Title: Chianti Region Chalets from CA $80 | 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)

![Fontebranda](https://images.trvl-media.com/place/553248621532500698/e60fe766-dca8-4e89-8ca2-89967b23ad65.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Search Chalets in Chianti Region from CA $80

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## Check prices for these dates

In two weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=603148&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)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Chianti Region

![Deluxe Suite | Garden view](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/c66041d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/6055a736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/7a95d976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/0dc1dfcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Loro Ciuffenna

[](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information)

9.4/10

Exceptional

(23)

"The staff were great and the villa was amazing"

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

Ralphvincent

CA $152

CA $168 total

includes taxes & fees

Jan 26 - Jan 27, 2026

[](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/d6216ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/c3101a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/f4558f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast in Castelnuovo Berardenga

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

9.6/10

Exceptional

(503)

"Excellent place to stay even for the next time. "

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

Xuejie

CA $171

CA $195 total

includes taxes & fees

Dec 28 - Dec 29

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

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/93f882ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/e2d371ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/29ec8453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (Il Torrino) | Private kitchen](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/40bd4847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Farmstay in Castellina in Chianti

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Borgo-Di-Pietrafitta-Relais.h2530284.Hotel-Information)

9.4/10

Exceptional

(169)

"Wonderful setting."

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

Simon

CA $139

CA $159 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Borgo-Di-Pietrafitta-Relais.h2530284.Hotel-Information)

![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/089cca52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Tasting room](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/fe1302e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Duplex, 1 Bedroom, Patio | Private kitchenette](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/8aeb24c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Winery](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/cbeec78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Farmstay in Gaiole in Chianti

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Meleto.h2537801.Hotel-Information)

8.8/10

Excellent

(91)

"This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying."

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

Karem

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Meleto.h2537801.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/183285e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/e4040fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/aa5161f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Studio Suite, 1 Bedroom, Hot Tub, Garden View](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/b9a4ef80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Guesthouse in Greve in Chianti

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Casa-Di-Palaia.h96088992.Hotel-Information)

10/10

Exceptional

(22)

"Very well located in the heart if the Tuscany region."

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

Eli

CA $152

CA $174 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Casa-Di-Palaia.h96088992.Hotel-Information)

![Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524406/4f52d9c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524406/079c3c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524406/02c2ebd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524406/e075e0a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Farmstay in San Casciano in Val di Pesa

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Relais-Poggio-Borgoni.h2524406.Hotel-Information)

9.8/10

Exceptional

(57)

"Very personal, kind & sympathatic Staff. The Place is gorgeous."

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

Nils

CA $164

CA $187 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Relais-Poggio-Borgoni.h2524406.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/5000000/4140000/4133900/4133846/623d6b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast (EUR 5 per person)](https://images.trvl-media.com/lodging/5000000/4140000/4133900/4133846/c54fab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/5000000/4140000/4133900/4133846/8bef9d5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/5000000/4140000/4133900/4133846/64b8abc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Il Viandante

[](https://www.expedia.ca/Terranuova-Bracciolini-Hotels-Hotel-Il-Viandante.h4133846.Hotel-Information)

9.2/10

Wonderful

(162)

"Arrived very late due to flight delay , communication and support from the hotel about late check in was fantastic and the owner even stayed until I arrived at 00.30\. Recommended."

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

James

CA $130

CA $175 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Terranuova-Bracciolini-Hotels-Hotel-Il-Viandante.h4133846.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/2077addd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/3e200148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Triple Room](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/d0ef0a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 2 Bedrooms, Kitchen, Poolside | Living area](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/a38be1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast in Rignano sull'Arno

[](https://www.expedia.ca/Rignano-SullArno-Hotels-Torrebianca-Tuscany.h28064452.Hotel-Information)

9.6/10

Exceptional

(40)

"Lovely pool Breakfast good"

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

christine

CA $128

CA $143 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Rignano-SullArno-Hotels-Torrebianca-Tuscany.h28064452.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/41bfdcd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/438c8c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/1360d9d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/bf339f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Casagrande Resort & SPA

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

9.2/10

Wonderful

(375)

"It’s beautiful place! "

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

Tatihana

CA $144

CA $161 total

includes taxes & fees

Jan 25 - Jan 26, 2026

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

![Property grounds](https://images.trvl-media.com/lodging/22000000/21530000/21521600/21521587/bda20e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Buffet](https://images.trvl-media.com/lodging/22000000/21530000/21521600/21521587/fdad8086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/22000000/21530000/21521600/21521587/b7869503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/22000000/21530000/21521600/21521587/d07a12aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Molino di Foci

