Title: Chianti Region Villas from CA $327 | Expedia.ca

[Chianti Region Travel Guide](https://expedia.ca/Chianti-Region.dx603148)[Hotels in Chianti Region](https://expedia.ca/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels)[Vacation Rentals in Chianti Region](https://expedia.ca/Chianti-Region-Vacation-Rentals.d603148.Travel-Guide-VacationRentals)[Flights to Chianti Region](https://expedia.ca/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights)[Things to do in Chianti Region](https://expedia.ca/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities)[Chianti Region Car Rentals](https://expedia.ca/Car-Rentals-In-Chianti-Region.d603148.Car-Rental-Guide)[Chianti Region Vacation Packages](https://expedia.ca/Chianti-Region.d603148.Destination-Travel-Guides)

![Chianti Region showing farmland](https://images.trvl-media.com/place/603148/a6b4be95-df3f-44a2-bf6d-bb1e6f500def.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/603148/a6b4be95-df3f-44a2-bf6d-bb1e6f500def.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=603148&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 three months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=603148&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)

In four months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chianti Region villas

![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35270000/35266500/35266446/321af5a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/36000000/35270000/35266500/35266446/f6a5d6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/36000000/35270000/35266500/35266446/d30c8a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/36000000/35270000/35266500/35266446/23dc7c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PIEVE-POGGIO CASE - POGGIO CASE

[](https://www.expedia.ca/Pergine-Valdarno-Hotels-PIEVE-POGGIO-CASE-POGGIO-CASE.h35266446.Hotel-Information)

Pergine Valdarno

9.6/10

Exceptional

(5 reviews)

"This was an adorable rustic farmhouse. Our family enjoyed the time we spent there."

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

Janae G.

CA $222

CA $359 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Pergine-Valdarno-Hotels-PIEVE-POGGIO-CASE-POGGIO-CASE.h35266446.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/29000000/28770000/28764700/28764605/1a92d5eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/29000000/28770000/28764700/28764605/a3856c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/29000000/28770000/28764700/28764605/24846828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/29000000/28770000/28764700/28764605/98b96cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Very panoramic villa with private fenced swimming pool situated between Arezzo and Florence. The tow

[](https://www.expedia.ca/Castiglion-Fibocchi-Hotels-Very-Panoramic-Villa-With-Private-Fenced-Swimming-Pool-Situated-Between-Arezzo-And-Florence-The-Tow.h28764605.Hotel-Information)

Castiglion Fibocchi

10/10

Exceptional

(2 reviews)

"Wir waren mit 16 Personen im Haus Es war herrlich und super super entspannend Der Vermieter sehr zuvorkommend Dort bekam man auch Olivenöl und Wein Sauberer Pool Sehr zu empfehlen "

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

Bettina

CA $601

CA $1,036 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Castiglion-Fibocchi-Hotels-Very-Panoramic-Villa-With-Private-Fenced-Swimming-Pool-Situated-Between-Arezzo-And-Florence-The-Tow.h28764605.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125170000/125163900/125163840/w1917h1280x0y0-4b472f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/126000000/125170000/125163900/125163840/w1916h1280x0y0-39ddf7d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125170000/125163900/125163840/w1920h1278x0y0-cf823f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi](https://images.trvl-media.com/lodging/126000000/125170000/125163900/125163840/w1917h1280x0y0-69977797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LA CASA DI PRISCILLA - LA CASA DI PRISCILLA

[](https://www.expedia.ca/Bucine-Hotels-LA-CASA-DI-PRISCILLA-LA-CASA-DI-PRISCILLA.h125163840.Hotel-Information)

Bucine

CA $296

CA $296 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Bucine-Hotels-LA-CASA-DI-PRISCILLA-LA-CASA-DI-PRISCILLA.h125163840.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/90000000/89510000/89508200/89508120/74e39bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89510000/89508200/89508120/e30478c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89510000/89508200/89508120/c7e76930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/90000000/89510000/89508200/89508120/64c50892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nice cottage ideal for couples, large enclosed garden with private pool. Pets are welcome. Bucine is

[](https://www.expedia.ca/Bucine-Hotels-Cottage-Ideal-For-Couples.h89508120.Hotel-Information)

