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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Pienza villas

Property grounds

Villa in Montalcino

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
The price is AED 25,213
AED 27,350 total
includes taxes & fees
6 Mar - 7 Mar
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
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 AED 576
AED 662 total
includes taxes & fees
6 Mar - 7 Mar
Il Poggio dell'Eremita
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 AED 301
AED 339 total
includes taxes & fees
17 Mar - 18 Mar
Artisti del Cavallo Tourism
Property grounds

Villa in Castel del Piano

Charming Tuscany Villa w/ Private Infinity Pool
The price is AED 231
AED 564 total
includes taxes & fees
24 Mar - 25 Mar
Charming Tuscany Villa w/ Private Infinity Pool
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 AED 4,060
AED 6,637 total
includes taxes & fees
20 Mar - 21 Mar
'...a delicious farmhouse in the countryside where only the wind blows...'
Pool

Villa in Siena

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
The price is AED 25,354
AED 25,354 total
includes taxes & fees
6 Mar - 7 Mar
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Exterior

Villa in Trequanda

Red Heart - relax with those you love in Tuscany.
The price is AED 2,350
AED 3,919 total
includes taxes & fees
15 Mar - 16 Mar
Red Heart - relax with those you love in Tuscany.
Property grounds

Villa in Siena

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
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 AED 3,862
AED 3,879 total
includes taxes & fees
2 Apr - 3 Apr
Holiday Home 'Casale I Cascetti' with Pool, Garden & 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 AED 2,668
AED 3,728 total
includes taxes & fees
9 Mar - 10 Mar
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Exterior

Villa in SINALUNGA

VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
The price is AED 1,530
AED 1,739 total
includes taxes & fees
3 Apr - 4 Apr
VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends
Exterior

Villa in San Quirico d'Orcia

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
The price is AED 4,690
AED 4,968 total
includes taxes & fees
6 Mar - 7 Mar
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Exterior

Villa in Vico dʼArbia

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
The price is AED 3,746
AED 4,169 total
includes taxes & fees
9 Mar - 10 Mar
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Terrace/patio

Villa in Montalcino

Antico Brunello
The price is AED 28,146
AED 31,004 total
includes taxes & fees
18 Mar - 19 Mar
Antico Brunello
Exterior

Villa in Vico dʼArbia

Villa Torre Among the Hills of Siena
The price is AED 5,404
AED 5,826 total
includes taxes & fees
11 Mar - 12 Mar
Villa Torre Among the Hills of Siena
Exterior

Villa in Siena

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning
The price is AED 1,838
AED 1,846 total
includes taxes & fees
4 Apr - 5 Apr
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning
Exterior

Villa in Trequanda

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
The price is AED 849
AED 1,036 total
includes taxes & fees
9 Mar - 10 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
Property grounds

Villa in Torrita di Siena

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
The price is AED 4,231
AED 4,239 total
includes taxes & fees
8 Mar - 9 Mar
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Outdoor dining

Villa in Trequanda

Villa Falco-Cignella Resort Apartments in Tuscany
The price is AED 1,296
AED 1,309 total
includes taxes & fees
6 Mar - 7 Mar
Villa Falco-Cignella Resort Apartments in Tuscany
Exterior

Villa in Cortona

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
The price is AED 2,124
AED 2,302 total
includes taxes & fees
27 Mar - 28 Mar
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Outdoor dining

Villa in Trequanda

Villa Cielo- Cignella Resort Tuscany Accommodation
The price is AED 1,308
AED 1,320 total
includes taxes & fees
6 Mar - 7 Mar
Villa Cielo- Cignella Resort Tuscany Accommodation
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

Hotel Santa Caterina

Hotel Santa Caterina

10/10 Excellent
"The location is superb, quiet, friendly and yet very close to the beauty of the historic town. The staff was super kind, friendly and attentive at all times. Breakfast was very good. Our room was super comfortable and super clean. Kudos to all staff but in particular to Lucio who ran the extra mile in making our stay unforgettable. Definitely a repeat on our next trip to Siena. Thanks to you all. "
Jorge 3-night trip
Posted 2 days ago
Hotel Santa Caterina

Frequently asked questions

How much do villas in Pienza cost?
Rates for villas in Pienza range between AED 339 and AED 31,004 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.