Search Pienza Villa Accommodation

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Pienza villas

Property grounds

Villa in Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
The price is AU$11,187
includes taxes & fees
26 Jan - 27 Jan
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
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 AU$139
includes taxes & fees
2 Feb - 3 Feb
Artisti del Cavallo Tourism
Pool

Villa in Siena

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
The price is AU$10,377
includes taxes & fees
1 Feb - 2 Feb
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Property grounds

Villa in Castel del Piano

Charming Tuscany Villa w/ Private Infinity Pool
The price is AU$213
includes taxes & fees
1 Feb - 2 Feb
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 AU$2,639
includes taxes & fees
25 Jan - 26 Jan
'...a delicious farmhouse in the countryside where only the wind blows...'
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 AU$297
includes taxes & fees
22 Jan - 23 Jan
Il Poggio dell'Eremita
Terrace/patio

Villa in Montalcino

Antico Brunello
The price is AU$12,609
includes taxes & fees
31 Jan - 1 Feb
Antico Brunello
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 Cortona

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
The price is AU$9,288
includes taxes & fees
1 Feb - 2 Feb
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Terrace/patio

Villa in Montepulciano

VILLA CORTE ANTICA - Seven Bedroom Villa, Sleeps 15
The price is AU$4,025
includes taxes & fees
22 Jan - 23 Jan
VILLA CORTE ANTICA - Seven Bedroom Villa, Sleeps 15
Exterior

Villa in Vico dʼArbia

Villa Capanna: A Window onto Tuscany
The price is AU$2,536
includes taxes & fees
22 Jan - 23 Jan
Villa Capanna: A Window onto Tuscany
Exterior

Villa in Vico dʼArbia

Villa Torre Among the Hills of Siena
The price is AU$2,536
includes taxes & fees
22 Jan - 23 Jan
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 AU$503
includes taxes & fees
31 Jan - 1 Feb
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning
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 AU$1,513
includes taxes & fees
1 Feb - 2 Feb
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 AU$608
includes taxes & fees
22 Jan - 23 Jan
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Property grounds

Villa in Montepulciano

Farmhouse with Swimming Pool in Montepulciano
The price is AU$3,746
includes taxes & fees
1 Feb - 2 Feb
Farmhouse with Swimming Pool in Montepulciano
Exterior

Villa in Vico dʼArbia

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
The price is AU$1,842
includes taxes & fees
22 Jan - 23 Jan
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Exterior

Villa in Cortona

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
The price is AU$863
includes taxes & fees
22 Jan - 23 Jan
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 3 weeks ago
Monastero di Cortona Hotel & Spa

Find out more about Pienza

Pienza Villas information

Number of reviews
86
Accommodation
32 Villas
Lowest Price
AU$139
Highest Price
AU$12,609

Frequently asked questions

How much do villas in Pienza cost?
Villas in Pienza cost between AU$139 and AU$12,609 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 32 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.

Explore a world of travel with Expedia