Title: Pienza Vacation Rentals from CA $95: Short-Term Rentals for 2025 | Expedia.ca

 

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![Pienza showing a monument, a square or plaza and heritage architecture](https://images.trvl-media.com/place/6023645/9d678ea5-9752-4000-8f7c-af307fb65e61.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Pienza Vacation Rentals

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## Check prices for these dates

In two weeks

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6023645&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6023645&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6023645&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6023645&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Pienza

![Deluxe Double Room | View from room](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/ac017ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Cottage, 1 Bedroom](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/83ad69a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/e878f092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/abe116db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Pienza

9.8/10

Exceptional

(51)

"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lenise

[](https://www.expedia.ca/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information)

![Casa Gioia, vista città, 2 piano senza ascensore | Private kitchen](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/w1006h678x18y0-09d3b1e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Casa Olivieri, vista città, 1 piano senza ascensore | Living area](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/f6c24b45_edited_9b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Casa Olivieri, vista città, 1 piano senza ascensore | Bathroom](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/w1068h1606x0y0-b99034fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Casa Olivieri, vista città, 1 piano senza ascensore | Private kitchen](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/f32e69c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Pienza

CA $133

CA $153 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Pienza-Hotels-Casa-Gioia-Casa-Olivieri.h115077012.Hotel-Information)

![Camera Superior, vista città, primo piano senza ascensore](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/c5b2d059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Monolocale Exclusive, vista città, secondo piano senza ascensore | Living area](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/6be6d8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Monolocale Exclusive, vista città, secondo piano senza ascensore | Private kitchen](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/4381c139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Camera Superior, vista città, primo piano senza ascensore](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/e4f61737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Pienza

10/10

Exceptional

(1)

"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"

![Japan](https://a.travel-assets.com/egds/marks/flags/jp.svg)

keita

CA $131

CA $151 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Pienza-Hotels-TuscanyLettings-StudioRoom.h114863278.Hotel-Information)

![Suite Bernardo, Panoramica al terzo piano senza ascensore](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/8ce91a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/44d465f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Silvio al secondo piano senza ascensore](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/05bb40d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Silvio al secondo piano senza ascensore | Living area](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/21ae19f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Pienza

10/10

Exceptional

(1)

"Fantastic room in the city center, close to everything in Pienza"

![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg)

Tom

CA $114

CA $131 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Pienza-Hotels-PienzaLettings-Suites.h112327681.Hotel-Information)

![Breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/9fda43a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/4a89a1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fountain](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/2d2d56ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/882d4e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Pienza

9.4/10

Exceptional

(134)

"Such friendly staff, loved Pienza and the property was such a good location! "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Bethan

CA $204

CA $234 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112280000/112279700/112279685/4793cff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/113000000/112280000/112279700/112279685/126f27f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/113000000/112280000/112279700/112279685/db6bf3c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/113000000/112280000/112279700/112279685/ec4ff61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Pienza

CA $209

CA $280 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Pienza-Hotels-Studio-La-Casina-Mag-With-Wi-Fi.h112279685.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103830000/103821200/103821142/23bc7f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103830000/103821200/103821142/44de15a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103830000/103821200/103821142/aba65f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, eco-friendly toiletries, hair dryer, bidet](https://images.trvl-media.com/lodging/104000000/103830000/103821200/103821142/f496a6a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Pienza

10/10

Exceptional

(3)

"Wonderful views, accommodating hosts"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pete and Alison C.

CA $292

CA $420 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Pienza-Hotels-Il-Podere-Di-Casa-Rossa-Pienza.h103821142.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/d732a716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/431a4a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/9d10099d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/a8e96dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Chiusi

8.8/10

Excellent

(8)

"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeffery

[](https://www.expedia.ca/Chiusi-Hotels-La-Piccola-Locanda.h42001140.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/a47cb16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/9f25366e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, Private Bathroom](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/51952d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/1889e107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Siena

9.8/10

Exceptional

(16)

"Great host, lovely place near Siena"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Prem

[](https://www.expedia.ca/Siena-Hotels-Il-Pozzo-Di-SantAndrea.h24941118.Hotel-Information)

