Title: Brunello di Montalcino Wine Area Vacation Home Rentals from CA $165: Search Top Private Vacation Homes for Rent | Expedia.ca

[Brunello di Montalcino Wine Area Travel Guide](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area.dx6342620)[Hotels in Brunello di Montalcino Wine Area](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels.d6342620.Travel-Guide-Hotels)[Vacation Rentals in Brunello di Montalcino Wine Area](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area-Vacation-Rentals.d6342620.Travel-Guide-VacationRentals)[Flights to Brunello di Montalcino Wine Area](https://expedia.ca/Cheap-Flights-To-Brunello-Di-Montalcino-Wine-Area.d6342620.Travel-Guide-Flights)[Brunello di Montalcino Wine Area Car Rentals](https://expedia.ca/Car-Rentals-In-Brunello-Di-Montalcino-Wine-Area.d6342620.Car-Rental-Guide)[Brunello di Montalcino Wine Area Vacation Packages](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area.d6342620.Destination-Travel-Guides)

![Montalcino showing tranquil scenes and farmland](https://images.trvl-media.com/place/6025631/94d5968c-d2af-4066-8590-640e6639a487.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6025631/94d5968c-d2af-4066-8590-640e6639a487.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=6342620&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=6342620&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=6342620&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=6342620&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 Brunello di Montalcino Wine Area vacation homes

![Property grounds](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/d909396a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/e3578963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/d9f4c787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/0e2468c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Castelnuovo dell'Abate

[](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information)

9.6/10

Exceptional

(14 reviews)

"Comfortable apartment in a quiet picturesque area. Would be challenging for anyone who has difficulty climbing stairs or walking up steep inclines. Was fine for us on a brief stay for two nights. Lamia was very helpful and responded quickly to all communications."

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

John D.

CA $162

CA $230 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/a4b435e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/f4b5c97e.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/19000000/18980000/18976500/18976420/9d4401b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/90089355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Montalcino (SI)

[](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information)

9.8/10

Exceptional

(69 reviews)

"Really enjoyed our stay. Loved the town and the accommodation was superb. "

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

Michelle C.

CA $243

CA $327 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/d9c4aea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/13261dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/3b9ae1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/38757a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Montalcino

[](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.Hotel-Information)

9.6/10

Exceptional

(17 reviews)

"Very beautiful location, clean exactly represented as advertised. A little limited for local eating. We cooked dinner in. Would recommend it to others. Cheers"

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

David & Teri B.

CA $243

CA $327 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.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)

![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)

![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)

### 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 29 - Jan 30

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

![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)

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

### 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)

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

![2 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/8d2de3b0.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)

### Vacation Home in Montalcino

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

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 $567

CA $648 total

includes taxes & fees

Feb 3 - Feb 4

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

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92610000/92602300/92602233/4e30c32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92610000/92602300/92602233/c327be4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92610000/92602300/92602233/193d68f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, internet](https://images.trvl-media.com/lodging/93000000/92610000/92602300/92602233/24054039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Castelnuovo dell'Abate

[](https://www.expedia.ca/Montalcino-Hotels-Il-Borghetto-Elbas-House.h92602233.Hotel-Information)

CA $194

CA $262 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Montalcino-Hotels-Il-Borghetto-Elbas-House.h92602233.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)

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

![Food and drink](https://images.trvl-media.com/lodging/70000000/69550000/69544700/69544621/8d249804.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)

### 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

Feb 3 - Feb 4

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

![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104290000/104288500/104288404/90f6498c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104290000/104288500/104288404/8fb40b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104290000/104288500/104288404/c7706f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/105000000/104290000/104288500/104288404/345cbf87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Montalcino

[](https://www.expedia.ca/Montalcino-Hotels-Holiday-Home-Casa-Ida-With-Private-Terrace.h104288404.Hotel-Information)

7.0/10

Good

(2 reviews)

"The home was lovely, location difficult to get to by car and difficult to find transportation. "

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

Liz C.

CA $435

CA $441 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Montalcino-Hotels-Holiday-Home-Casa-Ida-With-Private-Terrace.h104288404.Hotel-Information)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/6e91d9be.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/37000000/36370000/36364900/36364803/5d93306f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/64e505a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/824ca8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Monticchiello

[](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information)

10/10

Exceptional

(8 reviews)

"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "

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

Dan

CA $154

CA $190 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/f746b6f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/fc018cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/1e4c6147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, internet](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/f9a7f1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in CASTIGLIONE D'ORCIA

[](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.Hotel-Information)

9.4/10

Exceptional

(9 reviews)

"Stayed here during the Tuscany Trail and was perfect for 4 of us. Centre of town and a great restaurant recommendation too! "

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

Graham S.

