Title: Siena Vacation Home Rentals from CA $151: Search Top Private Vacation Homes for Rent | Expedia.ca

[Siena Travel Guide](https://expedia.ca/Siena.dx9821)[Hotels in Siena](https://expedia.ca/Siena-Hotels.d9821.Travel-Guide-Hotels)[Vacation Rentals in Siena](https://expedia.ca/Siena-Vacation-Rentals.d9821.Travel-Guide-VacationRentals)[Flights to Siena](https://expedia.ca/Cheap-Flights-To-Siena.d9821.Travel-Guide-Flights)[Things to do in Siena](https://expedia.ca/Things-To-Do-In-Siena.d9821.Travel-Guide-Activities)[Siena Car Rentals](https://expedia.ca/Car-Rentals-In-Siena.d9821.Car-Rental-Guide)[Siena Vacation Packages](https://expedia.ca/Siena.d9821.Destination-Travel-Guides)

![](https://images.trvl-media.com/place/9821/7379d030-252a-4e26-a469-e10785470ebc.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/9821/7379d030-252a-4e26-a469-e10785470ebc.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Siena vacation homes

![Property grounds](https://images.trvl-media.com/lodging/115000000/114190000/114180600/114180505/2419483e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114190000/114180600/114180505/4e76a25b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114190000/114180600/114180505/d1a6db77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114190000/114180600/114180505/456c8609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Toscana

[](https://www.expedia.ca/Siena-Hotels-Cozy-Tuscan-Style-Apartment-Suitable-For-Families-Pets-Allowed.h114180505.Hotel-Information)

10/10

Exceptional

(1 review)

"Très bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "

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

YVES A.

[](https://www.expedia.ca/Siena-Hotels-Cozy-Tuscan-Style-Apartment-Suitable-For-Families-Pets-Allowed.h114180505.Hotel-Information)

![Spa](https://images.trvl-media.com/lodging/119000000/118770000/118760800/118760780/d008e9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/119000000/118770000/118760800/118760780/5527a0da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118770000/118760800/118760780/e41ddf9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118770000/118760800/118760780/ee5c01ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Toscana

[](https://www.expedia.ca/Monteriggioni-Hotels-Vrbo-Property.h118760780.Hotel-Information)

CA $70

CA $194 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Monteriggioni-Hotels-Vrbo-Property.h118760780.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/22000000/21800000/21793500/21793404/5bec1a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/22000000/21800000/21793500/21793404/d84a7fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/22000000/21800000/21793500/21793404/8a1c07ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/22000000/21800000/21793500/21793404/42f20907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Siena City Centre

[](https://www.expedia.ca/Siena-Hotels-IL-TOLOMEI-Central-In-The-Middle-Of-Main-Street.h21793404.Hotel-Information)

8.4/10

Very good

(5 reviews)

"Excellent location, very nice apartment was just like the pictures. Painless check-in, we had a comfortable wonderful 3 days in Siena. The only negative was the drain in the master shower backs up, but there's a second bathroom so we just showered in there. Great place!"

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

Serena F.

CA $143

CA $245 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Siena-Hotels-IL-TOLOMEI-Central-In-The-Middle-Of-Main-Street.h21793404.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/126000000/125230000/125224000/125223989/1f032f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/126000000/125230000/125224000/125223989/928e424f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125230000/125224000/125223989/5fd8961e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125230000/125224000/125223989/5b26177d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Siena City Centre

[](https://www.expedia.ca/Siena-Hotels-Del-Campo-Apartment-In-The-Heart-Of-Siena.h125223989.Hotel-Information)

CA $467

CA $554 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Siena-Hotels-Del-Campo-Apartment-In-The-Heart-Of-Siena.h125223989.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/43000000/42590000/42587500/42587426/c472edf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, internet](https://images.trvl-media.com/lodging/43000000/42590000/42587500/42587426/f285043a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42590000/42587500/42587426/acff6038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/43000000/42590000/42587500/42587426/3caac383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Siena City Centre

[](https://www.expedia.ca/Siena-Hotels-DIMORA-STORICA-SENESE.h42587426.Hotel-Information)

2.0/10

(1 review)

"The WORST Experience I have ever experienced! The property manager gave zero indication that the property wasn’t available until we arrived for check in. He then refunded the stay which was the FIRST indication that we didn’t have the property. He ruined the trip to Siena for 7 people and had zero remorse for doing so…..don’t stay even if it’s free, these people have made me NEVER to want to rent from VRBO again!!!!"

