A historic square with a prominent tower and statues.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

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 AU$130
includes taxes & fees
29 Oct - 30 Oct
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, (58 reviews)
"If you are using google maps it is a bit hard to find the property... get directions from you phone. You will also want to have a vehicle with high clearance because you will need to go up and down dirt roads. This being said the Villa is amazing! The grounds is beautifully maintained and the layout is amazing. I highly recommend getting a meal prepared by Valentina (in-villa chef). The only thing that left us unhappy was that the dryer was down and we had to go to a laundrymat nearby. Not a...
United States
Betty
The price is AU$988
includes taxes & fees
2 Nov - 3 Nov
Wp Relais Villa Vignalunga
A stone building with multiple rooms, surrounded by lush greenery and trees.

3. WPRELAIS BORGO VIGNALUNGA

WPRELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (39 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
The price is AU$1,661
includes taxes & fees
22 Nov - 23 Nov
WPRELAIS BORGO VIGNALUNGA
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 AU$372
includes taxes & fees
2 Nov - 3 Nov
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 AU$2,813
includes taxes & fees
29 Oct - 30 Oct
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

6. 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 AU$254
includes taxes & fees
29 Oct - 30 Oct
Il Poggio dell'Eremita
A tree, a lamp post, and a clear blue pool with a view of distant mountains.

7. 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 AU$3,215
includes taxes & fees
2 Nov - 3 Nov
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
A patio with a table and chairs, a large umbrella, and a vase of flowers.

8. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is AU$458
includes taxes & fees
3 Nov - 4 Nov
Villa Cielo- Cignella Resort Tuscany Accommodation
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

9. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is AU$454
includes taxes & fees
29 Oct - 30 Oct
Villa Falco-Cignella Resort Apartments in Tuscany
A large, red-roofed villa surrounded by lush green fields and rolling hills.

10. '...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 AU$2,202
includes taxes & fees
10 Nov - 11 Nov
'...a delicious farmhouse in the countryside where only the wind blows...'
A stone building with a garden pathway leading to it.

11. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is AU$10,132
includes taxes & fees
7 Nov - 8 Nov
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

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

Red Heart - Relax with Your Loved Ones in Tuscany
Trequanda
The price is AU$1,330
includes taxes & fees
29 Oct - 30 Oct
Red Heart - Relax with Your Loved Ones in Tuscany
A building with a red facade, green shutters, and a tiled roof.

13. 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 AU$888
includes taxes & fees
29 Oct - 30 Oct
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
A building with arched windows and a hammock in the garden.

14. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is AU$761
includes taxes & fees
29 Oct - 30 Oct
Villa Aquila-Cignella Resort Acommodation Tuscany
An aerial view of a property with a large central building, a courtyard with a circular garden, and surrounding structures.

15. 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 AU$372
includes taxes & fees
2 Nov - 3 Nov
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
Terrace/patio

16. Godiluva, Weinvilla

Godiluva, Weinvilla
Toscana
The price is AU$5,702
includes taxes & fees
6 Nov - 7 Nov
Godiluva, Weinvilla
An aerial view of a property with a large central building, a courtyard with a circular garden, and surrounding structures.

17. 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 AU$388
includes taxes & fees
2 Nov - 3 Nov
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.

18. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AU$8,641
includes taxes & fees
29 Oct - 30 Oct
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
A pool with a stone border, surrounded by a well-manicured lawn and trees.

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

Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AU$888
includes taxes & fees
3 Nov - 4 Nov
Apartment In A Hotel "Villa Cielo" 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

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Excellent hotel. We had a superior room which was large and had a fabulous bathroom. The views over the valley were beautiful. The staff were really nice. We enjoyed chilling on the terrace solarium when we weren't exploring the lovely old town."
Susan 4-night trip
Posted 10 hours ago
Hotel Corsignano

Find out more about Pienza

Pienza Villas information

Number of reviews
179
Accommodation
1223 Villas
Lowest Price
AU$130
Highest Price
AU$10,132

Frequently asked questions

How much do villas in Pienza cost?
Villas in Pienza cost between AU$130 and AU$10,132 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 1223 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.

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