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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Pienza vacation homes

Fridge, microwave, stovetop, dishwasher

"Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (8 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 433
AED 528 total
includes taxes & fees
5 May - 6 May
"Il Focolare" Superior Apartment in Monticchiello
1 bedroom, WiFi, bed sheets

House Sant Angelo

House Sant Angelo
Acquapendente
The price is AED 408
AED 486 total
includes taxes & fees
20 Apr - 21 Apr
House Sant Angelo
1 bedroom, WiFi, bed sheets

House Sant' Angelo

House Sant' Angelo
Acquapendente
The price is AED 408
AED 486 total
includes taxes & fees
20 Apr - 21 Apr
House Sant' Angelo
Property grounds

Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
8.6 out of 10, Excellent, (14 reviews)
"Excellent experience!"
United States
Richard
The price is AED 322
AED 355 total
includes taxes & fees
19 Apr - 20 Apr
Agriturismo San Filippo
Exterior

Eagle House

Eagle House
CHIANCIANO
10.0 out of 10, Exceptional, (3 reviews)
"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 AED 778
AED 1,076 total
includes taxes & fees
20 Apr - 21 Apr
Eagle House
Outdoor dining

Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is AED 272
AED 350 total
includes taxes & fees
20 Apr - 21 Apr
Holiday home with panoramic terrace ideal for families and couples
Interior

Oasi del Borgo Montefollonico

Oasi del Borgo Montefollonico
Montefollonico
The price is AED 795
AED 804 total
includes taxes & fees
20 Apr - 21 Apr
Oasi del Borgo Montefollonico
Terrace/patio

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is AED 1,169
AED 1,537 total
includes taxes & fees
22 Apr - 23 Apr
Charming Siena Countryside Stay
Exterior detail

Independent house in the historic center

Independent house in the historic center
CASTIGLIONE D'ORCIA
9.4 out of 10, Exceptional, (9 reviews)
"We had a wonderful time - beautiful home in a sweet small village. "
United States
Kristen Y.
The price is AED 661
AED 778 total
includes taxes & fees
24 Apr - 25 Apr
Independent house in the historic center
Iron/ironing board, WiFi, bed sheets

Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano
Toscana
The price is AED 467
AED 696 total
includes taxes & fees
20 Apr - 21 Apr
Double room with private bathroom in the countryside 5 minutes from Montepulciano
Property grounds

La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia

La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Radicofani
The price is AED 428
AED 523 total
includes taxes & fees
20 Apr - 21 Apr
La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Property grounds

Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
8.0 out of 10, Very Good, (1 review)
"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 467
AED 882 total
includes taxes & fees
20 Apr - 21 Apr
Romantic farm in the Sienese hills
Front of property

Zampugna

Zampugna
Trequanda
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful and host is great!"
United States
August
The price is AED 775
AED 865 total
includes taxes & fees
18 May - 19 May
Zampugna
Property grounds

Eva's house awaits you!

Eva's house awaits you!
Monterubiaglio
10.0 out of 10, Exceptional, (2 reviews)
"L'appartement est trÚs 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 trÚs grand, idéal lorsqu'on a des enfants. La piscine est un avantage non négligeable au vu des températures trÚs élevées. Les villages villes...
France
Stéphanie D.
The price is AED 497
AED 618 total
includes taxes & fees
2 May - 3 May
Eva's house awaits you!
2 bedrooms, free WiFi, bed sheets

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

Apartment "La Vecchia Fornace Casa Gialla" with Shared Pool & Wi-Fi
Cortona
The price is AED 391
AED 409 total
includes taxes & fees
23 Apr - 24 Apr
Apartment "La Vecchia Fornace Casa Gialla" with Shared Pool & Wi-Fi
Exterior

Le Roghete

Le Roghete
Acquapendente
9.4 out of 10, Exceptional, (3 reviews)
"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
The price is AED 347
AED 382 total
includes taxes & fees
21 Apr - 22 Apr
Le Roghete
TV

Holiday Home 'Roda' with Private Terrace, Wi-Fi and Air Conditioning

Holiday Home 'Roda' with Private Terrace, Wi-Fi and Air Conditioning
Castiglione del Lago
The price is AED 339
AED 486 total
includes taxes & fees
5 May - 6 May
Holiday Home 'Roda' with Private Terrace, Wi-Fi and Air Conditioning
Spa

House Sant 'Angelo

House Sant 'Angelo
Acquapendente
The price is AED 583
AED 912 total
includes taxes & fees
20 Apr - 21 Apr
House Sant 'Angelo
Interior

The little Magician's secret corner

The little Magician's secret corner
Sinalunga
The price is AED 519
AED 817 total
includes taxes & fees
20 Apr - 21 Apr
The little Magician's secret corner
Interior

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 reviews)
"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 2,933
AED 4,766 total
includes taxes & fees
2 May - 3 May
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"It was the nicest and most unique hotel stay and experience we’ve ever had! From the front desk staff to the restaurant and bar staff was beyond our expectations! The attention to detail from the cleaning staff and the spa was unbelievable! Hard to mention everyone. Every employees attention to detail makes this experience! The hotel is beyond stunning ! This hotel sets a high bar and absolutely met it with flying colours! "
James 3-night trip
Posted 17 hours ago
Monastero di Cortona Hotel & Spa