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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 June - 28 June
In three months
24 July - 26 July
In four months
21 Aug - 23 Aug

Our top choices for Pienza villas

Property grounds

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is AU$10,440
includes taxes & fees
1 May - 2 May
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (60 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AU$257
includes taxes & fees
8 May - 9 May
Il Poggio dell'Eremita
Property grounds

Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is AU$601
includes taxes & fees
1 May - 2 May
Charming Tuscany Villa w/ Private Infinity Pool
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AU$9,678
includes taxes & fees
1 May - 2 May
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is AU$126
includes taxes & fees
17 May - 18 May
Artisti del Cavallo Tourism
Exterior

Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups

Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups
Montenero
The price is AU$1,193
includes taxes & fees
12 May - 13 May
Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups
Property grounds

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
San Giovanni d'Asso
9.8 out of 10, Exceptional, (37 reviews)
"Wonderful Graziella and Constantino present a Villa with unique flair. We had the time of our life with cooking and eating too much. Great vacation!! thank You"
Germany
Stephan C.
The price is AU$1,138
includes taxes & fees
13 May - 14 May
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Exterior

Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning

Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Porrona
The price is AU$765
includes taxes & fees
8 May - 9 May
Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Exterior

Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is AU$1,497
includes taxes & fees
4 May - 5 May
Red Heart - relax with those you love in Tuscany.
Exterior

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Siena
The price is AU$321
includes taxes & fees
12 May - 13 May
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Exterior

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
San Quirico d'Orcia
The price is AU$2,899
includes taxes & fees
17 May - 18 May
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Property grounds

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Siena
10.0 out of 10, Exceptional, (1 review)
"Bellissime camere, dotate di ogni confort, immerse nel verde della campagna toscana. Camere spaziose, comode, luminose e attrezzate di tutto. Proprietari ospitali e gentili, sempre pronti a fornire indicazioni. Grazie di tutto , torneremo senz'altro!"
United States
Annarosa m.
The price is AU$1,333
includes taxes & fees
3 May - 4 May
Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Terrace/patio

Antico Brunello

Antico Brunello
Montalcino
The price is AU$11,859
includes taxes & fees
8 May - 9 May
Antico Brunello
Exterior

VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends

VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
SINALUNGA
The price is AU$671
includes taxes & fees
4 May - 5 May
VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
Exterior

Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!

Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!
Chianciano Terme
9.4 out of 10, Exceptional, (10 reviews)
"This is a marvelous property and the owners Fulvia and Umberto couldn't be more welcoming, helpful and sincerely nice people. I wish we could have stayed longer and would highly recommend this place to anyone who wants to stay in Tuscany. It was the highlight of our trip."
United States
Diane D.
The price is AU$991
includes taxes & fees
6 May - 7 May
Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!
Exterior

WP RELAIS BORGO VIGNALUNGA

WP RELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (37 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
The price is AU$1,874
includes taxes & fees
14 May - 15 May
WP RELAIS BORGO VIGNALUNGA
Exterior

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is AU$2,880
includes taxes & fees
4 May - 5 May
Villa Torre Among the Hills of Siena
Exterior

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is AU$1,779
includes taxes & fees
4 May - 5 May
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Exterior

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
The price is AU$2,298
includes taxes & fees
8 May - 9 May
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Exterior

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Torrita di Siena
The price is AU$1,790
includes taxes & fees
6 May - 7 May
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & 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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"This is an incredible oasis in the hills of Tuscany. The restaurant is terrific, the rooms are beautiful and the staff is exceptional "
Roberta 5-night trip
Posted 1 day ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Pienza

Pienza Villas information

Number of reviews
149
Accommodation
1325 Villas
Lowest Price
AU$126
Highest Price
AU$11,859

Frequently asked questions

How much do villas in Pienza cost?
Villas in Pienza cost between AU$126 and AU$11,859 per night. These getaways provide the privacy to enjoy your own space at a price that's gentle to your wallet. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Pienza?
Reclaim your holiday days and pick from 1325 villas in Pienza. For a family holiday, a couple's getaway and everything in between, Expedia will help you find the right place in just a click or two.
What is there to do near my villa in Pienza?
Pienza has enough experiences and sights to keep you occupied for weeks, starting with Pienza Cathedral. Piscine Termali Theia, Terme di Montepulciano Spa and Tenuta Greppo Franco Biondi Santi are other awesome attractions. If you're hanging around a while, Palazzo Piccolomini and Consorzio del Vino Nobile di Montepulciano will add the finishing touches to your itinerary.

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