Title: Asciano Vacation Rentals from CA $106: Short-Term Rentals for 2026 | Expedia.ca

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![Picturesque surroundings south of Siena. #TakeAHike](https://images.trvl-media.com/place/6047909/bc8b43f6-1ec4-4b2c-9f89-bf3cfab4b2c7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Galyna V

![](https://images.trvl-media.com/place/6047909/bc8b43f6-1ec4-4b2c-9f89-bf3cfab4b2c7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6047909&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6047909&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=6047909&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=6047909&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Asciano vacation rentals

![Food court](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/0263d307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, minibar, in-room safe](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/f4cb97cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/bfee31ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/26e5f82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Locanda di San Francesco

[](https://www.expedia.ca/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information)

Montepulciano

9.8/10

Exceptional

(133 reviews)

"Spotless, clean. Staff were friendly. Location and view was spectacular"

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

Kim

CA $207

CA $235 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/0aaa13a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/cabc4072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/45d9565e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite, Balcony](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/2ef8f95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Meublé Il Riccio

[](https://www.expedia.ca/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.Hotel-Information)

Montepulciano

9.8/10

Exceptional

(87 reviews)

"Staff is great and many good restaurants in short walking distance."

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

Mark

[](https://www.expedia.ca/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.Hotel-Information)

![Double Room (Ginevra) | View from room](https://images.trvl-media.com/lodging/25000000/24360000/24356400/24356387/d4389b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Duplex (Claudio)](https://images.trvl-media.com/lodging/25000000/24360000/24356400/24356387/f074c01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room (Cristiana) | Room amenity](https://images.trvl-media.com/lodging/25000000/24360000/24356400/24356387/7c687ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/25000000/24360000/24356400/24356387/71754ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Casa Mastacchi

[](https://www.expedia.ca/Siena-Hotels-A-Casa-Mastacchi.h24356387.Hotel-Information)

Siena City Centre

7.8/10

Good

(25 reviews)

"Pleasant place"

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

Claude

CA $138

CA $159 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Siena-Hotels-A-Casa-Mastacchi.h24356387.Hotel-Information)

![Breakfast meal](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/da164cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/a07ebcd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/7aa0755c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/95016d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B Il Corso

[](https://www.expedia.ca/Siena-Hotels-BB-Il-Corso.h5218707.Hotel-Information)

Siena City Centre

9.8/10

Exceptional

(193 reviews)

"Great location"

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

Mina

[](https://www.expedia.ca/Siena-Hotels-BB-Il-Corso.h5218707.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/190e02d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/64c8d4c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Single Room](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/914c3e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Il Pozzo di Sant'Andrea

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

Siena

9.8/10

Exceptional

(16 reviews)

"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)

![Exterior](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/0d27663a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Room](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/d191efd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Room, Jetted Tub | Deep soaking bathtub](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/188597d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/da2f0709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast Vicolo dell'Oste

[](https://www.expedia.ca/Montepulciano-Hotels-Bed-Breakfast-Vicolo-DellOste.h4837070.Hotel-Information)

Montepulciano

9.6/10

Exceptional

(128 reviews)

"Great hosts, central location "

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

Alexander

CA $136

CA $156 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Montepulciano-Hotels-Bed-Breakfast-Vicolo-DellOste.h4837070.Hotel-Information)

![Panoramic Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/020483c6.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)

![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/6e2ad2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/a39f2057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Affitacamere Maria Gabriella

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

Pienza

9.8/10

Exceptional

(51 reviews)

"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

CA $152

CA $208 total

includes taxes & fees

Feb 22 - Feb 23

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

![Room amenity](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/3d8bc861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/a6e9d423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | Terrace/patio](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/a8002544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/6ca01702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siena Vip

[](https://www.expedia.ca/Siena-Hotels-Siena-Vip.h16245550.Hotel-Information)

Siena City Centre

9.2/10

Wonderful

(427 reviews)

"Nice place!"

