Pienza Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

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 CA $161
CA $197 total
includes taxes & fees
Apr 16 - Apr 17
"Il Focolare" Superior Apartment in Monticchiello
1 bedroom, WiFi, bed sheets

House Sant Angelo

House Sant Angelo
Acquapendente
The price is CA $153
CA $182 total
includes taxes & fees
Apr 10 - Apr 11
House Sant Angelo
1 bedroom, WiFi, bed sheets

House Sant' Angelo

House Sant' Angelo
Acquapendente
The price is CA $153
CA $182 total
includes taxes & fees
Apr 10 - Apr 11
House Sant' Angelo
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 CA $291
CA $421 total
includes taxes & fees
Apr 10 - Apr 11
Eagle House
Exterior

Oasi del Borgo Montefollonico

Oasi del Borgo Montefollonico
Montefollonico
The price is CA $297
CA $300 total
includes taxes & fees
Apr 12 - Apr 13
Oasi del Borgo Montefollonico
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 CA $119
CA $131 total
includes taxes & fees
Apr 21 - Apr 22
Agriturismo San Filippo
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 CA $247
CA $291 total
includes taxes & fees
Apr 11 - Apr 12
Independent house in the historic center
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 CA $102
CA $131 total
includes taxes & fees
Apr 10 - Apr 11
Holiday home with panoramic terrace ideal for families and couples
Terrace/patio

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is CA $436
CA $586 total
includes taxes & fees
Apr 10 - Apr 11
Charming Siena Countryside Stay
Property grounds

Eva's house awaits you!

Eva's house awaits you!
Monterubiaglio
10.0 out of 10, Exceptional, (2 reviews)
"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 CA $186
CA $231 total
includes taxes & fees
Apr 10 - Apr 11
Eva's house awaits you!
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 CA $160
CA $195 total
includes taxes & fees
Apr 11 - Apr 12
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 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 CA $174
CA $329 total
includes taxes & fees
Apr 10 - Apr 11
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 CA $287
CA $321 total
includes taxes & fees
Apr 13 - Apr 14
Zampugna
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 CA $137
CA $150 total
includes taxes & fees
Apr 10 - Apr 11
Le Roghete
Terrace/patio

Holiday Home 'I Prati' with Private Pool, Private Terrace and Wi-Fi

Holiday Home 'I Prati' with Private Pool, Private Terrace and Wi-Fi
Elmo
The price is CA $327
CA $394 total
includes taxes & fees
May 5 - May 6
Holiday Home 'I Prati' with Private Pool, Private Terrace and Wi-Fi
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 CA $1,096
CA $1,783 total
includes taxes & fees
Apr 28 - Apr 29
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Spa

House Sant 'Angelo

House Sant 'Angelo
Acquapendente
The price is CA $218
CA $339 total
includes taxes & fees
Apr 10 - Apr 11
House Sant 'Angelo
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 CA $174
CA $258 total
includes taxes & fees
Apr 10 - Apr 11
Double room with private bathroom in the countryside 5 minutes from Montepulciano
Exterior

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 CA $146
CA $153 total
includes taxes & fees
Apr 10 - Apr 11
Apartment "La Vecchia Fornace Casa Gialla" with Shared Pool & Wi-Fi
Property grounds

Holiday Home 'Colline' with Balcony and Wi-Fi

Holiday Home 'Colline' with Balcony and Wi-Fi
Radicofani
The price is CA $177
CA $184 total
includes taxes & fees
May 4 - May 5
Holiday Home 'Colline' with Balcony and Wi-Fi
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
"I did not drive to or from the hotel."
Jorge A 3-night trip
Posted 1 day ago
Monastero di Cortona Hotel & Spa

Find out more about Pienza

Pienza Vacation Homes information

Number of reviews
47
Accommodation
1130 Vacation Homes
Lowest Price
CA $131
Highest Price
CA $1,783