Title: Siena Vacation Home Rentals from CA $173: 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

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=9821&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=9821&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=9821&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=9821&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 Siena vacation homes

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

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/119000000/118770000/118760800/118760780/6c75b5ab.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)

### LOVE NEST SIENA YOUR LOVE NEST

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

Toscana

CA $69

CA $194 total

includes taxes & fees

Feb 20 - Feb 21

[](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)

![Dining](https://images.trvl-media.com/lodging/22000000/21800000/21793500/21793404/8a1c07ed.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/22000000/21800000/21793500/21793404/9dbd798b.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)

### THE TOLOMEI - apartment in the heart of the main street

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

Siena City Centre

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 $147

CA $248 total

includes taxes & fees

Mar 1 - Mar 2

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

![Property grounds](https://images.trvl-media.com/lodging/115000000/114190000/114180600/114180505/2419483e.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)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114190000/114180600/114180505/de5a02ac.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)

### Cozy Tuscan-style apartment Suitable for families. Pets allowed

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

Toscana

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.

CA $242

CA $299 total

includes taxes & fees

Mar 10 - Mar 11

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

![TV, books](https://images.trvl-media.com/lodging/38000000/37020000/37012000/37011920/8cb3707e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/38000000/37020000/37012000/37011920/e6e2e691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/38000000/37020000/37012000/37011920/3bbdd967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/38000000/37020000/37012000/37011920/96956dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming apartment in the Historic Center of Siena

[](https://www.expedia.ca/Siena-Hotels-Charming-Apartment-In-The-Historic-Center-Of-Siena.h37011920.Hotel-Information)

Siena City Centre

10/10

Exceptional

(20 reviews)

"Fantastic stay! So convenient too!"

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

Wesley C.

CA $138

CA $264 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Siena-Hotels-Charming-Apartment-In-The-Historic-Center-Of-Siena.h37011920.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/4fa84c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/d34ca53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/ccd617eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/714a9a90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Siena Countryside Stay

[](https://www.expedia.ca/Montalcino-Hotels-Vrbo-Property.h114488726.Hotel-Information)

Monterongriffoli

CA $291

CA $418 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Montalcino-Hotels-Vrbo-Property.h114488726.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)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/04a72517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

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

Gaiole in Chianti

CA $744

CA $889 total

includes taxes & fees

Feb 20 - Feb 21

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

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

![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/a67674df.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)

### Casa Vacanze Le Case

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

San Gimignano

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 20 - Feb 21

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

![Interior](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/f52ea845.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)

### Chianti Craft House Badia a Passignano

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

Barberino Tavarnelle

9.8/10

Exceptional

(9 reviews)

"Great food in the area. Beautiful church tour and a fantastic host for our stay!"

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

Craig & Conny M.

CA $240

CA $337 total

includes taxes & fees

Feb 23 - Feb 24

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

![TV](https://images.trvl-media.com/lodging/126000000/125320000/125312900/125312869/579ecb81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/126000000/125320000/125312900/125312869/1275c1ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125320000/125312900/125312869/d4153827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/126000000/125320000/125312900/125312869/f31f9c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Lifi Cozy Tuscany House

[](https://www.expedia.ca/Scandicci-Hotels-Cozy-Holiday-Home-With-Garden-In-Tuscany-San-Vincenzo-A-Torri.h125312869.Hotel-Information)

San Vincenzo A Torri

CA $247

CA $336 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Scandicci-Hotels-Cozy-Holiday-Home-With-Garden-In-Tuscany-San-Vincenzo-A-Torri.h125312869.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)

![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/92c73dd4.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)

### Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

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

Montalcino

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 $725

CA $1,358 total

includes taxes & fees

Feb 21 - Feb 22

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

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/cff65ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/2a33aa4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/87505345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/72ce7109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Podere Belsogno

[](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno.h69544397.Hotel-Information)

Montalcino

10/10

Exceptional

(1 review)

"Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again."

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

David P.

CA $565

CA $646 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno.h69544397.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 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)

![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/c2de7201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Agriturismo La Ferrozzola

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

Castellina in Chianti

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)

![Exterior](https://images.trvl-media.com/lodging/102000000/101060000/101055400/101055376/d819075f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101060000/101055400/101055376/9c45c989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101060000/101055400/101055376/e565654b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101060000/101055400/101055376/526fbb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

[](https://www.expedia.ca/Buonconvento-Hotels-Holiday-Home-La-Casa-Gialla-Di-Buonconvento-With-Wi-Fi-And-Air-Conditioning.h101055376.Hotel-Information)

Buonconvento

CA $207

CA $210 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Buonconvento-Hotels-Holiday-Home-La-Casa-Gialla-Di-Buonconvento-With-Wi-Fi-And-Air-Conditioning.h101055376.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/f8b8a4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/55477a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/w2585h1726x0y0-78223946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/w2534h1690x0y0-6dfa4245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The little Magician's secret corner

[](https://www.expedia.ca/Sinalunga-Hotels-The-Little-Magicians-Secret-Corner.h92310484.Hotel-Information)

Sinalunga

CA $194

CA $304 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Sinalunga-Hotels-The-Little-Magicians-Secret-Corner.h92310484.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/124000000/123090000/123081100/123081040/18a5af85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123090000/123081100/123081040/b92cdaf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123090000/123081100/123081040/a8e5cb70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123090000/123081100/123081040/8ed83f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa di Via del Corallo Gerfalco – Charming Apartment in Medieval Village

