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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 June - 7 June
In four months
3 July - 5 July

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$10,438
includes taxes & fees
12 Mar - 13 Mar
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, (59 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AU$255
includes taxes & fees
12 Mar - 13 Mar
Il Poggio dell'Eremita
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$123
includes taxes & fees
19 Mar - 20 Mar
Artisti del Cavallo Tourism
Exterior

'...a delicious farmhouse in the countryside where only the wind blows...'

'...a delicious farmhouse in the countryside where only the wind blows...'
Campiglia d'Orcia
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals...
United States
Li-Shen L.
The price is AU$2,488
includes taxes & fees
20 Mar - 21 Mar
'...a delicious farmhouse in the countryside where only the wind blows...'
Property grounds

Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is AU$218
includes taxes & fees
24 Mar - 25 Mar
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$9,676
includes taxes & fees
12 Mar - 13 Mar
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Exterior

Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is AU$1,451
includes taxes & fees
15 Mar - 16 Mar
Red Heart - relax with those you love in 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$882
includes taxes & fees
12 Mar - 13 Mar
Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Exterior

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

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning
Siena
The price is AU$590
includes taxes & fees
12 Mar - 13 Mar
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning
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$1,480
includes taxes & fees
2 Apr - 3 Apr
Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
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$655
includes taxes & fees
3 Apr - 4 Apr
VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
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$1,896
includes taxes & fees
14 Mar - 15 Mar
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Exterior

Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is AU$2,228
includes taxes & fees
12 Mar - 13 Mar
Villa Capanna: A Window onto Tuscany
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$1,423
includes taxes & fees
15 Mar - 16 Mar
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
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)
"What a lovely villa to call home for a few days! The villa itself is so big while also being cozy, the beds comfortable, the grounds beautiful, the view of the landscape breathtaking. We couldn't ask for a more helpful, lovey host who goes above and beyond to attend to her guests' needs. The venue has a hot tub that Fulvia offered to heat up for us if we were interested, and we enjoyed a glass of wine on the sunlit patio each evening. Be sure to bring layers if you visit Tuscany during...
United States
Laura M.
The price is AU$926
includes taxes & fees
15 Mar - 16 Mar
Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!
Exterior

Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Trequanda
The price is AU$395
includes taxes & fees
17 Mar - 18 Mar
Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Terrace/patio

Antico Brunello

Antico Brunello
Montalcino
The price is AU$11,857
includes taxes & fees
12 Mar - 13 Mar
Antico Brunello
4 bedrooms, WiFi, bed sheets

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$1,618
includes taxes & fees
12 Mar - 13 Mar
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Exterior

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is AU$878
includes taxes & fees
27 Mar - 28 Mar
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Outdoor dining

Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is AU$499
includes taxes & fees
12 Mar - 13 Mar
Villa Falco-Cignella Resort Apartments in Tuscany
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

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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 7 days ago
Hotel Santa Caterina

Find out more about Pienza

Pienza Villas information

Number of reviews
81
Accommodation
1357 Villas
Lowest Price
AU$123
Highest Price
AU$11,857

Frequently asked questions

How much do villas in Pienza cost?
Villas in Pienza cost between AU$123 and AU$11,857 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 1357 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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