A historic square with a prominent tower and statues.

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Pienza vacation homes

1 bedroom, WiFi, bed sheets

House Sant Angelo

House Sant Angelo
Acquapendente
The price is ￥17,481
￥20,811 total
includes taxes & fees
Jul 21 - Jul 22
House Sant Angelo
1 bedroom, WiFi, bed sheets

House Sant' Angelo

House Sant' Angelo
Acquapendente
The price is ￥17,481
￥20,811 total
includes taxes & fees
Jul 21 - Jul 22
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 ￥13,372
￥14,709 total
includes taxes & fees
Jul 14 - Jul 15
Agriturismo San Filippo
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 ￥11,654
￥14,984 total
includes taxes & fees
Jul 16 - Jul 17
Holiday home with panoramic terrace ideal for families and couples
Exterior

Federico's Cantuccio, cozy apartment in the heart of Radicofani

Federico's Cantuccio, cozy apartment in the heart of Radicofani
Radicofani
The price is ￥11,821
￥15,891 total
includes taxes & fees
Jul 20 - Jul 21
Federico's Cantuccio, cozy apartment in the heart of Radicofani
Exterior detail

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 ￥14,213
￥14,953 total
includes taxes & fees
Jul 10 - Jul 11
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
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 ￥14,455
￥15,901 total
includes taxes & fees
Jul 12 - Jul 13
Le Roghete
Outdoor dining

Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is ￥14,227
￥19,778 total
includes taxes & fees
Jul 16 - Jul 17
Dolce Casa 2 by Tiny Away
Private kitchen

Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is ￥14,984
￥19,054 total
includes taxes & fees
Jul 16 - Jul 17
Happy Nest Tuscany Between Florence and Rome
Outdoor dining

Peaceful corner with garden between Chianti and Crete, very close to Old Town

Peaceful corner with garden between Chianti and Crete, very close to Old Town
Casetta
The price is ￥15,909
￥20,719 total
includes taxes & fees
Jul 21 - Jul 22
Peaceful corner with garden between Chianti and Crete, very close to Old Town
1 bedroom, WiFi, bed sheets

Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is ￥15,373
￥20,924 total
includes taxes & fees
Jul 16 - Jul 17
Dolce Casa 1 by Tiny Away
Interior

Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany

Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
Castiglione del Lago
The price is ￥21,721
￥30,261 total
includes taxes & fees
Jul 12 - Jul 13
Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
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 ￥19,979
￥29,968 total
includes taxes & fees
Jul 16 - Jul 17
Double room with private bathroom in the countryside 5 minutes from Montepulciano
Dining

Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is ￥14,666
￥18,936 total
includes taxes & fees
Jul 13 - Jul 14
Montecchio di Cortona
Pool

Apartment “Papà Giuseppe La Stalla” with Shared Pool and Wi-Fi

Apartment “Papà Giuseppe La Stalla” with Shared Pool and Wi-Fi
Cortona
2.0 out of 10, (1 review)
"Accoglienza a dir poco pessimaCasa poco pulitaAssenza del proprietario al nostro arrivoDifficoltà nell’individuazione della casaGuasto caldaia con problemi per soggiornoSiamo andati via senza poter restare a dormire "
Italy
Cristina M.
The price is ￥18,678
￥19,421 total
includes taxes & fees
Jul 20 - Jul 21
Apartment “Papà Giuseppe La Stalla” with Shared Pool and Wi-Fi
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 ￥18,314
￥22,384 total
includes taxes & fees
Jul 16 - Jul 17
La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Pool

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is ￥27,748
￥62,711 total
includes taxes & fees
Jul 10 - Jul 11
Agritourism in val d'orcia
Exterior

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
Buonconvento
The price is ￥21,682
￥22,239 total
includes taxes & fees
Jul 14 - Jul 15
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
Property grounds

Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
7.0 out of 10, Good, (2 reviews)
"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...
United States
Harald B.
The price is ￥19,979
￥37,183 total
includes taxes & fees
Jul 21 - Jul 22
Romantic farm in the Sienese hills
2 bedrooms, iron/ironing board, internet, bed sheets

Terme house

Terme house
Bagni San Filippo
The price is ￥19,812
￥27,582 total
includes taxes & fees
Jul 16 - Jul 17
Terme house
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

Castello di Leonina Relais

Castello di Leonina Relais

8/10 Good
"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."
Anthony 2-night trip
Posted 1 day ago
Castello di Leonina Relais

Find out more about Pienza

Pienza Vacation Homes information

Number of reviews
22
Accommodation
1045 Vacation Homes
Lowest Price
￥14,709
Highest Price
￥62,711