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

Patrick O.

CA $3,085

CA $3,085 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Siena-Hotels-DIMORA-STORICA-SENESE.h42587426.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/df1d957c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/343d0b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/80b09a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Duplex, 2 Bedrooms (Mimosa) | Living area](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/0b31f6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Castellina in Chianti

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information)

9.4/10

Exceptional

(9 reviews)

"Very nice agriturismo. "

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

Ruth

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/39997d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/4734ab61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/4e7093c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/260b4111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in San Gimignano

[](https://www.expedia.ca/San-Gimignano-Hotels-Casa-Vacanze-Le-Case.h28401463.Hotel-Information)

9.0/10

Wonderful

(8 reviews)

"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10\. "

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

Jackie

CA $149

CA $173 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/San-Gimignano-Hotels-Casa-Vacanze-Le-Case.h28401463.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/65000000/64180000/64173800/64173725/2bbb35c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64180000/64173800/64173725/270-23129a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/65000000/64180000/64173800/64173725/d2694dc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64180000/64173800/64173725/02cc50e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Monticiano

[](https://www.expedia.ca/Monticiano-Hotels-Comodita.h64173725.Hotel-Information)

10/10

Exceptional

(1 review)

"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"

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

Sandra V.

CA $117

CA $165 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Monticiano-Hotels-Comodita.h64173725.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/41000000/40230000/40221500/40221427/cb24f428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/41000000/40230000/40221500/40221427/5047e046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/41000000/40230000/40221500/40221427/f35937ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/41000000/40230000/40221500/40221427/e641bc55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Casciano

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

9.8/10

Exceptional

(7 reviews)

"The accommodation was clean, comfortable and really unique. The hosts were very accessible and accommodating. We went to dinner in town, walking distance to the tower. We had a great stay and enjoyed the uniqueness of the property."

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

nancy m.

CA $130

CA $227 total

includes taxes & fees

Jan 28 - Jan 29

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

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112480000/112477800/112477726/3b47f5e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112480000/112477800/112477726/901e36a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112480000/112477800/112477726/05c4a567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112480000/112477800/112477726/dd2a0574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Poggibonsi

[](https://www.expedia.ca/Poggibonsi-Hotels-Holiday-Home-Piccolo-Angolo-Di-Tranquillita-With-Private-Garden-And-Wi-Fi.h112477726.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"

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

Anonymous traveller

CA $128

CA $184 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Poggibonsi-Hotels-Holiday-Home-Piccolo-Angolo-Di-Tranquillita-With-Private-Garden-And-Wi-Fi.h112477726.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/0ff1b26b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/f9b59b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/fbd3a173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/3dabcf3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Montalcino

[](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno-Camera-Lavanda.h69548805.Hotel-Information)

10/10

Exceptional

(4 reviews)

"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"

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

Johannes S.

CA $194

CA $227 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno-Camera-Lavanda.h69548805.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/77d8ad70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/de85b0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/a27ccb6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/f52ea845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Barberino Tavarnelle

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Vrbo-Property.h83580374.Hotel-Information)

9.8/10

Exceptional

(9 reviews)

"The house is beautiful and clean. The host is very welcoming and helpful. What more could one ask for! Thanks for having us. "

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

Elika M.

CA $242

CA $338 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Vrbo-Property.h83580374.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/48000000/47030000/47026200/47026113/f50de840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/48000000/47030000/47026200/47026113/727fddb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/48000000/47030000/47026200/47026113/db15858a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/48000000/47030000/47026200/47026113/bbfe6d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Impruneta

[](https://www.expedia.ca/Impruneta-Hotels-A-Luxury-Villa-ON-THE-Hills-OF-Florence.h47026113.Hotel-Information)