CA $233

CA $275 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.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)

### 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)

![Exterior detail](https://images.trvl-media.com/lodging/65000000/64180000/64173800/64173725/2bbb35c3.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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/65000000/64180000/64173800/64173725/0bdade96.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)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/f947675b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/4af65790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/cbdc6743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/86eb136f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Radicofani

[](https://www.expedia.ca/Radicofani-Hotels-La-Casa-Del-Viandante-Holiday-Apartment-In-Radicofani.h124223006.Hotel-Information)

CA $117

CA $201 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Radicofani-Hotels-La-Casa-Del-Viandante-Holiday-Apartment-In-Radicofani.h124223006.Hotel-Information)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/bb8ca846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/5ac7a07c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, bidet, towels, soap](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/584bcb2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, bidet, towels, soap](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/90dbcace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Toscana

[](https://www.expedia.ca/Montepulciano-Hotels-Double-Room-With-Private-Bathroom-In-The-Countryside-5-Minutes-From-Montepulciano.h123697439.Hotel-Information)

CA $175

CA $259 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Montepulciano-Hotels-Double-Room-With-Private-Bathroom-In-The-Countryside-5-Minutes-From-Montepulciano.h123697439.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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/ccd617eb.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)

### Vacation Home in Monterongriffoli

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

CA $293

CA $425 total

includes taxes & fees

Feb 10 - Feb 11

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

![Interior](https://images.trvl-media.com/lodging/102000000/101060000/101055400/101055376/526fbb44.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)

![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)

### Vacation Home in Buonconvento

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

CA $207

CA $211 total

includes taxes & fees

Feb 3 - Feb 4

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

![Exterior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118899/7c89b7dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118899/451edd82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118899/25eeffa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118899/eb5166eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Castelnuovo Berardenga

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Vacation-Home-Limonaia-With-Shared-Pool.h102118899.Hotel-Information)

10/10

Exceptional

(1 review)

"Pros: The view and unique traditional apartment. Cons: -"

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

Anonymous traveller

CA $441

CA $561 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Vacation-Home-Limonaia-With-Shared-Pool.h102118899.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)

![Exterior detail](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/0e7012b6.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)

### Vacation Home in Sinalunga

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

CA $194

CA $305 total

includes taxes & fees

Jan 29 - Jan 30

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

![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)

![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)

![Dining](https://images.trvl-media.com/lodging/114000000/113130000/113123900/113123880/894d536e.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 6 - Feb 7

[](https://www.expedia.ca/Monticiano-Hotels-Detached-House-With-Garden-A-Few-Minutes-From-The-Abbey-Of-San-Galgano.h113123880.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=6342620&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Brunello+di+Montalcino+Wine+Area%2C+Tuscany%2C+Italy&regionId=6342620&latLong=43.04141%2C11.475015&adults=2&startDate=2026-04-27&d1=2026-04-27&endDate=2026-04-30&d2=2026-04-30&lodging=VILLA)

Condos

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Cottages

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Private vacation homes

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Residences

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Chalets

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## Top Brunello di Montalcino Wine Area 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)

![The House of Alice, charm and relaxation](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/8def11f2_y.jpg)

### The House of Alice, charm and relaxation

10/10 Excellent

"House of Alice was nothing short of magical! The village was surreal. The host was communicative, the home was clean and welcoming. My only feedback would be to re-arrange the main floor to have more soft seating - but I would certainly stay again and recommend!"

[](https://expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.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)

![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 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 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)

![Villa Le Prata - Residenza del Vescovo ](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/6d575777_y.jpg)

### Villa Le Prata - Residenza del Vescovo 

10/10 Excellent

"We had a lovely stay here. It's a short drive from town and a beautiful property. We did a wine tasting of the delicious estate wines and a cooking class as well. The room is spacious, comfortable, and well decorated. The staff is really attentive and took great care of us, giving us advice on where to go, helping us get the car to town and make reservations, etc. We used the hot tub which was fantastic. Thanks for a great relaxing stay!"