[](https://www.expedia.ca/Montieri-Hotels-Casa-Di-Via-Del-Corallo-Gerfalco-Charming-Apartment-In-Medieval-Village.h123081040.Hotel-Information)

Località Gerfalco Montieri

CA $291

CA $339 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Montieri-Hotels-Casa-Di-Via-Del-Corallo-Gerfalco-Charming-Apartment-In-Medieval-Village.h123081040.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)

![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/f8032427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117990000/117985600/117985575/465c4e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi

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

Volterra

CA $148

CA $174 total

includes taxes & fees

Feb 20 - Feb 21

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

![Pool](https://images.trvl-media.com/lodging/124000000/123080000/123075800/123075794/a59cfc66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123080000/123075800/123075794/918abf7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123080000/123075800/123075794/39b0bbc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, highchair](https://images.trvl-media.com/lodging/124000000/123080000/123075800/123075794/9fff7aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casale Torricella: Relax Among Woods with Sea View

[](https://www.expedia.ca/Montieri-Hotels-Casale-Torricella-Relax-Among-Woods-With-Sea-View.h123075794.Hotel-Information)

Montieri

CA $302

CA $351 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Montieri-Hotels-Casale-Torricella-Relax-Among-Woods-With-Sea-View.h123075794.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/b5d9a4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/6b68301b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/4b443108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/602dd11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Romantic farm in the Sienese hills

[](https://www.expedia.ca/Trequanda-Hotels-Romantic-Farm-In-The-Sienese-Hills.h39866124.Hotel-Information)

Trequanda, Siena

8.0/10

Very good

(1 review)

"Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....

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

Heike K.

CA $131

CA $279 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Trequanda-Hotels-Romantic-Farm-In-The-Sienese-Hills.h39866124.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)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/247b8232.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)

![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)

### Podere Belsogno-camera Lavanda

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

Montalcino

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 $226 total

includes taxes & fees

Feb 22 - Feb 23

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

![Interior](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/ce60d7cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/e58d8be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/d318c3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/0fa37597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

[](https://www.expedia.ca/Casole-DElsa-Hotels-La-Casetta.h33580667.Hotel-Information)

casole d'elsa siena

10/10

Exceptional

(43 reviews)

"We stayed in this beautiful clean, fully airconditioned apartment for 12 days, perfect location for trips to the surrounding area like Siena, Florence, Monteriggioni, Volterra & San Gimignano. The apartment is situated in a peaceful Agriturismo with lots of privacy and a great swimming pool. The owners are really hospitable and you feel welcome right away. Highly recommendable."

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

Linda T.

CA $315

CA $552 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Casole-DElsa-Hotels-La-Casetta.h33580667.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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Aparthotels

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Private vacation homes

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Siena%2C+Tuscany%2C+Italy&regionId=9821&latLong=43.31836%2C11.331622&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VILLA)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Siena%2C+Tuscany%2C+Italy&regionId=9821&latLong=43.31836%2C11.331622&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&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=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&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=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&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=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CHALET)

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## Top Siena Hotel Reviews

![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)

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

### Villa del Sole Siena

10/10 Excellent

"Friendly staff, beautiful room and view"

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

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

### Hotel Athena

10/10 Excellent

"Great hotel, beautiful view and excellent service from the personnel. "

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

![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)

![Il Battistero Siena - Residenza d'Epoca](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/ea8090b4_y.jpg)

### Il Battistero Siena - Residenza d'Epoca

10/10 Excellent

"Excellent service! Great communication. A beautiful set up for our family with two rooms. Very accommodating and we loved the slippers. Elevator was great for luggage. A must stay in a beautiful and centrally located area."

[](https://expedia.ca/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.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 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)

## Find out more about Siena

## Siena Vacation Homes information

| Number of reviews | 103                |
| ----------------- | ------------------ |
| Accommodation     | 123 Vacation Homes |
| Lowest Price      | CA $173            |
| Highest Price     | CA $1,358          |

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- [Siena Historical Center Hotels ](https://www.expedia.ca/Siena-Historical-Center-Siena-Hotels.0-n6285925-0.Travel-Guide-Filter-Hotels)
- [Lgbt Friendly Hotels in Sovicille ](https://www.expedia.ca/Sovicille-Hotels-LGBT-Friendly-Hotel.0-0-d602594-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Sovicille Hotels ](https://www.expedia.ca/Sovicille-Hotels.d602594.Travel-Guide-Hotels)
- [Taverne d'Arbia Hotels ](https://www.expedia.ca/Taverne-DArbia-Hotels.d3000388927.Travel-Guide-Hotels)
- [Vagliagli Hotels ](https://www.expedia.ca/Vagliagli-Hotels.d6047102.Travel-Guide-Hotels)
- [Aparthotels in Val d'Elsa ](https://www.expedia.ca/Val-DElsa-Apart-Hotels.d6047917-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Val d'Elsa ](https://www.expedia.ca/Val-DElsa-Bed-And-Breakfast.d6047917-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Val d'Elsa ](https://www.expedia.ca/Val-DElsa-Chalets.d6047917-aaChalets.Travel-Guide-Accommodation)
- [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)