CA $16,202

CA $17,518 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Impruneta-Hotels-A-Luxury-Villa-ON-THE-Hills-OF-Florence.h47026113.Hotel-Information)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33680000/33675900/33675891/db850afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33680000/33675900/33675891/w4029h2268x0y0-afe178cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, books](https://images.trvl-media.com/lodging/34000000/33680000/33675900/33675891/1a6006b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33680000/33675900/33675891/4bcceb91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Impruneta

[](https://www.expedia.ca/Impruneta-Hotels-La-Suite-Dei-Ricordi-Apartment-Between-Florence-And-Chianti.h33675891.Hotel-Information)

10/10

Exceptional

(1 review)

"Carina abitazione ristrutturata tipica del centro di un paesino toscano di campagna (Impruneta a pochi chilometri da Firenze). Ottimi impianti e sistemi che rendono l'abitazione molto comoda ed attrezzata (un televisore piatto per stanza, condizionatore presente, cucina attrezzata, ecc. Parcheggi a pochi passi e gratuiti dalla sera alla mattina con negozietti a pochi passi. Massima disponibilità dei proprietari e tipica gentilezza toscana."

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

Anonymous traveller

CA $162

CA $241 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Impruneta-Hotels-La-Suite-Dei-Ricordi-Apartment-Between-Florence-And-Chianti.h33675891.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113130000/113123900/113123880/a162d473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/114000000/113130000/113123900/113123880/6417bd31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop](https://images.trvl-media.com/lodging/114000000/113130000/113123900/113123880/a256a68d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113130000/113123900/113123880/c2876580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Toscana

[](https://www.expedia.ca/Monticiano-Hotels-Detached-House-With-Garden-A-Few-Minutes-From-The-Abbey-Of-San-Galgano.h113123880.Hotel-Information)

CA $81

CA $196 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Monticiano-Hotels-Detached-House-With-Garden-A-Few-Minutes-From-The-Abbey-Of-San-Galgano.h113123880.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/74000000/73370000/73364600/73364560/9f36cf1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/74000000/73370000/73364600/73364560/a959e950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/74000000/73370000/73364600/73364560/8d0ed7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/74000000/73370000/73364600/73364560/b47049a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sovicille

[](https://www.expedia.ca/Sovicille-Hotels-Chateau-Country-House.h73364560.Hotel-Information)

CA $97

CA $151 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Sovicille-Hotels-Chateau-Country-House.h73364560.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/70000000/69550000/69544700/69544621/4f91be71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/70000000/69550000/69544700/69544621/0e76ad8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69544700/69544621/8091895d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69544700/69544621/2dbd5e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Montalcino

[](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno-Camera-Rosmarino.h69544621.Hotel-Information)

9.0/10

Wonderful

(4 reviews)

"Owners live on property and were very helpful for our first visit to beautiful Montalcino in Tuscany. Spotless apartment. Walking to city center which is just lovely. Beautiful setting. We would return."

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

Larry V.

CA $194

CA $227 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno-Camera-Rosmarino.h69544621.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/6a6edf2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/aaeb9549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo, printers](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/6788761b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/ff10e0c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Montalcino

[](https://www.expedia.ca/Montalcino-Hotels-Palazzo-Tamanti-Historic-4-Bedroom-Villa-In-Montalcino-Center.h106548573.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Absolutely the most stunning VRBO we have ever stayed at. Majestic In both stature and comfort. Every need anticipated and met. Communication with host and Valentina perfect. The standard of luxury located in a fairy tale setting! A must visit - we did not want to leave!! Cannot say enough about this special villa."

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

Robert K.

CA $728

CA $1,340 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Montalcino-Hotels-Palazzo-Tamanti-Historic-4-Bedroom-Villa-In-Montalcino-Center.h106548573.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117990000/117985600/117985575/c8f6c584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117990000/117985600/117985575/f8032427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117990000/117985600/117985575/812c14c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117990000/117985600/117985575/c5e43f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Volterra

[](https://www.expedia.ca/Volterra-Hotels-Holiday-Home-La-Casetta-With-Private-Terrace.h117985575.Hotel-Information)

CA $137

CA $163 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Volterra-Hotels-Holiday-Home-La-Casetta-With-Private-Terrace.h117985575.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/f910598d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/1858bc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/a7d5ba95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/b68fa7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Gaiole in Chianti