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

Pavel

CA $136

CA $156 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Siena-Hotels-Siena-Vip.h16245550.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/19ef0175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/4efc6252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room (Gli Orti)](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/75e7bce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room (La Piazza)](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/8121f492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B Le Scalette di Piazza

[](https://www.expedia.ca/Montalcino-Hotels-BB-Le-Scalette-Di-Piazza.h15872262.Hotel-Information)

Montalcino

9.4/10

Exceptional

(90 reviews)

"Great location and excellent staff. "

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

Jacek

[](https://www.expedia.ca/Montalcino-Hotels-BB-Le-Scalette-Di-Piazza.h15872262.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/39e29e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 1 Double Bed | Living room](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/274ea02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/9c2d8838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Royal Suite, Hot Tub (SPA) | Private spa tub](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/8f72c3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Abbadia Sicille Relais

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

Trequanda

8.8/10

Excellent

(168 reviews)

"Room was beyond expectations. Helpful staff and overall great experience. "

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

Robert

CA $100

CA $115 total

includes taxes & fees

Feb 24 - Feb 25

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

![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/eab05df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/d37077fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/4366b9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room, 1 Double Bed](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/c7b333e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa di Campagna in Toscana

[](https://www.expedia.ca/Sovicille-Hotels-Casa-Di-Campagna-In-Toscana.h12642590.Hotel-Information)

Sovicille

9.4/10

Exceptional

(21 reviews)

"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"

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

Alasdair

CA $135

CA $153 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Sovicille-Hotels-Casa-Di-Campagna-In-Toscana.h12642590.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/994aad7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/aba3f4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/ddbdc210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/735b790e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### L' Eroico

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information)

Gaiole in Chianti

10/10

Exceptional

(12 reviews)

"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."

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

Perry

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/c3f2502a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/30d81c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double or Twin Room, 1 Bedroom](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/4a018351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double or Twin Room, 1 Bedroom](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/41636195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### THE MONNA LISA RESORT

[](https://www.expedia.ca/Arezzo-Hotels-La-Valle-Di-Monna-Lisa.h24373081.Hotel-Information)

Arezzo

9.2/10

Wonderful

(9 reviews)

"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "

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

Bart

[](https://www.expedia.ca/Arezzo-Hotels-La-Valle-Di-Monna-Lisa.h24373081.Hotel-Information)

![Interior detail](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/cdb3c15d.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)

![Studio | In-room dining](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/424f0a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free self parking](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/396ff949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Coroncina Lodging

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

Siena

10/10

Exceptional

(42 reviews)

"Fantastic place, and I highly recommend it."

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

Hassan

CA $137

CA $158 total

includes taxes & fees

Feb 24 - Feb 25

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

![Exterior](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/001e488b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/708e241e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Double Room, 1 Double Bed, Private Bathroom](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/ba266d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Private kitchen](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/8c83167a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Idolina Guest House

[](https://www.expedia.ca/Montalcino-Hotels-Idolina-Guest-House.h9754480.Hotel-Information)

Montalcino

9.4/10

Exceptional

(105 reviews)

"Excellent service, ideal location"

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

Nigel

CA $88

CA $110 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Montalcino-Hotels-Idolina-Guest-House.h9754480.Hotel-Information)

![Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/4f1f04f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Enea al primo piano senza ascensore | Living area](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/04ed7e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Exterior](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/0f43b292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PienzaLettings Suites

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

Pienza

10/10

Exceptional

(2 reviews)

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

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

Tom

CA $135

CA $155 total

includes taxes & fees

Feb 23 - Feb 24

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

![Food and drink](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/0e5f89fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double or Twin Room, 1 Bedroom](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/47a2d1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast buffet](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/cd7670ac.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)

### Hotel San Gregorio

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

Pienza

9.4/10

Exceptional

(134 reviews)

"Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!"

