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12 Dec - 14 Dec
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19 Dec - 21 Dec
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2 Jan - 4 Jan
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30 Jan - 1 Feb

Vacation Homes in Monticchiello

Interior
"Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello

Monticchiello
10.0 out of 10, Exceptional, (8)
"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 SAR 413
SAR 500 total
includes taxes & fees
2 Dec - 3 Dec
"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)
"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
Interior
The Gelda house, relax with a view

The Gelda house, relax with a view

Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (14)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is SAR 435
SAR 618 total
includes taxes & fees
2 Dec - 3 Dec
The Gelda house, relax with a view
Property grounds
Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples

Cortona
The price is SAR 305
SAR 400 total
includes taxes & fees
2 Dec - 3 Dec
Holiday home with panoramic terrace ideal for families and couples
Exterior detail
The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

Montalcino (SI)
9.8 out of 10, Exceptional, (66)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
The price is SAR 696
SAR 922 total
includes taxes & fees
5 Dec - 6 Dec
The House of Alice, charm and relaxation
Property grounds
Romantic farm in the Sienese hills

Romantic farm in the Sienese hills

Trequanda, Siena
"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 SAR 352
SAR 757 total
includes taxes & fees
2 Dec - 3 Dec
Romantic farm in the Sienese hills
Outdoor dining
Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda

Montalcino
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 SAR 522
SAR 609 total
includes taxes & fees
2 Dec - 3 Dec
Podere Belsogno-camera Lavanda
Exterior detail
Independent house in the historic center

Independent house in the historic center

CASTIGLIONE D'ORCIA
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 SAR 627
SAR 744 total
includes taxes & fees
2 Dec - 3 Dec
Independent house in the historic center
Pool
Eagle House

Eagle House

CHIANCIANO
10.0 out of 10, Exceptional, (3)
"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 SAR 1,097
SAR 1,493 total
includes taxes & fees
7 Dec - 8 Dec
Eagle House
Property grounds
Farmhouse in a medieval village between Umbria and Tuscany

Farmhouse in a medieval village between Umbria and Tuscany

Casaltondo
9.0 out of 10, Wonderful, (2)
"This apartment is located in a calm and charming little village, a good starting point to discover Umbria. The 3 bedrooms and 2 bathrooms make the place ideal for a family's comfortable stay. The apartment is well-equipped but we missed the air conditioning in the hot summer days and a microwave for easy cooking. The host were very nice and friendly. We can recommend this apartment for everyone who prefers a calm holiday."
United States
Edit K.
The price is SAR 218
SAR 470 total
includes taxes & fees
1 Jan - 2 January 2026
Farmhouse in a medieval village between Umbria and Tuscany
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, (16)
"The apartment is beautiful and the views are breathtaking! The local restaurant serves very authentic family style Tuscan cuisine and everyone was incredibly friendly and helpful. I wish we could have stayed longer!"
Australia
Andrew M.
The price is SAR 696
SAR 936 total
includes taxes & fees
2 Dec - 3 Dec
The Casetta di Brunello, quiet and breathtaking views
Dining
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

Cortona
9.0 out of 10, Wonderful, (2)
"Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava."
Italy
Anonymous traveler
The price is SAR 467
SAR 484 total
includes taxes & fees
1 Jan - 2 January 2026
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
Dining
Podere Belsogno-camera Rosmarino

Podere Belsogno-camera Rosmarino

Montalcino
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 SAR 522
SAR 609 total
includes taxes & fees
2 Dec - 3 Dec
Podere Belsogno-camera Rosmarino
Exterior
Montecchio di Cortona

Montecchio di Cortona

Montecchio
9.0 out of 10, Wonderful, (2)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is SAR 261
SAR 339 total
includes taxes & fees
31 Dec - 1 January 2026
Montecchio di Cortona
Dining
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)
"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 SAR 2,171
SAR 3,834 total
includes taxes & fees
1 Jan - 2 January 2026
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
1 bedroom, iron/ironing board, free WiFi, bed sheets
House in the Cortona countryside

House in the Cortona countryside

Fratticciola
10.0 out of 10, Exceptional, (1)
"Host was extremely welcoming. Met us when we arrived and explained usage of all the amenities, including the clothes washer. Cottage was quintessential Rural Italian home. The hostess even provided us with some local wine and homemade biscotti. "
United States
Nancy F.
The price is SAR 392
SAR 470 total
includes taxes & fees
2 Dec - 3 Dec
House in the Cortona countryside
Fridge, microwave, oven, stovetop
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 SAR 334
SAR 343 total
includes taxes & fees
2 Dec - 3 Dec
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Outdoor dining
Podere Belsogno

Podere Belsogno

Montalcino
10.0 out of 10, Exceptional, (1)
"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 SAR 1,523
SAR 1,741 total
includes taxes & fees
2 Dec - 3 Dec
Podere Belsogno
Property grounds
The little Magician's secret corner

The little Magician's secret corner

Sinalunga
The price is SAR 522
SAR 827 total
includes taxes & fees
2 Dec - 3 Dec
The little Magician's secret corner
Fridge, oven, stovetop, coffee/tea maker
Charming Siena Countryside Stay

Charming Siena Countryside Stay

Monterongriffoli
The price is SAR 587
SAR 914 total
includes taxes & fees
3 Dec - 4 Dec
Charming Siena Countryside Stay
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 Monticchiello Hotel Reviews

Palazzo Brandano

Palazzo Brandano

10/10 Excellent
"Room and breakfast is great but a 20 minute drive to Pienza very cute area"
Suzanne 1-night trip
Posted 2 days ago
Palazzo Brandano