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Casa-Vacanze-Chianti-Summer-With-Pool.h83354864.Hotel-Information)

CA $747

CA $892 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Casa-Vacanze-Chianti-Summer-With-Pool.h83354864.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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&regionId=9821&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Siena%2C+Tuscany%2C+Italy&regionId=9821&latLong=43.31836%2C11.331622&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Siena%2C+Tuscany%2C+Italy&regionId=9821&latLong=43.31836%2C11.331622&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=APART_HOTEL)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Siena%2C+Tuscany%2C+Italy&regionId=9821&latLong=43.31836%2C11.331622&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VILLA)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Siena%2C+Tuscany%2C+Italy&regionId=9821&latLong=43.31836%2C11.331622&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VACATION_HOME)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Siena%2C+Tuscany%2C+Italy&regionId=9821&latLong=43.31836%2C11.331622&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=RESIDENCE)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Siena%2C+Tuscany%2C+Italy&regionId=9821&latLong=43.31836%2C11.331622&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Siena%2C+Tuscany%2C+Italy&regionId=9821&latLong=43.31836%2C11.331622&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CONDO)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Siena%2C+Tuscany%2C+Italy&regionId=9821&latLong=43.31836%2C11.331622&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CHALET)

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## Top Siena Hotel Reviews

![ 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)

![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

"Staff is amazing! The hotel is beautiful! Hotel is very clean and a respite from walking all day! Be sure and ask for different pillows if you are particular... they have many kinds to choose from!"

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

![Villa del Sole Siena](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/a259e0b9_y.jpg)

### Villa del Sole Siena

10/10 Excellent

"The property is in a great location. The hotel staff is awesome. The room was perfect, we had a great stay and I would highly recommend this hotel. "

[](https://expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information)

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

### Hotel Athena

10/10 Excellent

"It’s very beautiful "

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

![Borgo Grondaie](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg)

### Borgo Grondaie

10/10 Excellent

"Amazing place, super clean, great staff, beautiful and cozy."

[](https://expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information)

![Cannon d'Oro](https://images.trvl-media.com/lodging/3000000/2530000/2525800/2525757/bda17ddf_y.jpg)

### Cannon d'Oro

8/10 Good

"Lovely place close to city centre. Clean and friendly. We parked out the town about 10 min walk. Free parking"

[](https://expedia.ca/Siena-Hotels-Cannon-DOro.h2525757.Hotel-Information)

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

### Hotel Chiusarelli

10/10 Excellent

"The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!"

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

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

### Hotel Certosa Di Maggiano

10/10 Excellent

"The best in Siena."

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

## Find out more about Siena

## Siena Vacation Homes information

| Number of reviews | 35                 |
| ----------------- | ------------------ |
| Accommodation     | 123 Vacation Homes |
| Lowest Price      | CA $151            |
| Highest Price     | CA $17,518         |

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- [Guest Houses in Val d'Elsa ](https://www.expedia.ca/Val-DElsa-Guest-Houses.d6047917-aaGuestHouses.Travel-Guide-Accommodation)
- [Hostels in Val d'Elsa ](https://www.expedia.ca/Val-DElsa-Hostels.d6047917-aaHostels.Travel-Guide-Accommodation)
- [Inns in Val d'Elsa ](https://www.expedia.ca/Val-DElsa-Inns.d6047917-aaInns.Travel-Guide-Accommodation)
- [Resorts in Val d'Elsa ](https://www.expedia.ca/Val-DElsa-Resort-Hotels.d6047917-aaResortHotels.Travel-Guide-Accommodation)
- [Villa Parigini Hotels ](https://www.expedia.ca/Villa-Parigini-Hotels.d553248622847106390.Travel-Guide-Hotels)
- [Resorts in Villa ](https://www.expedia.ca/Villa-Resort-Hotels.d553248635118822693-aaResortHotels.Travel-Guide-Accommodation)
- [Ville di Corsano Hotels ](https://www.expedia.ca/Ville-Di-Corsano-Hotels.d6361513.Travel-Guide-Hotels)
- [Volte Basse Hotels ](https://www.expedia.ca/Volte-Basse-Hotels.d3000416925.Travel-Guide-Hotels)

