A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Montalcino holiday homes

Pool

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is £295
includes taxes & fees
2 Jul - 3 Jul
Agritourism in val d'orcia
Terrace/patio

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is £314
includes taxes & fees
4 Jul - 5 Jul
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, (3 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 £774
includes taxes & fees
1 Aug - 2 Aug
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Outdoor dining

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 £124
includes taxes & fees
7 Jul - 8 Jul
Podere Belsogno-camera Lavanda
Pool

House with private swimming pool for exclusive use.

House with private swimming pool for exclusive use.
Sant'Antonio
House with private swimming pool for exclusive use.
Property grounds

Holiday Home 'Colline' with Balcony and Wi-Fi

Holiday Home 'Colline' with Balcony and Wi-Fi
Radicofani
The price is £135
includes taxes & fees
2 Jul - 3 Jul
Holiday Home 'Colline' with Balcony and Wi-Fi
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 £73
includes taxes & fees
3 Jul - 4 Jul
Holiday home with panoramic terrace ideal for families and couples
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 £142
includes taxes & fees
2 Jul - 3 Jul
Double room with private bathroom in the countryside 5 minutes from Montepulciano
Property grounds

La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia

La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Radicofani
The price is £107
includes taxes & fees
3 Jul - 4 Jul
La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Outdoor dining

Detached house with garden a few minutes from the abbey of San Galgano

Detached house with garden a few minutes from the abbey of San Galgano
Toscana
The price is £107
includes taxes & fees
2 Jul - 3 Jul
Detached house with garden a few minutes from the abbey of San Galgano
Exterior

Federico's Cantuccio, cozy apartment in the heart of Radicofani

Federico's Cantuccio, cozy apartment in the heart of Radicofani
Radicofani
The price is £77
includes taxes & fees
6 Jul - 7 Jul
Federico's Cantuccio, cozy apartment in the heart of Radicofani
Exterior

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
Buonconvento
The price is £103
includes taxes & fees
7 Jul - 8 Jul
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
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 £247
includes taxes & fees
2 Jul - 3 Jul
Eagle House
Outdoor dining

Holiday Home in Villa Pandolfina near Montepulciano

Holiday Home in Villa Pandolfina near Montepulciano
Acquaviva
The price is £222
includes taxes & fees
5 Jul - 6 Jul
Holiday Home in Villa Pandolfina near Montepulciano
Outdoor dining

Casa Crevole di Martina in the Heart of Tuscany

Casa Crevole di Martina in the Heart of Tuscany
Murlo
10.0 out of 10, Exceptional, (1 review)
"Nach einer herzlichen Begrüßung durch die Gastgeberin haben wir ein paar entspannte Tage verbracht. Im Kühlschrank befanden sich für uns schon einmal keiner Erfrischungen. Obwohl wir nur 4 Nächte blieben, gab es einen Handtuchtausch nach 2 Tagen. Total überrascht hat uns aber der selbstgebackene Kuchen der für uns bereit stand. Wir würden hier jeder Zeit wieder Urlaub machen und können die Unterkunft mehr wir nur empehlen."
Germany
Sybille F.
The price is £229
includes taxes & fees
2 Jul - 3 Jul
Casa Crevole di Martina in the Heart of Tuscany
Exterior detail

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Foiano della Chiana
The price is £70
includes taxes & fees
2 Jul - 3 Jul
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Outdoor dining

Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Arezzo
The price is £92
includes taxes & fees
9 Jul - 10 Jul
Dolce Casa 2 by Tiny Away
Private kitchen

Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is £92
includes taxes & fees
2 Jul - 3 Jul
Happy Nest Tuscany Between Florence and Rome
Property grounds

Holday at Poggettone

Holday at Poggettone
Monteroni d'Arbia
The price is £186
includes taxes & fees
24 Jul - 25 Jul
Holday at Poggettone
1 bedroom, WiFi, bed sheets

Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Arrezo
The price is £97
includes taxes & fees
5 Jul - 6 Jul
Dolce Casa 1 by Tiny Away
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

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"This hotel is the definition of La Dolce Vita! Starting from the beginning, when first arrived to the hotel, they picked up our bags, showed us around the property and responded any questions that we had. Elisa was amazing! She showed us around the property, he gave us recommendations of where to go in Siena, and was super friendly and welcoming! The hotel has excellent amenities and everything that you need. The pool is wonderful, and the pool bar is amazing. Excellent service. Their breakfast area is beautiful, and they provide a very diverse breakfast. It was really good! In addition, their restaurant La Tinaia is phenomenal and Michelin star. They have a great wine selection and excellent food. They also have valet parking service, which is very convenient. All of the staff were very welcoming and nice! Thank you to the pool Bar bartender whose name I cannot recall, and also thanks to Elisa, Virginia, Davide, Asiz, Stefano, and everyone else! You all made our stay wonderful! The rooms were excellent and very comfortable. Shower was great too. My only comment would be that the A/C was not performing to my expectation for a 5 star hotel. However, I understand that there was a Heat Wave in Europe, and that it is out of their hands. Giancarlo helped us to lower the temp of the A/C, but it still did not work. They provided a fan though, and that helped a lot! Thank you! The location is excellent! You’re about an hour away from The Mall at Firenze, close to wineries, about a 20"
Rebekah 2-night trip
Posted 5 hours ago
Borgo Scopeto Wine & Country Relais

Find out more about Montalcino

Montalcino Holiday Homes information

Number of reviews
12
Accommodation
1214 Holiday Homes
Lowest Price
£70
Highest Price
£774