Search Vacation Homes in Pienza

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

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 402
AED 495 total
includes taxes & fees
6 Apr - 7 Apr
"Il Focolare" Superior Apartment in Monticchiello
1 bedroom, WiFi, bed sheets

House Sant Angelo

House Sant Angelo
Acquapendente
The price is AED 400
AED 476 total
includes taxes & fees
8 Apr - 9 Apr
House Sant Angelo
1 bedroom, WiFi, bed sheets

House Sant' Angelo

House Sant' Angelo
Acquapendente
The price is AED 400
AED 476 total
includes taxes & fees
8 Apr - 9 Apr
House Sant' Angelo
View from property

Agriturismo Casale Le Crete

Agriturismo Casale Le Crete
Acquapendente
10.0 out of 10, Exceptional, (2 reviews)
"Buongiorno, abbiamo soggiornato al Casale Le Crete per due notti e ci siamo trovati molto bene. Eline Ăš stata molto accogliente e disponibile e ci ha messo subito a nostro agio e ci siamo sentiti subito a nostro agio! torneremo sicuramente"
Italy
Francesca
The price is AED 561
AED 617 total
includes taxes & fees
8 Apr - 9 Apr
Agriturismo Casale Le Crete
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 762
AED 1,049 total
includes taxes & fees
6 Apr - 7 Apr
Eagle House
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 312
AED 344 total
includes taxes & fees
15 Apr - 16 Apr
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 AED 647
AED 766 total
includes taxes & fees
6 Apr - 7 Apr
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 AED 267
AED 343 total
includes taxes & fees
7 Apr - 8 Apr
Holiday home with panoramic terrace ideal for families and couples
Terrace/patio

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is AED 1,142
AED 1,532 total
includes taxes & fees
6 Apr - 7 Apr
Charming Siena Countryside Stay
1 bedroom, WiFi, bed sheets, wheelchair access

MDQ Events - A natural oasis on the Via Francigena

MDQ Events - A natural oasis on the Via Francigena
catiglione d'orcia
The price is AED 356
AED 487 total
includes taxes & fees
6 Apr - 7 Apr
MDQ Events - A natural oasis on the Via Francigena
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 487
AED 605 total
includes taxes & fees
6 Apr - 7 Apr
Eva's house awaits you!
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 457
AED 872 total
includes taxes & fees
7 Apr - 8 Apr
Romantic farm in the Sienese hills
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 457
AED 685 total
includes taxes & fees
7 Apr - 8 Apr
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 AED 383
AED 400 total
includes taxes & fees
7 Apr - 8 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 344
AED 378 total
includes taxes & fees
13 Apr - 14 Apr
Le Roghete
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 752
AED 840 total
includes taxes & fees
13 Apr - 14 Apr
Zampugna
Exterior detail

Marconi House

Marconi House
Acquapendente
The price is AED 762
AED 872 total
includes taxes & fees
12 Apr - 13 Apr
Marconi House
Interior

The little Magician's secret corner

The little Magician's secret corner
Sinalunga
The price is AED 508
AED 804 total
includes taxes & fees
7 Apr - 8 Apr
The little Magician's secret corner
Spa

House Sant 'Angelo

House Sant 'Angelo
Acquapendente
The price is AED 571
AED 897 total
includes taxes & fees
8 Apr - 9 Apr
House Sant 'Angelo
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 AED 836
AED 1,012 total
includes taxes & fees
8 Apr - 9 Apr
Holiday Home 'I Prati' with Private Pool, Private Terrace 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"The staff and facilities were excellent "
Guillermo 2-night trip
Posted 3 hours ago
Monastero di Cortona Hotel & Spa