Bucine

CA $327

CA $327 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Bucine-Hotels-Cottage-Ideal-For-Couples.h89508120.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113370000/113368800/113368712/05e5e251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113370000/113368800/113368712/665677be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113370000/113368800/113368712/65304676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113370000/113368800/113368712/a92c3f24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### My Exclusive Italy - Classic Suite in a Luxury Wine Estate

[](https://www.expedia.ca/Rignano-SullArno-Hotels-My-Exclusive-Italy-Classic-Suite-In-A-Luxury-Wine-Estate.h113368712.Hotel-Information)

Rignano sull'Arno

CA $568

CA $625 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Rignano-SullArno-Hotels-My-Exclusive-Italy-Classic-Suite-In-A-Luxury-Wine-Estate.h113368712.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/dcfa042c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/25aedd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/52aa6660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/782eb623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-CHIANTIGAIO-Fourteen-Bedroom-Villa.h33066451.Hotel-Information)

Gaiole in Chianti

CA $8,555

CA $9,361 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-CHIANTIGAIO-Fourteen-Bedroom-Villa.h33066451.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/81953563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/a822b4f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/0e2eec35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/ae2c6602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Villa-Erbolino-With-Private-Garden.h83207211.Hotel-Information)

Gaiole in Chianti

10/10

Exceptional

(8 reviews)

"Everything about this house is exquisite and very homey. Decors are really tasteful. Outdoors spaces and the views are absolutely beautiful. Kitchen is really well appointed. There is no shortage of dish-wear, silverware and glasses. Location is very central to explore Tuscany. Our host, Lapo is very welcoming and helpful with all recommendations. He is the kind of host that you want to stay in touch and come back to see him. "

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

Ravin N.

CA $1,547

CA $1,585 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Villa-Erbolino-With-Private-Garden.h83207211.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113370000/113368800/113368721/9e06f08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113370000/113368800/113368721/eb2e0893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113370000/113368800/113368721/b31894e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113370000/113368800/113368721/cb437283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

[](https://www.expedia.ca/Rignano-SullArno-Hotels-My-Exclusive-Italy-Exclusive-Suite-With-View-In-A-Luxury-Wine-Estate.h113368721.Hotel-Information)

Rignano sull'Arno

CA $680

CA $748 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Rignano-SullArno-Hotels-My-Exclusive-Italy-Exclusive-Suite-With-View-In-A-Luxury-Wine-Estate.h113368721.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/w1920h1279x0y1-a132bf6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/bc5dd1c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/09d64836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![9 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/0a5c24e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-VILLA-IL-PRINCIPE-Nine-Bedroom-Villa.h76771413.Hotel-Information)

Castellina in Chianti

CA $6,759

CA $7,564 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-VILLA-IL-PRINCIPE-Nine-Bedroom-Villa.h76771413.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/100000000/99310000/99306900/99306844/3c434ae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99310000/99306900/99306844/a8791644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/100000000/99310000/99306900/99306844/05c9f4f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/100000000/99310000/99306900/99306844/36f9069e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### San Sano - San Sano ,Tuscany

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-San-Sano-San-Sano.h99306844.Hotel-Information)

San Sano

CA $325

CA $638 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-San-Sano-San-Sano.h99306844.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/40000000/39530000/39527900/39527827/752eed97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39530000/39527900/39527827/bad7d6d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/40000000/39530000/39527900/39527827/d48c5c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/40000000/39530000/39527900/39527827/232dbe6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PIEVE-LOGGIATO - LOGGIATO

[](https://www.expedia.ca/Pergine-Valdarno-Hotels-PIEVE-LOGGIATO-LOGGIATO.h39527827.Hotel-Information)

Pergine Valdarno

8.0/10

Very good

(4 reviews)

"Beautiful location and a great house. Well appointed and well maintained. Better directions for how to check in and get keys would be helpful."

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

Pete M.