![Seasonal outdoor pool, an infinity pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15920000/15919700/15919621/d4c893e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/16000000/15920000/15919700/15919621/fdbdc732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Studio Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/16000000/15920000/15919700/15919621/894201ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Royal Apartment, 2 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/16000000/15920000/15919700/15919621/20b7e014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in San Casciano dei Bagni

10/10

Exceptional

(5)

"Comfortable apartment in quiet block. Nicely furnished excellent housekeeping nice spacious bathrooms great view from the terrace."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

R

CA $100

CA $114 total

includes taxes & fees

Nov 26 - Nov 27

[](https://www.expedia.ca/San-Casciano-Dei-Bagni-Hotels-FonteLiving.h15919621.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/32000000/31530000/31527300/31527256/1be9ea28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/32000000/31530000/31527300/31527256/13f32ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/32000000/31530000/31527300/31527256/7838807c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Apartment, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/32000000/31530000/31527300/31527256/24020f55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Acquapendente

9.0/10

Wonderful

(13)

"Excellent experience!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard

[](https://www.expedia.ca/Acquapendente-Hotels-Agriturismo-San-Filippo.h31527256.Hotel-Information)

![View from room](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/80de574a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/1594fa8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Billiards](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/a6535507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Billiards](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/cd3bbebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Trequanda

8.8/10

Excellent

(163)

"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brittnay

CA $92

CA $107 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information)

![Royal Apartment | View from room](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/8b57b476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Royal Apartment | Private kitchen](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/53d9424a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Royal Apartment | Private kitchen](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/1808f82b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/7fe98579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Sovicille

9.0/10

Wonderful

(24)

"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sergey

CA $82

CA $95 total

includes taxes & fees

Nov 28 - Nov 29

[](https://www.expedia.ca/Sovicille-Hotels-Tuscasi-Aparthotel.h105570206.Hotel-Information)

![1 bedroom, pillowtop beds, minibar, in-room safe](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/9b46c6f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Suite](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/944d329b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/ddfc4342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/efc2edb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Cetona

9.2/10

Wonderful

(5)

"A lovely hotel and very welcoming staff. Cetona is a delight. "

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Julian

[](https://www.expedia.ca/Cetona-Hotels-La-Locanda-Di-Cetona.h42239240.Hotel-Information)

![Daily cooked-to-order breakfast (EUR 15 per person)](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/3abf0cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/89200684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Garden View | Private kitchen](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/2a4c017b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Garden View](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/3a6f7416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Siena

10/10

Exceptional

(42)

"Fantastic place, and I highly recommend it."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hassan

CA $108

CA $125 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Siena-Hotels-La-Coroncina-Lodging.h15906915.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/78f396ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e04fd69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e80eba77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/100f6cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Foiano della Chiana

8.4/10

Very good

(24)

"Good house for one night. "

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Heiner

CA $107

CA $121 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/41000000/40230000/40221500/40221427/ec9bd8b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/41000000/40230000/40221500/40221427/a978fac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/41000000/40230000/40221500/40221427/30c3d6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/41000000/40230000/40221500/40221427/ff617fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Casciano

9.8/10

Exceptional

(7)

"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael G.

CA $130

CA $227 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Murlo-Hotels-Exclusive-Tower-In-Stone.h40221427.Hotel-Information)

![Deluxe Apartment, 2 Bedrooms, Balcony](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/18007833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/8e818071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 2 Bedrooms, Balcony](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/302bfcfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/85f0e899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Montepulciano

CA $118

CA $136 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Montepulciano-Hotels-Bellarmino-Boutique-Apartments.h119052871.Hotel-Information)

![Daily buffet breakfast (EUR 10 per person)](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/adf8e44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/81c3f8ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, 1 Queen Bed, Hill View](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/777c15d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/2a5464f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Monte San Savino

10/10

Exceptional

(27)

"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Claude

CA $126

CA $143 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Monte-San-Savino-Hotels-DormiVeglia-BB.h24986573.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110520000/110514800/110514725/1f477c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110520000/110514800/110514725/af5e2b01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110520000/110514800/110514725/90991261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110520000/110514800/110514725/64ec0bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in San Giovanni delle Contee

