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

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Our top choices for Montalcino vacation homes

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 AED 492
AED 545 total
includes taxes & fees
4 Nov - 5 Nov
Podere Belsogno-camera Lavanda

2. The House of Alice, charm and relaxation

The House of Alice, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (79 reviews)
"Stunning location in a beautiful part of the country."
United States
Robert S.
The price is AED 615
AED 795 total
includes taxes & fees
27 Nov - 28 Nov
The House of Alice, charm and relaxation

3. 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 AED 615
AED 795 total
includes taxes & fees
18 Nov - 19 Nov
The Casetta di Brunello, quiet and breathtaking views

4. 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 AED 3,320
AED 4,882 total
includes taxes & fees
4 Nov - 5 Nov
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

5. The Gelda house, relax with a view

The Gelda house, relax with a view
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (15 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is AED 410
AED 553 total
includes taxes & fees
4 Nov - 5 Nov
The Gelda house, relax with a view

6. 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 AED 492
AED 639 total
includes taxes & fees
4 Nov - 5 Nov
Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

7. A typical Tuscan country house

A typical Tuscan country house
Montalcino
The price is AED 440
AED 629 total
includes taxes & fees
5 Nov - 6 Nov
A typical Tuscan country house

8. Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is AED 1,107
AED 1,410 total
includes taxes & fees
4 Nov - 5 Nov
Charming Siena Countryside Stay

9. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
The price is AED 329
AED 547 total
includes taxes & fees
4 Nov - 5 Nov
Exclusive Stone Tower.

10. Vacation in Poggettone

Vacation in Poggettone
Monteroni d'Arbia
The price is AED 590
AED 865 total
includes taxes & fees
4 Nov - 5 Nov
Vacation in Poggettone

11. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (12 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 AED 410
AED 471 total
includes taxes & fees
5 Nov - 6 Nov
"Il Focolare" Superior Apartment in Monticchiello

12. Renovated Tuscan-style country house

Renovated Tuscan-style country house
Castel del Piano
The price is AED 1,335
AED 1,815 total
includes taxes & fees
4 Nov - 5 Nov
Renovated Tuscan-style country house

13. 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 AED 905
AED 1,036 total
includes taxes & fees
4 Nov - 5 Nov
Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi

14. 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 AED 414
AED 508 total
includes taxes & fees
6 Nov - 7 Nov
Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

15. 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.
The price is AED 443
AED 803 total
includes taxes & fees
4 Nov - 5 Nov
Romantic farm in the Sienese hills

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

Chalet "Azzurro" with Mountain View, Shared Pool & Wi-Fi
Trequanda
The price is AED 1,918
AED 1,931 total
includes taxes & fees
4 Nov - 5 Nov
Chalet "Azzurro" with Mountain View, Shared Pool & Wi-Fi

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

Apartment with A/C, pool, WIFI, TV, terrace, pets allowed, panoramic view, close to Montepulciano
Torrita Di Siena
The price is AED 997
AED 1,009 total
includes taxes & fees
4 Nov - 5 Nov
Apartment with A/C, pool, WIFI, TV, terrace, pets allowed, panoramic view, close to Montepulciano

18. "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 AED 1,082
AED 1,090 total
includes taxes & fees
14 Nov - 15 Nov
"Edera" Apartment in Agriturismo with Shared Pool, Mountain View, and Wi-Fi

19. 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 AED 407
AED 551 total
includes taxes & fees
6 Nov - 7 Nov
Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

20. 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 AED 205
AED 467 total
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.
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Top Montalcino Hotel Reviews