Holiday 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
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Pienza holiday 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 NZ$239
includes taxes & fees
16 Mar - 17 Mar
"Il Focolare" Superior Apartment in Monticchiello
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 NZ$512
includes taxes & fees
7 Apr - 8 Apr
Holiday Home 'I Prati' with Private Pool, Private Terrace and Wi-Fi
Pool

Casa vacanze Melograno Poderone with Terrace, Shared Pool & Wi-Fi

Casa vacanze Melograno Poderone with Terrace, Shared Pool & Wi-Fi
Grosseto
The price is NZ$1,226
includes taxes & fees
11 Mar - 12 Mar
Casa vacanze Melograno Poderone with Terrace, Shared Pool & Wi-Fi
Pool

Agriturismo Ginepro Poderone with Garden, Shared Pool & Wi-Fi

Agriturismo Ginepro Poderone with Garden, Shared Pool & Wi-Fi
Grosseto
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Schöne Poolanlage, sehr saubere Anlage Cons: Etwas abseits gelegen"
Germany
Anonymous traveller
The price is NZ$1,097
includes taxes & fees
11 Mar - 12 Mar
Agriturismo Ginepro Poderone with Garden, Shared Pool & Wi-Fi
Property grounds

Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
8.6 out of 10, Excellent, (14 reviews)
"Excellent experience!"
United States
Richard
Agriturismo San Filippo
Spa

House Sant 'Angelo

House Sant 'Angelo
Acquapendente
The price is NZ$376
includes taxes & fees
11 Mar - 12 Mar
House Sant 'Angelo
1 bedroom, WiFi, bed sheets

House Sant Angelo

House Sant Angelo
Acquapendente
The price is NZ$200
includes taxes & fees
11 Mar - 12 Mar
House Sant Angelo
1 bedroom, WiFi, bed sheets

House Sant' Angelo

House Sant' Angelo
Acquapendente
The price is NZ$200
includes taxes & fees
11 Mar - 12 Mar
House Sant' Angelo
Exterior detail

Marconi House

Marconi House
Acquapendente
The price is NZ$390
includes taxes & fees
7 Apr - 8 Apr
Marconi House
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
Le Roghete
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 è 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
Agriturismo Casale Le Crete
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 NZ$280
includes taxes & fees
16 Mar - 17 Mar
Eva's house awaits you!
Interior

Renovated Tuscan-style country house

Renovated Tuscan-style country house
Castel del Piano
The price is NZ$1,078
includes taxes & fees
18 Mar - 19 Mar
Renovated Tuscan-style country house
Exterior

Vecchio Casale Quercetino: Tuscany Vacation rentals 7pl countryside, park, pool

Vecchio Casale Quercetino: Tuscany Vacation rentals 7pl countryside, park, pool
Montenero
The price is NZ$1,405
includes taxes & fees
11 Mar - 12 Mar
Vecchio Casale Quercetino: Tuscany Vacation rentals 7pl countryside, park, pool
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 NZ$237
includes taxes & fees
12 Mar - 13 Mar
La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Room

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

Federico's Cantuccio, cozy apartment in the heart of Radicofani
Radicofani
The price is NZ$168
includes taxes & fees
24 Mar - 25 Mar
Federico's Cantuccio, cozy apartment in the heart of Radicofani
Pool

Casa Aldo with Private Terrace, Garden & Wi-Fi in Bagni San Filippo

Casa Aldo with Private Terrace, Garden & Wi-Fi in Bagni San Filippo
Bagni San Filippo
The price is NZ$850
includes taxes & fees
12 Mar - 13 Mar
Casa Aldo with Private Terrace, Garden & Wi-Fi in Bagni San Filippo
Property grounds

Holiday Home 'Colline' with Balcony and Wi-Fi

Holiday Home 'Colline' with Balcony and Wi-Fi
Radicofani
The price is NZ$298
includes taxes & fees
11 Mar - 12 Mar
Holiday Home 'Colline' with Balcony and Wi-Fi
Outdoor dining

Il Borghetto - The House of Elba, rooftop panoramic terrace

Il Borghetto - The House of Elba, rooftop panoramic terrace
Castelnuovo dell'Abate
The price is NZ$318
includes taxes & fees
11 Mar - 12 Mar
Il Borghetto - The House of Elba, rooftop panoramic terrace
Exterior detail

The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views
Montalcino
9.6 out of 10, Exceptional, (17 reviews)
"Love this apartment and the quiet little town. Great place to spend a week. "
United States
Stan F.
The price is NZ$394
includes taxes & fees
11 Mar - 12 Mar
The Casetta di Brunello, quiet and breathtaking views
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

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
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

Hotel Santa Caterina

Hotel Santa Caterina

10/10 Excellent
"Very beautiful hotel by the city wall,friendly staff and a good breakfast."
gary 3-night trip
Posted 6 days ago
Hotel Santa Caterina

Find out more about Pienza

Pienza Holiday Homes information

Number of reviews
48
Accommodation
1089 Holiday Homes
Lowest Price
NZ$200
Highest Price
NZ$1,405