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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Pienza villas

Property grounds

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is CA $9,527
CA $10,335 total
includes taxes & fees
Apr 11 - Apr 12
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Property grounds

Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is CA $139
CA $266 total
includes taxes & fees
Apr 12 - Apr 13
Charming Tuscany Villa w/ Private Infinity Pool
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 CA $112
CA $127 total
includes taxes & fees
Apr 18 - Apr 19
Artisti del Cavallo Tourism
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 CA $218
CA $252 total
includes taxes & fees
Apr 14 - Apr 15
Il Poggio dell'Eremita
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is CA $9,581
CA $9,581 total
includes taxes & fees
Apr 11 - Apr 12
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
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 CA $802
CA $919 total
includes taxes & fees
Apr 11 - Apr 12
Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Exterior

Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer, internal and external dining area, a master double bedroom wit

Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer, internal and external dining area, a master double bedroom wit
Trequanda
The price is CA $376
CA $458 total
includes taxes & fees
Apr 13 - Apr 14
Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer, internal and external dining area, a master double bedroom wit
Terrace/patio

Antico Brunello

Antico Brunello
Montalcino
The price is CA $10,658
CA $11,740 total
includes taxes & fees
Apr 11 - Apr 12
Antico Brunello
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 CA $315
CA $318 total
includes taxes & fees
May 4 - May 5
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
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 CA $683
CA $1,185 total
includes taxes & fees
Apr 11 - Apr 12
Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups
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 CA $2,765
CA $2,870 total
includes taxes & fees
Apr 11 - Apr 12
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Exterior

Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is CA $888
CA $1,481 total
includes taxes & fees
Apr 13 - Apr 14
Red Heart - relax with those you love in Tuscany.
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 CA $1,313
CA $1,320 total
includes taxes & fees
Apr 12 - Apr 13
Holiday Home 'Casale I Cascetti' 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 CA $1,503
CA $1,663 total
includes taxes & fees
Apr 11 - Apr 12
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Exterior

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is CA $2,590
CA $2,750 total
includes taxes & fees
Apr 30 - May 1
Villa Torre Among the Hills of Siena
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 CA $548
CA $716 total
includes taxes & fees
May 11 - May 12
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)
"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 CA $678
CA $927 total
includes taxes & fees
Apr 11 - Apr 12
Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!
Property grounds

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 CA $1,599
CA $1,602 total
includes taxes & fees
Apr 12 - Apr 13
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Exterior

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is CA $744
CA $812 total
includes taxes & fees
Apr 11 - Apr 12
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
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 CA $1,016
CA $1,416 total
includes taxes & fees
Apr 27 - Apr 28
Villa "Il Fornacino" with Pool, Garden & 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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"I did not drive to or from the hotel."
Jorge A 3-night trip
Posted 2 days ago
Monastero di Cortona Hotel & Spa

Find out more about Pienza

Pienza Villas information

Number of reviews
74
Accommodation
1549 Villas
Lowest Price
CA $127
Highest Price
CA $11,740

Frequently asked questions

How much do villas in Pienza cost?
Rates for villas in Pienza range between CA $127 and CA $11,740 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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