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Check prices for these dates

Next weekend
Jan 23 - Jan 25
In two weeks
Jan 30 - Feb 1
In one month
Feb 13 - Feb 15
In two months
Mar 13 - Mar 15

Our top choices for Pienza villas

Exterior

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is ￥13,117
￥14,798 total
includes taxes & fees
Jan 17 - Jan 18
Artisti del Cavallo Tourism
Property grounds

Villa in Montalcino

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
The price is ￥1,097,785
￥1,190,036 total
includes taxes & fees
Jan 16 - Jan 17
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Property grounds

Villa in Castel del Piano

Charming Tuscany Villa w/ Private Infinity Pool
The price is ￥8,856
￥23,247 total
includes taxes & fees
Jan 20 - Jan 21
Charming Tuscany Villa w/ Private Infinity Pool
Exterior

Villa in Sinalunga

Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (59 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is ￥27,382
￥31,441 total
includes taxes & fees
Jan 16 - Jan 17
Il Poggio dell'Eremita
Pool

Villa in Siena

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
The price is ￥1,103,932
￥1,103,932 total
includes taxes & fees
Jan 16 - Jan 17
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Exterior

Villa in Campiglia d'Orcia

'...a delicious farmhouse in the countryside where only the wind blows...'
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 ￥175,277
￥284,686 total
includes taxes & fees
Jan 18 - Jan 19
'...a delicious farmhouse in the countryside where only the wind blows...'
Terrace/patio

Villa in Montalcino

Antico Brunello
The price is ￥1,217,711
￥1,341,327 total
includes taxes & fees
Jan 16 - Jan 17
Antico Brunello
Exterior

Villa in Cortona

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
The price is ￥988,006
￥988,006 total
includes taxes & fees
Jan 23 - Jan 24
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Pool

Villa in Foiano della Chiana

Villa Fara Grande: An elegant and welcoming three-story villa surrounded by olive groves, with Free WI-FI.
Villa Fara Grande: An elegant and welcoming three-story villa surrounded by olive groves, with Free WI-FI.
Exterior

Villa in Rapolano Terme

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
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 ￥115,203
￥160,943 total
includes taxes & fees
Jan 25 - Jan 26
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Exterior

Villa in Cortona

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
The price is ￥56,994
￥64,668 total
includes taxes & fees
Jan 18 - Jan 19
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Exterior

Villa in Siena

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning
The price is ￥53,136
￥53,505 total
includes taxes & fees
Jan 16 - Jan 17
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning
Exterior

Villa in Trequanda

Red Heart - relax with those you love in Tuscany.
The price is ￥101,476
￥169,004 total
includes taxes & fees
Jan 17 - Jan 18
Red Heart - relax with those you love in Tuscany.
Terrace/patio

Villa in Montepulciano

VILLA CORTE ANTICA - Seven Bedroom Villa, Sleeps 15
The price is ￥428,136
￥428,136 total
includes taxes & fees
Jan 16 - Jan 17
VILLA CORTE ANTICA - Seven Bedroom Villa, Sleeps 15
Exterior

Villa in Vico dʼArbia

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
The price is ￥177,675
￥195,941 total
includes taxes & fees
Jan 22 - Jan 23
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Exterior

Villa in Vico dʼArbia

Villa Torre Among the Hills of Siena
The price is ￥250,406
￥268,672 total
includes taxes & fees
Jan 21 - Jan 22
Villa Torre Among the Hills of Siena
Property grounds

Villa in Montepulciano

Farmhouse with Swimming Pool in Montepulciano
The price is ￥398,524
￥398,524 total
includes taxes & fees
Jan 16 - Jan 17
Farmhouse with Swimming Pool in Montepulciano
Exterior

Villa in Cortona

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
The price is ￥84,151
￥91,825 total
includes taxes & fees
Jan 18 - Jan 19
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Exterior

Villa in Vico dʼArbia

Villa Capanna: A Window onto Tuscany
The price is ￥250,406
￥268,672 total
includes taxes & fees
Jan 21 - Jan 22
Villa Capanna: A Window onto 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.
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Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was great! Lovely hotel "
Laura 2-night trip
Posted 12 days ago
Monastero di Cortona Hotel & Spa

Find out more about Pienza

Pienza Villas information

Number of reviews
86
Accommodation
1549 Villas
Lowest Price
￥14,798
Highest Price
￥1,341,327

Frequently asked questions

How much do villas in Pienza cost?
Rates for villas in Pienza range between ￥14,798 and ￥1,341,327 per night. Whatever your budget, you're sure to find a place that fits the bill with Expedia. These prices were 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?
Pack your suitcase and pick from 1549 villas in Pienza. For a family escape, a getaway with pals or anything in between, Expedia will help you find the right place in just a click or two.
Why book your villa in Pienza with Expedia?
With Expedia, it's easy to find your dream villa in Pienza. Vacationing with the kids? Use our helpful filters to search for stays with amenities like WiFi and a pool. If you have a certain budget, select how much you'd like to spend and your preferred star rating. We'll help you find the right stay in tune with your taste and style.
How can I find cheap villas in Pienza?
An excellent way to track down cheap villas in Pienza is with Expedia's user-friendly filter tool. Narrow your search results by budget, star rating and amenities to find unbeatable rates in just a click or two.
What is there to do near my villa in Pienza?
Whatever you're interested in, Pienza has plenty to keep you going. Artemisia Gallery, Pienza Cathedral and Palazzo Comunale are on many visitors' sightseeing itineraries. Don't forget about Palazzo Piccolomini, Historic Centre of Pienza and Piazza Pio II either. With Expedia's hotel deals in Pienza, you can discover more neat attractions like these with the money you save.

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