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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Montalcino holiday homes

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, (17 reviews)
"Love this apartment and the quiet little town. Great place to spend a week. "
United States
Stan F.
The price is HK$1,351
HK$1,828 total
includes taxes & fees
19 Mar - 20 Mar
The Casetta di Brunello, quiet and breathtaking views
Property grounds

The House of Alice, charm and relaxation

The House of Alice, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (70 reviews)
"This was a most wonderful and amazing place! Great location and beautiful furnishings."
United States
Jeremy H.
The price is HK$1,351
HK$1,828 total
includes taxes & fees
19 Mar - 20 Mar
The House of Alice, charm and relaxation
Property grounds

The Gelda house, relax with a view

The Gelda house, relax with a view
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (14 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is HK$900
HK$1,279 total
includes taxes & fees
19 Mar - 20 Mar
The Gelda house, relax with a view
Terrace/patio

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is HK$2,026
HK$2,647 total
includes taxes & fees
23 Mar - 24 Mar
Charming Siena Countryside Stay
Interior

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 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 HK$4,875
HK$8,457 total
includes taxes & fees
20 Mar - 21 Mar
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Outdoor dining

Podere Belsogno

Podere Belsogno
Montalcino
10.0 out of 10, Exceptional, (1 review)
"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 HK$3,152
HK$3,602 total
includes taxes & fees
19 Mar - 20 Mar
Podere Belsogno
Exterior

Villa In Exclusive Use

Villa In Exclusive Use
Montalcino
The price is HK$33,778
HK$33,778 total
includes taxes & fees
19 Mar - 20 Mar
Villa In Exclusive Use
Outdoor dining

Il Borghetto - The House of Elba, rooftop panoramic terrace

Il Borghetto - The House of Elba, rooftop panoramic terrace
Castelnuovo dell'Abate
The price is HK$1,081
HK$1,477 total
includes taxes & fees
19 Mar - 20 Mar
Il Borghetto - The House of Elba, rooftop panoramic terrace
Outdoor dining

Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda
Montalcino
10.0 out of 10, Exceptional, (4 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 HK$1,081
HK$1,261 total
includes taxes & fees
19 Mar - 20 Mar
Podere Belsogno-camera Lavanda
Pool

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is HK$1,351
HK$3,071 total
includes taxes & fees
19 Mar - 20 Mar
Agritourism in val d'orcia
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 reviews)
"The home was lovely, location difficult to get to by car and difficult to find transportation. "
United States
Liz C.
The price is HK$3,294
HK$3,330 total
includes taxes & fees
19 Mar - 20 Mar
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
Dining

Podere Belsogno-camera Rosmarino

Podere Belsogno-camera Rosmarino
Montalcino
9.0 out of 10, Wonderful, (4 reviews)
"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 HK$1,081
HK$1,261 total
includes taxes & fees
19 Mar - 20 Mar
Podere Belsogno-camera Rosmarino
Exterior detail

Independent house in the historic center

Independent house in the historic center
CASTIGLIONE D'ORCIA
9.4 out of 10, Exceptional, (9 reviews)
"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 HK$1,378
HK$1,639 total
includes taxes & fees
19 Mar - 20 Mar
Independent house in the historic center
Outdoor dining

Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is HK$630
HK$792 total
includes taxes & fees
19 Mar - 20 Mar
Holiday home with panoramic terrace ideal for families and couples
Exterior

Eagle House

Eagle House
CHIANCIANO
10.0 out of 10, Exceptional, (3 reviews)
"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 HK$1,801
HK$2,557 total
includes taxes & fees
1 Apr - 2 Apr
Eagle House
Front of property

Zampugna

Zampugna
Trequanda
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful and host is great!"
United States
August
Zampugna
Fridge, microwave, stovetop, dishwasher

"Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (8 reviews)
"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 HK$855
HK$1,054 total
includes taxes & fees
19 Mar - 20 Mar
"Il Focolare" Superior Apartment in Monticchiello
Interior entrance

Poggio del Sole

Poggio del Sole
Castiglione del Lago
8.0 out of 10, Very good, (4 reviews)
"El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades "
Mexico
RAUL
Poggio del Sole
Property grounds

Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
8.0 out of 10, Very good, (1 review)
"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 HK$729
HK$1,567 total
includes taxes & fees
22 Mar - 23 Mar
Romantic farm in the Sienese hills
Iron/ironing board, WiFi, bed sheets

Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano
Toscana
The price is HK$972
HK$1,450 total
includes taxes & fees
19 Mar - 20 Mar
Double room with private bathroom in the countryside 5 minutes from Montepulciano
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 Montalcino Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Beautiful building. Clean and safe. Great breakfast buffet. Everything is in walking distance to hotel. One front desk staff member was not polite or welcoming but overall it was a lovely stay. "
Shelly 4-night trip
Posted 15 hours ago
Palazzo Ravizza

Find out more about Montalcino

Montalcino Vacation Homes information

Number of reviews
144
Accommodation
1283 Vacation Homes
Lowest Price
HK$792
Highest Price
HK$33,778

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