- [Flights to Province of Siena ](https://www.expedia.ca/Destinations-In-Province-Of-Siena.d6047850.Flight-Destinations)
- [Flights from Taverne d'Arbia ](https://www.expedia.ca/lp/flights/3000388927/flights-from-taverne-darbia)
- [Flights from Val di Pugna ](https://www.expedia.ca/lp/flights/553248635149838501/flights-from-val-di-pugna)
- [Flights from London (LHR) to Siena (SAY) ](https://www.expedia.ca/lp/flights/lhr/say/london-to-siena)
- [Flights from Ottawa (YOW) to Siena (SAY) ](https://www.expedia.ca/lp/flights/yow/say/ottawa-to-siena)
- [Flights from Québec (YQB) to Siena (SAY) ](https://www.expedia.ca/lp/flights/yqb/say/quebec-to-siena)
- [Flights from Montreal (YUL) to Siena (SAY) ](https://www.expedia.ca/lp/flights/yul/say/montreal-to-siena)
- [Flights from Vancouver (YVR) to Siena (SAY) ](https://www.expedia.ca/lp/flights/yvr/say/vancouver-to-siena)
- [Flights from Calgary (YYC) to Siena (SAY) ](https://www.expedia.ca/lp/flights/yyc/say/calgary-to-siena)
- [Flights from Toronto (YYZ) to Siena (SAY) ](https://www.expedia.ca/lp/flights/yyz/say/toronto-to-siena)

- [Visit Badesse ](https://www.expedia.ca/Badesse.dx553248635118858455)
- [Fortezza Medicea ](https://www.expedia.ca/Fortezza-Medicea-Siena-Historical-Center.d6287282.Vacation-Attraction)
- [Visit Le Tolfe ](https://www.expedia.ca/Le-Tolfe.dx553248622897701422)
- [Monteriggioni Castle ](https://www.expedia.ca/Monteriggioni-Castle-Monteriggioni.d6258231.Vacation-Attraction)
- [Visit Monteriggioni ](https://www.expedia.ca/Monteriggioni.dx5722)
- [Visit Monteroni d'Arbia ](https://www.expedia.ca/Monteroni-DArbia.dx6053877)
- [Province of Siena Vacations ](https://www.expedia.ca/Province-Of-Siena.d6047850.Destination-Travel-Guides)
- [Visit Province of Siena ](https://www.expedia.ca/Province-Of-Siena.dx6047850)
- [Visit San Giovanni A Cerreto ](https://www.expedia.ca/San-Giovanni-A-Cerreto.dx553248622859516344)
- [Visit San Rocco a Pilli ](https://www.expedia.ca/San-Rocco-A-Pilli.dx6285685)
- [Visit Siena City Centre ](https://www.expedia.ca/Siena-Siena-City-Centre.dx553248633938945205)
- [Visit Siena Historical Center ](https://www.expedia.ca/Siena-Siena-Historical-Center.dx6285925)
- [Visit Ville di Corsano ](https://www.expedia.ca/Ville-Di-Corsano.dx6361513)

- [Car rental Monteriggioni ](https://www.expedia.ca/Car-Rentals-In-Monteriggioni.d5722.Car-Rental-Guide)

- [Province of Siena Vacation Rentals ](https://www.expedia.ca/Destinations-In-Province-Of-Siena.d6047850.Vacation-Rental-Destinations)

- [Things to do in Monteriggioni ](https://www.expedia.ca/Things-To-Do-In-Monteriggioni.d5722.Travel-Guide-Activities)
- [Things to do in Province of Siena ](https://www.expedia.ca/Things-To-Do-In-Province-Of-Siena.d6047850.Travel-Guide-Activities)
- [Things to do in Quercegrossa ](https://www.expedia.ca/Things-To-Do-In-Quercegrossa.d6047905.Travel-Guide-Activities)
- [Things to do in Sovicille ](https://www.expedia.ca/Things-To-Do-In-Sovicille.d602594.Travel-Guide-Activities)

- [Book Vacation Homes in Siena on Expedia.it ](https://www.expedia.it/Siena-Case-Vacanze-Private.d9821-aaCaseVacanzePrivate.Guida-Viaggi-Alloggi)