CA $215

CA $351 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Pergine-Valdarno-Hotels-PIEVE-LOGGIATO-LOGGIATO.h39527827.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/126000000/125660000/125653500/125653445/8a817d6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125660000/125653500/125653445/01ca42dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125660000/125653500/125653445/b3df725b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/126000000/125660000/125653500/125653445/4607cf84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

[](https://www.expedia.ca/Impruneta-Hotels-VILLA-ARTIUM-Twenty-Bedroom-Villa.h125653445.Hotel-Information)

Firenze

CA $20,533

CA $20,533 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Impruneta-Hotels-VILLA-ARTIUM-Twenty-Bedroom-Villa.h125653445.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/0dac13fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/6febdc0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/876e46d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/ecc6720f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Viniard Villa - Residence Le Rose in Chianti

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Viniard-Villa-Residence-Le-Rose-In-Chianti.h123669271.Hotel-Information)

Castellina in Chianti

CA $516

CA $1,059 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Viniard-Villa-Residence-Le-Rose-In-Chianti.h123669271.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/27000000/26620000/26610900/26610820/w1920h1272x0y8-3ed69e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/27000000/26620000/26610900/26610820/c42c5b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/27000000/26620000/26610900/26610820/579f452c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/26620000/26610900/26610820/1fe30c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### AGRITURISMO ARCOBALENO - ARCOBALENO

[](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-With-Private-Pool-In-A-Hilly-And-Panoramic-Position-The-Village-Of-San-Giustino-Valdarno.h26610820.Hotel-Information)

Loro Ciuffenna

CA $414

CA $704 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-With-Private-Pool-In-A-Hilly-And-Panoramic-Position-The-Village-Of-San-Giustino-Valdarno.h26610820.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113370000/113368600/113368579/d9d92efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113370000/113368600/113368579/c70676fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113370000/113368600/113368579/2269212f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113370000/113368600/113368579/7a2956cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

[](https://www.expedia.ca/Rignano-SullArno-Hotels-My-Exclusive-Italy-Presidential-Suite-With-View-In-A-Luxury-Wine-Estate.h113368579.Hotel-Information)

Rignano sull'Arno

CA $959

CA $1,054 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Rignano-SullArno-Hotels-My-Exclusive-Italy-Presidential-Suite-With-View-In-A-Luxury-Wine-Estate.h113368579.Hotel-Information)

![](https://images.trvl-media.com/lodging/26000000/25160000/25151800/25151760/cd87768f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/26000000/25160000/25151800/25151760/781af71a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/26000000/25160000/25151800/25151760/ce5bd45c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/26000000/25160000/25151800/25151760/ef40f239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### AGRITURISMO CA DI VESTRO - CA DI VESTRO

[](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-On-A-High-Hill-Situated-In-An-Extremely-Panoramic-Position.h25151760.Hotel-Information)

Loro Ciuffenna

10/10

Exceptional

(1 review)

"We would return anytime!"

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

Felix K.

CA $414

CA $704 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-On-A-High-Hill-Situated-In-An-Extremely-Panoramic-Position.h25151760.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/77000000/76190000/76181200/76181131/w1917h1080x0y0-8bc7d89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, coffee/tea maker, highchair](https://images.trvl-media.com/lodging/77000000/76190000/76181200/76181131/w1915h1080x0y0-61dd2f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76190000/76181200/76181131/w1917h1080x0y0-1e485022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76190000/76181200/76181131/w1916h1080x0y0-4eafbe74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Independent Luxury Villa with Pool and Jacuzzi in the Chianti Region

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Independent-Luxury-Villa-With-Pool-And-Jacuzzi-In-The-Chianti-Region.h76181131.Hotel-Information)

Tavarnelle Val di Pesa

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Independent-Luxury-Villa-With-Pool-And-Jacuzzi-In-The-Chianti-Region.h76181131.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76520000/76518600/76518578/w1918h1080x0y0-e59cac3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/77000000/76520000/76518600/76518578/w1917h1080x0y0-249f66c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76520000/76518600/76518578/w1917h1080x0y0-bc60b331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76520000/76518600/76518578/w1917h1080x0y0-530020a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful farmhouse with heated pool and jacuzzi

[](https://www.expedia.ca/Bucine-Hotels-Beautiful-Farmhouse-With-Heated-Pool-And-Jacuzzi.h76518578.Hotel-Information)

Bucine

CA $831

CA $1,014 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Bucine-Hotels-Beautiful-Farmhouse-With-Heated-Pool-And-Jacuzzi.h76518578.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76010000/76006300/76006262/44e7386a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76010000/76006300/76006262/0263c574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76010000/76006300/76006262/aaed98c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, wheelchair access](https://images.trvl-media.com/lodging/77000000/76010000/76006300/76006262/4a07ad0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa composed of 3 apartaments. Private pool

