A historic square with a prominent tower and statues.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Pienza villas

A two-story building with balconies, outdoor seating, and potted plants.

1. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is CA $109
CA $126 total
includes taxes & fees
Oct 26 - Oct 27
Artisti del Cavallo Tourism
A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

2. Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (57 reviews)
"Incredible stay! Property was beautifully restored and outfitted, and immaculately clean when we arrived. The host was very responsive, helping us bring in a local chef and responded quickly to our various questions during our stay. The heated pool was wonderful. The property was the right size for seven guests. We hope to return because six nights here wasn’t enough! I wish there was an option to give higher than five stars!"
United States
Marshall W.
The price is CA $887
CA $1,020 total
includes taxes & fees
Nov 2 - Nov 3
Wp Relais Villa Vignalunga
A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

3. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (74 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is CA $213
CA $245 total
includes taxes & fees
Oct 21 - Oct 22
Il Poggio dell'Eremita
A courtyard with a pathway leading to a circular garden area, surrounded by trees and a building with a tiled roof.

4. 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 CA $305
CA $372 total
includes taxes & fees
Nov 2 - Nov 3
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
A stone building with a tiled roof, a small porch, and a pathway leading to it.

5. 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 $2,708
CA $2,811 total
includes taxes & fees
Oct 21 - Oct 22
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
A patio with a table and chairs, a large umbrella, and a vase of flowers.

6. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is CA $453
CA $458 total
includes taxes & fees
Oct 26 - Oct 27
Villa Cielo- Cignella Resort Tuscany Accommodation
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

7. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is CA $449
CA $454 total
includes taxes & fees
Oct 27 - Oct 28
Villa Falco-Cignella Resort Apartments in Tuscany
A tree, a lamp post, and a clear blue pool with a view of distant mountains.

8. 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
10.0 out of 10, Exceptional, (1 review)
"Our first trip to Tuscany was made extra special by our accommodations. From the moment we arrived, our hosts Nunzia and Luca were so attentive to all our needs. They made sure we had great recommendations. We even spent a few hours at their house doing wine tasting and a tour of their operation. Make sure you get to try Day 1 wine…was my favorite!! Would highly recommend this location as a great landing spot in Tuscany. Located so close to many great little villages."
United States
Nate D.
The price is CA $3,431
CA $3,434 total
includes taxes & fees
Oct 26 - Oct 27
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
A large, red-roofed villa surrounded by lush green fields and rolling hills.

9. '...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 CA $1,352
CA $2,286 total
includes taxes & fees
Oct 26 - Oct 27
'...a delicious farmhouse in the countryside where only the wind blows...'
A stone building with a garden pathway leading to it.

10. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is CA $8,585
CA $9,376 total
includes taxes & fees
Oct 21 - Oct 22
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

11. Red Heart - Relax with Your Loved Ones in Tuscany

Red Heart - Relax with Your Loved Ones in Tuscany
Trequanda
The price is CA $783
CA $1,351 total
includes taxes & fees
Oct 22 - Oct 23
Red Heart - Relax with Your Loved Ones in Tuscany
A building with arched windows and a hammock in the garden.

12. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is CA $755
CA $760 total
includes taxes & fees
Oct 26 - Oct 27
Villa Aquila-Cignella Resort Acommodation Tuscany
An aerial view of a property with a swimming pool, multiple small buildings, and a winding road.

13. 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 CA $305
CA $372 total
includes taxes & fees
Nov 2 - Nov 3
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
A building with a red facade, green shutters, and a tiled roof.

14. Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
Trequanda
The price is CA $981
CA $985 total
includes taxes & fees
Oct 21 - Oct 22
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
A two-story house with a red facade, green shutters, and a well-maintained lawn.

15. Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w

Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
Trequanda
The price is CA $317
CA $387 total
includes taxes & fees
Nov 2 - Nov 3
Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
A poolside area with lounge chairs and umbrellas, a clear view of the pool, and a pathway leading to the pool.

16. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is CA $8,633
CA $8,633 total
includes taxes & fees
Oct 21 - Oct 22
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
A residential area with multiple houses, a clear sky, and a distant view of the sea.

17. 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 $368
CA $449 total
includes taxes & fees
Nov 2 - Nov 3
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

18. Godiluva, wine villa

Godiluva, wine villa
Toscana
The price is CA $4,745
CA $5,950 total
includes taxes & fees
Oct 31 - Nov 1
Godiluva, wine villa
A house with a patio, outdoor seating, and a view of the landscape.

19. Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi

Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is CA $949
CA $954 total
includes taxes & fees
Oct 21 - Oct 22
Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
A building with a red facade, arched doorways, and a patio area with outdoor seating.

20. Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is CA $981
CA $985 total
includes taxes & fees
Oct 26 - Oct 27
Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & 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

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Excellent location, staff was super helpful, breakfast and coffee were terrific, lovely views and pool!"
Tracy 3-night trip
Posted 5 hours ago
Nuovo Etruria Resort

Find out more about Pienza

Pienza Villas information

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Frequently asked questions

How much do villas in Pienza cost?
Rates for villas in Pienza range between and 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 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.
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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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