 Nov
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Dining
Podere Belsogno-camera Rosmarino

Podere Belsogno-camera Rosmarino

Montalcino
9.0 out of 10, Wonderful, (4)
"Owners live on property and were very helpful for our first visit to beautiful Montalcino in Tuscany. Spotless apartment. Walking to city center which is just lovely. Beautiful setting. We would return."
United States
Larry V.
The price is SAR 519
SAR 606 total
includes taxes & fees
21 Dec - 22 Dec
Podere Belsogno-camera Rosmarino
Terrace/patio
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning

Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning

Montalcino
7.0 out of 10, Good, (2)
"The home was lovely, location difficult to get to by car and difficult to find transportation. "
United States
Liz C.
The price is SAR 1,583
SAR 1,600 total
includes taxes & fees
1 Dec - 2 Dec
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
Exterior detail
Independent house in the historic center

Independent house in the historic center

CASTIGLIONE D'ORCIA
9.4 out of 10, Exceptional, (9)
"Stayed here during the Tuscany Trail and was perfect for 4 of us. Centre of town and a great restaurant recommendation too! "
United Kingdom
Graham S.
The price is SAR 623
SAR 727 total
includes taxes & fees
22 Nov - 23 Nov
Independent house in the historic center
Pool
Eagle House

Eagle House

CHIANCIANO
10.0 out of 10, Exceptional, (3)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is SAR 934
SAR 1,272 total
includes taxes & fees
30 Nov - 1 Dec
Eagle House
Property grounds
Romantic farm in the Sienese hills

Romantic farm in the Sienese hills

Trequanda, Siena
"Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
The price is SAR 350
SAR 744 total
includes taxes & fees
22 Nov - 23 Nov
Romantic farm in the Sienese hills
House, 2 Bedrooms, Balcony | Terrace/patio
Renee House

Renee House

Piancastagnaio
The price is SAR 432
SAR 475 total
includes taxes & fees
22 Nov - 23 Nov
Renee House
Bar (on property)
Exclusive Stone Tower.

Exclusive Stone Tower.

Casciano
9.8 out of 10, Exceptional, (7)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
United States
Michael G.
The price is SAR 347
SAR 606 total
includes taxes & fees
22 Nov - 23 Nov
Exclusive Stone Tower.
Dining
Comfort, relaxation and nature

Comfort, relaxation and nature

Monticiano
10.0 out of 10, Exceptional, (1)
"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"
Italy
Sandra V.
The price is SAR 311
SAR 441 total
includes taxes & fees
23 Nov - 24 Nov
Comfort, relaxation and nature
Outdoor pool
Villa Falco- Cignella Resort Tuscany

Villa Falco- Cignella Resort Tuscany

Toscana
9.0 out of 10, Wonderful, (2)
"Perfectly located in the center of the Heart of Tuscany. Great property with a clean and spacious interior. "
United States
Lisa C.
The price is SAR 21,633
SAR 24,277 total
includes taxes & fees
26 Nov - 27 Nov
Villa Falco- Cignella Resort Tuscany
Property grounds
Cozy Tuscan-style apartment Suitable for families. Pets allowed

Cozy Tuscan-style apartment Suitable for families. Pets allowed

Toscana
10.0 out of 10, Exceptional, (1)
"Très bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "
France
YVES A.
The price is SAR 562
SAR 709 total
includes taxes & fees
22 Dec - 23 Dec
Cozy Tuscan-style apartment Suitable for families. Pets allowed
Interior
"Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello

Monticchiello
10.0 out of 10, Exceptional, (8)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is SAR 411
SAR 497 total
includes taxes & fees
24 Nov - 25 Nov
"Il Focolare" Superior Apartment in Monticchiello
Outdoor spa tub
Vacation Home "Casalino" with Shared Pool, Shared Garden & Wi-Fi

Vacation Home "Casalino" with Shared Pool, Shared Garden & Wi-Fi

Castelnuovo Berardenga
The price is SAR 1,794
SAR 2,276 total
includes taxes & fees
21 Dec - 22 Dec
Vacation Home "Casalino" with Shared Pool, Shared Garden & Wi-Fi
Terrace/patio
mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia

mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia

Sinalunga
8.0 out of 10, Very Good, (2)
"It seemed like a beautiful spot,but ws had tocancel at the last minute due to illness. I hope we can reschedule some day."
Canada
Robert R.
The price is SAR 506
SAR 588 total
includes taxes & fees
22 Nov - 23 Nov
mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia
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.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Brunello di Montalcino Wine Area Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"The Grand Hotel Continental in Siena is a rare gem,elegant, inviting, and steeped in history. From the beautifully preserved interiors to the warm, attentive staff, every detail makes you feel genuinely cared for. Its central location is unbeatable, placing Siena’s most charming sights just steps away. A perfect blend of luxury and authentic Tuscan character, this hotel transforms a stay in Siena into something truly unforgettable. The foods were yummy took! "
Betty 4-night trip
Posted 2 days ago
Grand Hotel Continental Siena – Starhotels Collezione

Explore a world of travel with Expedia