CA $98

CA $146 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Sorano-Hotels-Apartment-Appartamento-Casa-Rita-With-Balcony-And-Wi-Fi.h110514725.Hotel-Information)

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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## Find vacation rentals that suit your style

Apartments

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Villas

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Private vacation homes

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Aparthotels

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Residences

[](https://www.expedia.ca/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy&regionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=RESIDENCE)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy&regionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=COTTAGE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy&regionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=CHALET)

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## Top Pienza Hotel Reviews

![Hotel Corsignano](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/e0c5b2be_y.jpg)

### Hotel Corsignano

10/10 Excellent

"Amazing hotel completely walkable to all pienza has to offer. The breakfast is amazing. The room was so pretty. The jacuzzi topped of a perfect day"

[](https://expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information)

![Hotel Santa Caterina](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540753/3b315dde_y.jpg)

### Hotel Santa Caterina

10/10 Excellent

"Amazing staff, great food and an even better view from the garden. "

[](https://expedia.ca/Siena-Hotels-Hotel-Santa-Caterina.h2540753.Hotel-Information)

![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg)

### Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Great room and service"

[](https://expedia.ca/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information)

![Castello di Velona Resort Thermal SPA & Winery](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911_y.jpg)

### Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."

[](https://expedia.ca/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information)

![Hotel Certosa Di Maggiano](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/edea64a5_y.jpg)

### Hotel Certosa Di Maggiano

10/10 Excellent

"This is a very special place. A highlight of our trip. The service was top notch and the staff worked hard to make sure that our time there was a great experience. We had two dinners there and both were delicious. The room was very comfortable. They even gifted us with their branded olive oil when we checked out. We were sad to leave!"

[](https://expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information)

![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg)

### Monastero di Cortona Hotel & Spa

10/10 Excellent

"What a unique place. Near the top of the hill. Staff service and amenities were all great. Not an easy place to drive to. The taxis drive-in backwards the last eighth of a mile."

[](https://expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information)

![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg)

### Hotel Relais II Chiostro di Pienza

10/10 Excellent

"The room was beautiful and very clean. Breakfast staff was very kind."

[](https://expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information)

![Albergo San Biagio](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/c85acee6_y.jpg)

### Albergo San Biagio

10/10 Excellent

"Great place to stay"

[](https://expedia.ca/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information)

![Hotel Dei Capitani](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/156cc4b3_y.jpg)

### Hotel Dei Capitani

10/10 Excellent

"It’s a lovely hotel. Reception was nice and the room very clean with an incredible view out the window of the valley behind. No balcony but a Juliet railing with large opening windows. The breakfast buffet was excellent, self serve with exception of coffee which was served by a very pleasant waiter. Parking is a bit of challenge in a steeply sloped narrow driveway beside the hotel.Take the time to line up the car to go straight through the narrow gate and you’ll be fine. Also very nice sitting area beside the restaurant. "

[](https://expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.Hotel-Information)

## Find out more about Pienza

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pienza. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.  
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.  

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## Frequently asked questions

### Can I find a vacation rental in Pienza?

> Yes, we give you a choice of vacation rentals in Pienza close to RI Crea RE, or you can go with a secluded option if you want a relaxing stay. Pienza is known for its churches and wineries. Make sure you have time to check out the temples while you're in the area.

### What are some of the best vacation home rentals in Pienza?

> [Villa I Cipressini Tuscany Private luxury pool spa](https://www.expedia.ca/Pienza-Hotels-Villa-I-Cipressini-Tuscany-Private-Luxury-Pool-Spa.h26681929.Hotel-Information): Visitors give good reviews to this Pienza vacation home rental, which offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

### How many vacation rentals are there in Pienza?

> Expedia has 33 vacation rentals for your stay in Pienza.

### What’s there to see and do in Pienza?

> Cultural attractions include Palazzo Borgia and Artemisia Gallery, whereas Historic Centre of Pienza and Val di Chiana are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Palazzo Piccolomini and Pienza Cathedral.

### What’s a vacation rental in Pienza like?

> Vacation rentals are private properties you can book for a long or short time in Pienza. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)