[](https://www.expedia.ca/Castelfranco-Piandisco-Hotels-Villa-Composed-Of-3-Apartaments-Private-Pool.h76006262.Hotel-Information)

Castelfranco di Sopra

CA $354

CA $673 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Castelfranco-Piandisco-Hotels-Villa-Composed-Of-3-Apartaments-Private-Pool.h76006262.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/9dbd198e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/09f4ffea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/99750750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/e1923c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

[](https://www.expedia.ca/Siena-Hotels-Villa-Capannina-With-Private-Pool.h123292182.Hotel-Information)

Vico dʼArbia

CA $1,395

CA $1,554 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Siena-Hotels-Villa-Capannina-With-Private-Pool.h123292182.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

Villas

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Private vacation homes

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Aparthotels

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Residences

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Cottages

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Condos

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Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy&regionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&lodging=CABIN)

Chalets

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## Top Chianti Region Hotel Reviews

![Salvadonica - Borgo del Chianti](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/56ce48bb_y.jpg)

### Salvadonica - Borgo del Chianti

10/10 Excellent

"The staff were very helpful and the buffet breakfast was delicious! "

[](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.Hotel-Information)

![Hotel Palazzo San Lorenzo & SPA](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/1af45070_y.jpg)

### Hotel Palazzo San Lorenzo & SPA

10/10 Excellent

"Very good place, clean, good service, great food, the rooms were amazing."

[](https://expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information)

![hu Firenze Certosa camping in town](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/f6cba490_y.jpg)

### hu Firenze Certosa camping in town

10/10 Excellent

"Fantastic! The staff was very helpfull, the rooms were impeacable (and warm) and the dinner at the restaurant was delicious. Better than an hotel in our opinion. Congrats! The only drawback as lack of EV charger... but they said it was coming.."

[](https://expedia.ca/Impruneta-Hotels-Firenze-Certosa-Camping.h101503652.Hotel-Information)

![Villa Le Barone](https://images.trvl-media.com/lodging/3000000/2550000/2542300/2542211/bd706898_y.jpg)

### Villa Le Barone

10/10 Excellent

"Great experience!!!"

[](https://expedia.ca/Greve-In-Chianti-Hotels-Villa-Le-Barone.h2542211.Hotel-Information)

![Villa Casagrande Resort & SPA](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/f41faf16_y.jpg)

### Villa Casagrande Resort & SPA

10/10 Excellent

"Always beautiful when I stay here, staff are helpful and every room clean and tidy "

[](https://expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information)

![Castello di Fonterutoli Wine Resort](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a_y.jpg)

### Castello di Fonterutoli Wine Resort

10/10 Excellent

"Very clean,staff was very kind and helpful. Looking forward to come back! 😊"

[](https://expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information)

![Borgo Del Cabreo](https://images.trvl-media.com/lodging/18000000/17970000/17963800/17963776/510521f3_y.jpg)

### Borgo Del Cabreo

10/10 Excellent

"This was our second stay here. The service is excellent, staff are so friendly and the room was spotless with a stunning view at breakfast sitting outside. Nice little spread for breakfast. "

[](https://expedia.ca/Greve-In-Chianti-Hotels-Borgo-Del-Cabreo.h17963776.Hotel-Information)

![Hotel Borgo di Cortefreda Relais](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c_y.jpg)

### Hotel Borgo di Cortefreda Relais

10/10 Excellent

"The hotel and services exceeded my expectations."

[](https://expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information)

![Hotel Toscana Ambassador](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg)

### Hotel Toscana Ambassador

10/10 Excellent

"We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, stay here with no hesitation. "

[](https://expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information)

## Find out more about Chianti Region

## Chianti Region Villas information

| Number of reviews | 20         |
| ----------------- | ---------- |
| Accommodation     | 571 Villas |
| Lowest Price      | CA $327    |
| Highest Price     | CA $9,361  |