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

Mark

CA $202

CA $232 total

includes taxes & fees

Mar 8 - Mar 9

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

![1 treatment room, massages](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/9867dcf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/ce312570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, Terrace, Valley View](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/2f810565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/ba51ed0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casanova - Panoramic Rooms and Suites

[](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information)

San Quirico d'Orcia

9.2/10

Wonderful

(79 reviews)

"Fantastic place"

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

Clifford

CA $266

CA $299 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information)

![City view from property](https://images.trvl-media.com/lodging/18000000/17790000/17789300/17789253/e799e671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Room, 1 Double Bed, City View](https://images.trvl-media.com/lodging/18000000/17790000/17789300/17789253/1e887e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Suite, 1 Queen Bed with Sofa bed](https://images.trvl-media.com/lodging/18000000/17790000/17789300/17789253/802ed946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite, 1 Queen Bed with Sofa bed, City View](https://images.trvl-media.com/lodging/18000000/17790000/17789300/17789253/36cb0f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Birbo Bike Hospitality

[](https://www.expedia.ca/Siena-Hotels-BirBo-Siena.h17789253.Hotel-Information)

Siena City Centre

8.0/10

Very good

(17 reviews)

"Great location. Easier if travel light if you stay in top floors. Simple but clean. Good cost-benefit balance. "

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

Carlos

[](https://www.expedia.ca/Siena-Hotels-BirBo-Siena.h17789253.Hotel-Information)

![Suite Aria | Terrace/patio](https://images.trvl-media.com/lodging/96000000/95250000/95240100/95240092/17c800cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95250000/95240100/95240092/7ee71db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95250000/95240100/95240092/6f74c993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Double Room](https://images.trvl-media.com/lodging/96000000/95250000/95240100/95240092/f6347dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Delcorto Suites

[](https://www.expedia.ca/Montepulciano-Hotels-Delcorto-Suites.h95240092.Hotel-Information)

Montepulciano

10/10

Exceptional

(34 reviews)

"Wonderful "

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

Rocio Q

CA $246

CA $277 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Montepulciano-Hotels-Delcorto-Suites.h95240092.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

Aparthotels

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Apartments

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Asciano%2C+Tuscany%2C+Italy&regionId=6047909&latLong=43.233984%2C11.560652&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=VILLA)

Private vacation homes

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Asciano%2C+Tuscany%2C+Italy&regionId=6047909&latLong=43.233984%2C11.560652&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=COTTAGE)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Asciano%2C+Tuscany%2C+Italy&regionId=6047909&latLong=43.233984%2C11.560652&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=RESIDENCE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Asciano%2C+Tuscany%2C+Italy&regionId=6047909&latLong=43.233984%2C11.560652&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=CHALET)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Asciano%2C+Tuscany%2C+Italy&regionId=6047909&latLong=43.233984%2C11.560652&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=CONDO)

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## Top Asciano Hotel Reviews

![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg)

### Hotel Athena

10/10 Excellent

"Estupenda estadia, el cuarto estaba muy comodo y limpio, nos proporcionaron agua y cafe, el staff muuuy amable, el hotel tiene unas vistas espectaculares y el desayuno buffet, delicioso, ademas de estar en una muy buena ubicacion para recorrer siena sin preocupacion, definitivamente volveria a hospedarme aqui"

[](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information)

![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg)

### Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Exceptional hospitality. "

[](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information)

![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg)

### Hotel Chiusarelli

10/10 Excellent

"Perfect location … great quality/value … nice staff"

[](https://expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information)

![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg)

###  Palazzo Ravizza

10/10 Excellent

"Excellent location, very clear instructions to get into the city for those coming in by car, a warm welcome by the staff, a super comfy bed and a great breakfast, what more could we ask for! All in all a great stay at the Palazzo."

[](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information)

![La Certosa di Pontignano](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7_y.jpg)

### La Certosa di Pontignano

10/10 Excellent

"Remarkable historic monastery well maintained in an extraordinary location. Food: superb Tuscan cuisine."

[](https://expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.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

"A little tired, extremely clean, with an amazing staff"

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

![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg)

### Hotel Italia

10/10 Excellent

"Nice clean room. Close to train/bus station. Very good breakfast "

[](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.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

"Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!"

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

![Hotel Borgo San Luigi](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/69a3ac66_y.jpg)

### Hotel Borgo San Luigi

10/10 Excellent

"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "

[](https://expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information)

## Find out more about Asciano

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 Asciano. 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

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