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

Holiday Homes in Montalcino

  • 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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Montalcino holiday homes

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

1. 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 €136
includes taxes & fees
3 Nov - 4 Nov
Podere Belsogno-camera Lavanda
A stone building with a wooden door and two windows with shutters.

2. The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views
Montalcino
9.6 out of 10, Exceptional, (23 reviews)
"We loved our stay, the beautiful views and quiet neighborhood were just amazing."
United States
MICHAEL H.
The price is €197
includes taxes & fees
3 Nov - 4 Nov
The Casetta di Brunello, quiet and breathtaking views
A narrow stone corridor with a vaulted ceiling, leading to a room with a long table and chairs.

3. 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, (5 reviews)
"Super property! Will recommend to anyone. Fully operational properly, excellent location with so many restaurants around. We had a great time!"
United States
Shree S.
The price is €1,183
includes taxes & fees
4 Nov - 5 Nov
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
A terrace with a table set for breakfast, overlooking a mountainous landscape.

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

Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views
Castelnuovo dell'Abate
10.0 out of 10, Exceptional, (1 review)
"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...
Australia
Judith F.
The price is €159
includes taxes & fees
3 Nov - 4 Nov
Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views
A pathway leading to a building with stone walls and a tree.

5. A typical Tuscan country house

A typical Tuscan country house
Montalcino
The price is €155
includes taxes & fees
4 Nov - 5 Nov
A typical Tuscan country house
A patio area with a gravel floor, potted plants, and a white umbrella.

6. Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is €353
includes taxes & fees
3 Nov - 4 Nov
Charming Siena Countryside Stay
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

7. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
The price is €128
includes taxes & fees
3 Nov - 4 Nov
Exclusive Stone Tower.
A small brick structure with an arched entrance, surrounded by gravel, potted plants, and trees.

8. Vacation in Poggettone

Vacation in Poggettone
Monteroni d'Arbia
The price is €203
includes taxes & fees
3 Nov - 4 Nov
Vacation in Poggettone
A stone staircase with illuminated steps leading to a door with a glass panel.

9. Renovated Tuscan-style country house

Renovated Tuscan-style country house
Castel del Piano
The price is €440
includes taxes & fees
3 Nov - 4 Nov
Renovated Tuscan-style country house
A narrow stone staircase leading to a door with a glass panel, flanked by brick walls and metal railings.

10. Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi

Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
Poggiobrucoli
The price is €253
includes taxes & fees
3 Nov - 4 Nov
Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
An open doorway leading to an outdoor area with a bench, a television on a cabinet, and a framed picture on the wall.

11. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
Monteroni d'Arbia
The price is €128
includes taxes & fees
6 Nov - 7 Nov
Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
A narrow stone pathway leading through an old stone building with arched doorways and potted plants.

12. Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
7.0 out of 10, Good, (2 reviews)
"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...
United States
Harald B.
Romantic farm in the Sienese hills
A spacious living room with a wooden ceiling, a television, and large windows with curtains.

13. Chalet "Azzurro" with Mountain View, Shared Pool & Wi-Fi

Chalet "Azzurro" with Mountain View, Shared Pool & Wi-Fi
Trequanda
Chalet "Azzurro" with Mountain View, Shared Pool & Wi-Fi
A rectangular swimming pool with stone steps leading into it, surrounded by a grassy area with trees and umbrellas.

14. Apartment with WIFI, A/C, pool, TV, terrace, pets allowed, panoramic view, close to Montepulciano

Apartment with WIFI, A/C, pool, TV, terrace, pets allowed, panoramic view, close to Montepulciano
Torrita Di Siena
The price is €246
includes taxes & fees
4 Nov - 5 Nov
Apartment with WIFI, A/C, pool, TV, terrace, pets allowed, panoramic view, close to Montepulciano
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas.

15. "Edera" Apartment in Agriturismo with Shared Pool, Mountain View, and Wi-Fi

"Edera" Apartment in Agriturismo with Shared Pool, Mountain View, and Wi-Fi
Arcidosso
10.0 out of 10, Exceptional, (1 review)
"Wir hatten einen E-Rollstuhl-Fahrer dabei. Die Unterkunft ist quasi perfekt dafür. Alles barrierefrei und gut rangierbar innerhalb der Wohnung. Nur der Eingang war etwas herausfordernd, aber machbar. Die eine Stufe wurde mit brettern überbrückt und war etwas wackelig. Insgesamt ist die Unterkunft sehr zu empfehlen. Mitten in der Natur und von Wald und wiesen umgeben, deshalb auch kühler. Wir hatten zu wenig warme Sachen dabei für Ende Mai!"
Germany
Ulrike R.
The price is €266
includes taxes & fees
3 Nov - 4 Nov
"Edera" Apartment in Agriturismo with Shared Pool, Mountain View, and Wi-Fi
A modern bedroom with a wooden headboard, a large bed with a textured blanket, bedside tables with lamps, and a mirror.

16. Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza
Bagni San Filippo
10.0 out of 10, Exceptional, (1 review)
"Terme House is just as described. It had all of the amenities mentioned and was clean. We wanted a place just off ss2 - perfect location and quiet town. 5 stars!!!"
United States
Lori
The price is €137
includes taxes & fees
3 Nov - 4 Nov
Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza
A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

17. Detached house with a garden, just a few minutes from the Abbey of San Galgano

Detached house with a garden, just a few minutes from the Abbey of San Galgano
Toscana
10.0 out of 10, Exceptional, (1 review)
"Petite maison cosy et juste parfaite pour deux personnes. La localisation est très bonne, à l’entrée du village de Monticiano. L’accueil a été enthousiaste et la communication très fluide. Merci pour ce beau séjour ! On recommande !"
United States
Julie M.
The price is €117
includes taxes & fees
4 Nov - 5 Nov
Detached house with a garden, just a few minutes from the Abbey of San Galgano
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montalcino Hotel Reviews

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Property was a little hard to find but just needs better signage. Once we got there, the property is beautiful, staff was excellent, price was reasonable, city center was walkable distance. Would definitely stay there again and would recommend it to others."
Cindy 2-night trip
Posted 2 hours ago
Nuovo Etruria Resort

Find out more about Montalcino

Montalcino Holiday Homes information

Number of reviews
44
Accommodation
1280 Holiday Homes
Lowest Price
€117
Highest Price
€1,183