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Our top choices for Monticiano vacation homes

Vacation Home in Monticiano

Comfort, relaxation and nature
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 AED 310
AED 439 total
includes taxes & fees
22 Dec - 23 Dec
Comfort, relaxation and nature
The price is AED 215
AED 520 total
includes taxes & fees
22 Dec - 23 Dec
Detached house with garden a few minutes from the abbey of San Galgano
9.6 out of 10, Exceptional, (56)
"Everything was great. The pool was warm. Views are fantastic stretching out to the sea. The town has a good supermarket. Only went to one restaurant, Dell'Upo, but it was good so went back most nights. The hosts were helpful and informative. Planning a return."
United Kingdom
Patrick H.
The price is AED 12,472
AED 14,812 total
includes taxes & fees
31 Dec - 1 January 2026
Private House with Exclusive Swimming Pool Heated and Amazing View

Vacation Home in Castelnuovo dell'Abate

The Gelda house, relax with a view
9.6 out of 10, Exceptional, (14)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is AED 430
AED 611 total
includes taxes & fees
22 Dec - 23 Dec
The Gelda house, relax with a view

Vacation Home in Montalcino (SI)

The House of Alice, charm and relaxation
9.8 out of 10, Exceptional, (67)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
The price is AED 645
AED 873 total
includes taxes & fees
11 Jan - 12 January 2026
The House of Alice, charm and relaxation

Vacation Home in Trequanda, Siena

Romantic farm in the Sienese hills
8.0 out of 10, Very Good, (1)
"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 HĂŒgeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
The price is AED 348
AED 740 total
includes taxes & fees
22 Dec - 23 Dec
Romantic farm in the Sienese hills

Vacation Home in CASTIGLIONE D'ORCIA

Independent house in the historic center
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 AED 619
AED 731 total
includes taxes & fees
22 Dec - 23 Dec
Independent house in the historic center
9.6 out of 10, Exceptional, (17)
"Very beautiful location, clean exactly represented as advertised. A little limited for local eating. We cooked dinner in. Would recommend it to others. Cheers"
United States
David & Teri B.
The price is AED 645
AED 873 total
includes taxes & fees
11 Jan - 12 January 2026
The Casetta di Brunello, quiet and breathtaking views

Vacation Home in Castiglione d'Orcia

Ermione seen on the Val d'Orcia
8.8 out of 10, Excellent, (3)
"Alles top"
Germany
ANDREAS ALEXANDER
The price is AED 581
AED 818 total
includes taxes & fees
11 Jan - 12 January 2026
Ermione seen on the Val d'Orcia

Vacation Home in Casciano

Exclusive Stone Tower.
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 AED 364
AED 622 total
includes taxes & fees
19 Jan - 20 January 2026
Exclusive Stone Tower.

Vacation Home in Casole d'Elsa

House with pool for 4 pax
9.4 out of 10, Exceptional, (3)
"Besser kann man es nicht haben. Den Pool hatten wir gefĂŒhlt immer fĂŒr uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen SehenswĂŒrdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
The price is AED 602
AED 1,174 total
includes taxes & fees
2 Jan - 3 January 2026
House with pool for 4 pax

Vacation Home in Toscana

LOVE NEST SIENA YOUR LOVE NEST
The price is AED 228
AED 559 total
includes taxes & fees
22 Dec - 23 Dec
LOVE NEST SIENA YOUR LOVE NEST

Vacation Home in Montalcino

Podere Belsogno-camera Lavanda
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 AED 516
AED 602 total
includes taxes & fees
22 Dec - 23 Dec
Podere Belsogno-camera Lavanda
The price is AED 516
AED 705 total
includes taxes & fees
2 Jan - 3 January 2026
Il Borghetto - The House of Elba, rooftop panoramic terrace
The price is AED 551
AED 559 total
includes taxes & fees
8 Jan - 9 January 2026
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Vacation Home in Buonconvento

Domotic Suite at Villa Anna
The price is AED 310
AED 578 total
includes taxes & fees
23 Dec - 24 Dec
Domotic Suite at Villa Anna

Vacation Home in Montalcino

Podere Belsogno-camera Rosmarino
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 AED 516
AED 602 total
includes taxes & fees
22 Dec - 23 Dec
Podere Belsogno-camera Rosmarino
10.0 out of 10, Exceptional, (1)
"Pros: The view and unique traditional apartment. Cons: -"
United States
Anonymous traveler
The price is AED 1,731
AED 2,106 total
includes taxes & fees
7 Jan - 8 January 2026
Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi
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 AED 2,146
AED 3,789 total
includes taxes & fees
3 Jan - 4 January 2026
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
10.0 out of 10, Exceptional, (12)
"Monteriggioni is the perfect location between Siena, San Gimignani, and roads to Chianti. The hosts Marcela, Enzo, and Alessandro really made us feel at home and comfortable. The property is beautiful, quiet, with unforgettable sunsets! Time at the pool is refreshing and relaxing, with beautiful views of the surrounding countryside. The authentic Italian kitchen was perfect for creating your own breakfasts and dinners. The bathrooms with showers have all you need, and the beds are really...
United States
Daniel D.
The price is AED 1,041
AED 1,480 total
includes taxes & fees
22 Dec - 23 Dec
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
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 Monticiano Hotel Reviews