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

Vacation Homes in Pienza

Interior
"Il Focolare" Superior Apartment in Monticchiello

Vacation Home in 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
3 Dec - 4 Dec
"Il Focolare" Superior Apartment in Monticchiello
Exterior
Agriturismo San Filippo

Vacation Home in Acquapendente

9.0 out of 10, Wonderful, (13)
"Excellent experience!"
United States
Richard
Agriturismo San Filippo
Interior
The Gelda house, relax with a view

Vacation Home in 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 436
SAR 619 total
includes taxes & fees
3 Dec - 4 Dec
The Gelda house, relax with a view
Exterior
Le Roghete

Vacation Home in Acquapendente

9.4 out of 10, Exceptional, (3)
"The address of the hotel was wrong on the Hotels.com web site. After an anxious hour or so our host was kind enough to come and get us, we were on foot walking the Via Francigena and the additional 4 miles back would have been a killer. Our host arranged for a cab the next morning so we were back on schedule. Worth the cab expense to keep on schedule. Wonderful evening meal and a great hotel. I would visit it again."
United States
Mark
Le Roghete
Pool
Eva's house awaits you!

Vacation Home in Monterubiaglio

10.0 out of 10, Exceptional, (2)
"L'appartement est très grand (rez-de-chaussée d'une maison) et aménagé avec bcp de goût. Tout etait fournis à l'arrivée : linges de lit, serviettes de toilette, liquide vaisselle, éponge et torchons. L'accueil des propriétaires etaient chaleureux et leurs conseils bienvenus. Chien, chat, tortues nous ont réservés un acceuil amical. Le jardin est très grand, idéal lorsqu'on a des enfants. La piscine est un avantage non négligeable au vu des températures très élevées. Les villages villes...
France
Stéphanie D.
The price is SAR 500
SAR 622 total
includes taxes & fees
4 Dec - 5 Dec
Eva's house awaits you!
Interior entrance
Poggio del Sole

Vacation Home in 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
Property grounds
Holiday home with panoramic terrace ideal for families and couples

Vacation Home in Cortona

The price is SAR 305
SAR 401 total
includes taxes & fees
3 Dec - 4 Dec
Holiday home with panoramic terrace ideal for families and couples
Bar (on property)
Exclusive Stone Tower.

Vacation Home in Casciano

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 SAR 412
SAR 682 total
includes taxes & fees
3 Dec - 4 Dec
Exclusive Stone Tower.
Exterior detail
The House of Alice, charm and relaxation

Vacation Home in 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
7 Dec - 8 Dec
The House of Alice, charm and relaxation
Property grounds
Cozy Tuscan-style apartment Suitable for families. Pets allowed

Vacation Home in Toscana

10.0 out of 10, Exceptional, (1)
"Très bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "
France
YVES A.
The price is SAR 566
SAR 709 total
includes taxes & fees
3 Dec - 4 Dec
Cozy Tuscan-style apartment Suitable for families. Pets allowed
Property grounds
Romantic farm in the Sienese hills

Vacation Home in 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 761 total
includes taxes & fees
3 Dec - 4 Dec
Romantic farm in the Sienese hills
Exterior detail
Independent house in the historic center

Vacation Home in 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 745 total
includes taxes & fees
3 Dec - 4 Dec
Independent house in the historic center
Exterior
Montecchio di Cortona

Vacation Home in 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 340 total
includes taxes & fees
31 Dec - 1 January 2026
Montecchio di Cortona
Pool
Eagle House

Vacation Home in 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 1,098
SAR 1,494 total
includes taxes & fees
7 Dec - 8 Dec
Eagle House
Exterior detail
The Casetta di Brunello, quiet and breathtaking views

Vacation Home in 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 940 total
includes taxes & fees
3 Dec - 4 Dec
The Casetta di Brunello, quiet and breathtaking views
1 bedroom, iron/ironing board, free WiFi, bed sheets
House in the Cortona countryside

Vacation Home in 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
5 Dec - 6 Dec
House in the Cortona countryside
Dining
Podere Belsogno-camera Rosmarino

Vacation Home in 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
3 Dec - 4 Dec
Podere Belsogno-camera Rosmarino
Outdoor dining
Podere Belsogno-camera Lavanda

Vacation Home in 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
3 Dec - 4 Dec
Podere Belsogno-camera Lavanda
Outdoor dining
Agriturismo Ginepro Poderone with Garden, Shared Pool & Wi-Fi

Vacation Home in Grosseto

10.0 out of 10, Exceptional, (2)
"Pros: Schöne Poolanlage, sehr saubere Anlage Cons: Etwas abseits gelegen"
Germany
Anonymous traveler
The price is SAR 7,756
SAR 7,756 total
includes taxes & fees
2 Jan - 3 January 2026
Agriturismo Ginepro Poderone with Garden, Shared Pool & Wi-Fi
Terrace/patio
mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia

Vacation Home in Sinalunga

8.0 out of 10, Very Good, (2)
"It seemed like a beautiful spot,but ws had tocancel at the last minute due to illness. I hope we can reschedule some day."
Canada
Robert R.
The price is SAR 392
SAR 475 total
includes taxes & fees
8 Dec - 9 Dec
mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia
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 Pienza Hotel Reviews

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

10/10 Excellent
"Wonderful stay "
Talib 3-night trip
Posted 7 days ago
Rosewood Castiglion del Bosco

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