[](https://expedia.ca/Montalcino-Hotels-Winery-Boutique-Hotel-Villa-Le-Prata.h75742935.Hotel-Information)

## Find out more about Brunello di Montalcino Wine Area

## Brunello di Montalcino Wine Area Vacation Homes information

| Number of reviews | 123                |
| ----------------- | ------------------ |
| Accommodation     | 355 Vacation Homes |
| Lowest Price      | CA $165            |
| Highest Price     | CA $1,340          |

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- [Sasso d'Ombrone Hotels ](https://www.expedia.ca/Sasso-DOmbrone-Hotels.d6361449.Travel-Guide-Hotels)
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- [Tavernelle Hotels ](https://www.expedia.ca/Tavernelle-Hotels.d553248635975867371.Travel-Guide-Hotels)
- [Torrenieri Hotels ](https://www.expedia.ca/Torrenieri-Hotels.d3000025996.Travel-Guide-Hotels)
- [Farmstay in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Agritourism.d6047918-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Apart-Hotels.d6047918-aaApartHotels.Travel-Guide-Accommodation)
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- [Country Houses in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Country-House.d6047918-aaCountryHouse.Travel-Guide-Accommodation)
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- [Lodges in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Lodges.d6047918-aaLodges.Travel-Guide-Accommodation)
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- [Resorts in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Resort-Hotels.d6047918-aaResortHotels.Travel-Guide-Accommodation)
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- [Vergelle Hotels ](https://www.expedia.ca/Vergelle-Hotels.d3000395568.Travel-Guide-Hotels)

- [Flights to Castelnuovo dell'Abate ](https://www.expedia.ca/Cheap-Flights-To-Castelnuovo-DellAbate.d603290.Travel-Guide-Flights)
- [Flights to Montalcino ](https://www.expedia.ca/Cheap-Flights-To-Montalcino.d6025631.Travel-Guide-Flights)
- [Flights to Montenero ](https://www.expedia.ca/Cheap-Flights-To-Montenero.d6285656.Travel-Guide-Flights)
- [Flights to San Quirico d'Orcia ](https://www.expedia.ca/Cheap-Flights-To-San-Quirico-DOrcia.d602606.Travel-Guide-Flights)

- [Visit Argiano ](https://www.expedia.ca/Argiano.dx3000028975)
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- [Visit Casciano di Murlo ](https://www.expedia.ca/Casciano-Di-Murlo.dx6035423)
- [Visit Castelnuovo dell'Abate ](https://www.expedia.ca/Castelnuovo-DellAbate.dx603290)
- [Visit Cinigiano ](https://www.expedia.ca/Cinigiano.dx602923)
- [Fortress of Montalcino ](https://www.expedia.ca/Fortress-Of-Montalcino-Montalcino.d553248621533000896.Vacation-Attraction)
- [Visit Lupompesi ](https://www.expedia.ca/Lupompesi.dx6361515)
- [Montalcino Vacations ](https://www.expedia.ca/Montalcino.d6025631.Destination-Travel-Guides)
- [Visit Montalcino ](https://www.expedia.ca/Montalcino.dx6025631)
- [Monticello Amiata Vacations ](https://www.expedia.ca/Monticello-Amiata.d6342861.Destination-Travel-Guides)
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- [Murlo Vacations ](https://www.expedia.ca/Murlo.d6046740.Destination-Travel-Guides)
- [Pari Vacations ](https://www.expedia.ca/Pari.d6342151.Destination-Travel-Guides)
- [Visit Seggiano ](https://www.expedia.ca/Seggiano.dx6183291)
- [Tenuta Greppo Franco Biondi Santi ](https://www.expedia.ca/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Vacation-Attraction)
- [Visit Torrenieri ](https://www.expedia.ca/Torrenieri.dx3000025996)

- [Car rental Buonconvento ](https://www.expedia.ca/Car-Rentals-In-Buonconvento.d6123437.Car-Rental-Guide)
- [Car rental Montalcino ](https://www.expedia.ca/Car-Rentals-In-Montalcino.d6025631.Car-Rental-Guide)
- [Car rental San Quirico d'Orcia ](https://www.expedia.ca/Car-Rentals-In-San-Quirico-DOrcia.d602606.Car-Rental-Guide)

- [Things to do in Civitella Paganico ](https://www.expedia.ca/Things-To-Do-In-Civitella-Paganico.d6059330.Travel-Guide-Activities)
- [Things to do in Montalcino ](https://www.expedia.ca/Things-To-Do-In-Montalcino.d6025631.Travel-Guide-Activities)
- [Things to do in Sant'Angelo In Colle ](https://www.expedia.ca/Things-To-Do-In-SantAngelo-In-Colle.d6361516.Travel-Guide-Activities)
- [Things to do in Seggiano ](https://www.expedia.ca/Things-To-Do-In-Seggiano.d6183291.Travel-Guide-Activities)
- [Things to do in Torrenieri ](https://www.expedia.ca/Things-To-Do-In-Torrenieri.d3000025996.Travel-Guide-Activities)

- [Book Vacation Homes in Brunello di Montalcino Wine Area on Expedia.it ](https://www.expedia.it/Regione-Vinicola-Del-Brunello-Di-Montalcino-Case-Vacanze-Private.d6342620-aaCaseVacanzePrivate.Guida-Viaggi-Alloggi)