## Frequently asked questions

### How much do villas in Chianti Region cost?

### How many villas are there in Chianti Region?

### Why book your villa in Chianti Region with Expedia?

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- [Vacation Homes in Siena ](https://www.expedia.ca/Siena-Private-Vacation-Homes.d9821-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Townhomes in Siena ](https://www.expedia.ca/Siena-Townhomes.d9821-aaTownhomes.Travel-Guide-Accommodation)
- [Villas in Siena ](https://www.expedia.ca/Siena-Villas.d9821-aaVillas.Travel-Guide-Accommodation)
- [Villas in Tavarnelle Val di Pesa ](https://www.expedia.ca/Tavarnelle-Val-Di-Pesa-Villas.d6023366-aaVillas.Travel-Guide-Accommodation)
- [Vertine Hotels ](https://www.expedia.ca/Vertine-Hotels.d632712480144572416.Travel-Guide-Hotels)
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- [Volpaia Hotels ](https://www.expedia.ca/Volpaia-Hotels.d3000403024.Travel-Guide-Hotels)

- [Flights to Castellina in Chianti ](https://www.expedia.ca/Cheap-Flights-To-Castellina-In-Chianti.d55534.Travel-Guide-Flights)
- [Flights to Gaiole in Chianti ](https://www.expedia.ca/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)
- [Flights to San Donato in Poggio ](https://www.expedia.ca/Cheap-Flights-To-San-Donato-In-Poggio.d6292835.Travel-Guide-Flights)
- [Flights from Castellina in Chianti ](https://www.expedia.ca/lp/flights/55534/flights-from-castellina-in-chianti)
- [Flights from Gaiole in Chianti ](https://www.expedia.ca/lp/flights/603149/flights-from-gaiole-in-chianti)

- [Buondonno Winery ](https://www.expedia.ca/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Vacation-Attraction)
- [Casa Vinicola Luigi Cecchi ](https://www.expedia.ca/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.Vacation-Attraction)
- [Visit Castelnuovo dei Sabbioni ](https://www.expedia.ca/Castelnuovo-Dei-Sabbioni.dx602580)
- [Church of San Sigismondo ](https://www.expedia.ca/Church-Of-San-Sigismondo-Gaiole-in-Chianti.d6238140.Vacation-Attraction)
- [Visit Gaiole in Chianti ](https://www.expedia.ca/Gaiole-In-Chianti.dx603149)
- [Visit Greve in Chianti ](https://www.expedia.ca/Greve-In-Chianti.dx601773)
- [Visit Meleto ](https://www.expedia.ca/Meleto.dx6292517)
- [Visit Montefioralle ](https://www.expedia.ca/Montefioralle.dx3000404943)
- [Visit Panzano in Chianti ](https://www.expedia.ca/Panzano-In-Chianti.dx602564)
- [Visit Ponte Agli Stolli ](https://www.expedia.ca/Ponte-Agli-Stolli.dx6342228)
- [Visit Radda in Chianti ](https://www.expedia.ca/Radda-In-Chianti.dx601693)
- [Visit San Donato in Poggio ](https://www.expedia.ca/San-Donato-In-Poggio.dx6292835)
- [Visit Sicelle ](https://www.expedia.ca/Sicelle.dx6343024)
- [Visit Vertine ](https://www.expedia.ca/Vertine.dx632712480144572416)

- [Car rental Castellina in Chianti ](https://www.expedia.ca/Car-Rentals-In-Castellina-In-Chianti.d55534.Car-Rental-Guide)
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- [Car rental Panzano in Chianti ](https://www.expedia.ca/Car-Rentals-In-Panzano-In-Chianti.d602564.Car-Rental-Guide)
- [Car rental Radda in Chianti ](https://www.expedia.ca/Car-Rentals-In-Radda-In-Chianti.d601693.Car-Rental-Guide)

- [Things to do in Fonterutoli ](https://www.expedia.ca/Things-To-Do-In-Fonterutoli.d6342141.Travel-Guide-Activities)
- [Things to do in Gaiole in Chianti ](https://www.expedia.ca/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities)
- [Things to do in Greve in Chianti ](https://www.expedia.ca/Things-To-Do-In-Greve-In-Chianti.d601773.Travel-Guide-Activities)
- [Things to do in Lecchi in Chianti ](https://www.expedia.ca/Things-To-Do-In-Lecchi-In-Chianti.d553248635974650979.Travel-Guide-Activities)
- [Things to do in Panzano in Chianti ](https://www.expedia.ca/Things-To-Do-In-Panzano-In-Chianti.d602564.Travel-Guide-Activities)

- [Book Villas in Chianti Region on Expedia.it ](https://www.expedia.it/Regione-Del-Chianti-Ville.d603148-aaVille.Guida-Viaggi-Alloggi)