A historic square with a prominent tower and statues.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Pienza villas

Outdoor dining

1. Podere Manafiore - historical villa with swimming pool

Podere Manafiore - historical villa with swimming pool
Monticchiello
10.0 out of 10, Exceptional, (1 review)
"the villa was all we hoped for. Directions finding the villa was not clear, it took us for ever to locate the villa. The road to the villa was hardly drivable. It was wonderfully furnished. "
United States
Caroline R.
Podere Manafiore - historical villa with swimming pool
Exterior

2. 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 AED 7,223
AED 7,497 total
includes taxes & fees
29 Sep - 30 Sep
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Exterior

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 AED 4,556
AED 6,180 total
includes taxes & fees
24 Sep - 25 Sep
WPRELAIS BORGO VIGNALUNGA
Property grounds

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 AED 846
AED 1,033 total
includes taxes & fees
7 Oct - 8 Oct
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

5. 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 AED 3,101
AED 3,560 total
includes taxes & fees
11 Oct - 12 Oct
Wp Relais Villa Vignalunga
Property grounds

6. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is AED 22,898
AED 25,007 total
includes taxes & fees
22 Sep - 23 Sep
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Pool

7. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AED 23,026
AED 23,026 total
includes taxes & fees
22 Sep - 23 Sep
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Outdoor dining

8. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is AED 1,208
AED 1,221 total
includes taxes & fees
23 Sep - 24 Sep
Villa Cielo- Cignella Resort Tuscany Accommodation
Outdoor dining

9. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is AED 1,197
AED 1,210 total
includes taxes & fees
28 Sep - 29 Sep
Villa Falco-Cignella Resort Apartments in Tuscany
Pool

10. 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 AED 9,545
AED 9,553 total
includes taxes & fees
27 Sep - 28 Sep
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Exterior

11. '...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 AED 3,607
AED 6,053 total
includes taxes & fees
15 Oct - 16 Oct
'...a delicious farmhouse in the countryside where only the wind blows...'
Exterior

12. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (70 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AED 586
AED 679 total
includes taxes & fees
7 Oct - 8 Oct
Il Poggio dell'Eremita
Exterior

13. 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 AED 294
AED 340 total
includes taxes & fees
22 Sep - 23 Sep
Artisti del Cavallo Tourism
Exterior

14. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is AED 2,014
AED 2,027 total
includes taxes & fees
22 Sep - 23 Sep
Villa Aquila-Cignella Resort Acommodation Tuscany
Exterior

15. 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 AED 2,615
AED 2,628 total
includes taxes & fees
22 Sep - 23 Sep
Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
Exterior

16. 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 AED 2,615
AED 2,628 total
includes taxes & fees
21 Oct - 22 Oct
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
Exterior

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

Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AED 4,008
AED 4,020 total
includes taxes & fees
22 Sep - 23 Sep
Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi
Pool

18. 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 AED 2,485
AED 2,497 total
includes taxes & fees
23 Sep - 24 Sep
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
Terrace/patio

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 AED 2,531
AED 2,544 total
includes taxes & fees
28 Sep - 29 Sep
Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Outdoor dining

20. Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi

Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
Trequanda
The price is AED 2,615
AED 2,628 total
includes taxes & fees
28 Sep - 29 Sep
Hotel Apartment "Villa Limone" with Shared Pool & 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

Sant'Anna in Camprena Agriturismo

Sant'Anna in Camprena Agriturismo

8/10 Good
"The grounds are exceptional. The breakfast in the morning is remarkable and delicious. The basic room itself is a bit underwhelming and very small. we had a great experience & watched the English patient during our stay. This was nice for one night. Any more would have been a bit much considering how small the room was. Beautiful experience though"
Andrew 1-night trip
Posted 8 hours ago
Sant'Anna in Camprena Agriturismo

Frequently asked questions

How much do villas in Pienza cost?
Rates for villas in Pienza range between AED 340 and AED 25,007 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 1418 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.

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