[](https://www.expedia.ca/San-Gimignano-Hotels-Molino-Di-Foci.h21521587.Hotel-Information)

9.4/10

Exceptional

(47)

"Breakfast was fresh and beautifully presented in the atrium with a view of the Tuscan landscape. "

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

Diego

[](https://www.expedia.ca/San-Gimignano-Hotels-Molino-Di-Foci.h21521587.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/65b0d93f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/44b2ce32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, Garden View | Room amenity](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/d4e76210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Castiglione

[](https://www.expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.Hotel-Information)

8.6/10

Excellent

(256)

"Nice and cute place. Great price. "

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

Jozsef

CA $68

CA $80 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.Hotel-Information)

![Room amenity](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/26eae8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Studio Suite | View from room](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/07f20b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/346cd924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Borgo di Cortefreda Relais

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

9.4/10

Exceptional

(479)

"The views were spectacular and the grounds were so peaceful"

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

Michelle

CA $115

CA $136 total

includes taxes & fees

Jan 6 - Jan 7, 2026

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/69679e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/96aac713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/7f490258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### COMO Castello Del Nero

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information)

9.6/10

Exceptional

(133)

"Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). "

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

Matthew

CA $1,030

CA $1,146 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1190000/1186800/1186799/64b641bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1190000/1186800/1186799/bd2306cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, free toiletries, hair dryer, slippers](https://images.trvl-media.com/lodging/2000000/1190000/1186800/1186799/1fc82107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1190000/1186800/1186799/b0e6cfa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Locanda Il Gallo

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Locanda-Il-Gallo.h1186799.Hotel-Information)

9.4/10

Exceptional

(53)

"The property owner was very helpful explaining wineries location and local food! The in-house restaurant was excellent and convenient! "

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

Santina

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Locanda-Il-Gallo.h1186799.Hotel-Information)

![Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/12000000/11050000/11047100/11047087/03cd151b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom FORNO 2 | Terrace/patio](https://images.trvl-media.com/lodging/12000000/11050000/11047100/11047087/352859c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/12000000/11050000/11047100/11047087/8533a089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms ROSTRA 1 | Private kitchen](https://images.trvl-media.com/lodging/12000000/11050000/11047100/11047087/8d97c274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Farmstay in Colle di Val d'Elsa

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Agriturismo-Nerbona.h11047087.Hotel-Information)

9.6/10

Exceptional

(18)

"Very nice place"

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

JULISSA

CA $133

CA $150 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Agriturismo-Nerbona.h11047087.Hotel-Information)

![Lunch, dinner served; local cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/a52adc76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/977160f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/5afa6482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/83d82b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn in San Casciano in Val di Pesa

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Poggiale-Dimora-Storica.h918681.Hotel-Information)

9.6/10

Exceptional

(145)

"Wonderful stay."

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

Nancy

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Poggiale-Dimora-Storica.h918681.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/70f4f37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite, Vineyard View](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/e04b84de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/d71aded7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite, Vineyard View | Vineyard view](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/91065266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast in Castellina in Chianti

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

9.4/10

Exceptional

(201)

"Amazing experience all around! Stayed for 2 nights!"

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

Matthew

CA $269

CA $302 total

includes taxes & fees

Dec 27 - Dec 28

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

![Property entrance](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/4c3be6b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/c9ef69ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/a7b1b268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/169b7345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in San Casciano in Val di Pesa

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Fedino.h2723529.Hotel-Information)

9.6/10

Exceptional

(97)

"Great people, great location great service"

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

James

CA $179

CA $204 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Fedino.h2723529.Hotel-Information)

![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/13c851d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/ffdc0f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment, 2 Bedrooms, Non Smoking, Garden View | View from room](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/94007780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/727e0d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Figline e Incisa Valdarno

[](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Relais-Villa-Belvedere.h5331739.Hotel-Information)

9.2/10

Wonderful

(70)

"Very nice place"

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

Maria

CA $113

CA $127 total

includes taxes & fees

Jan 23 - Jan 24, 2026

[](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Relais-Villa-Belvedere.h5331739.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/967d2c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/7d9f9bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/4f478603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/1629bbc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Barberino Tavarnelle

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Antica-Pieve-BB.h971821.Hotel-Information)

9.4/10

Exceptional

(14)

"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "

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

Jessica

CA $124

CA $176 total

includes taxes & fees

Jan 22 - Jan 23, 2026

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Antica-Pieve-BB.h971821.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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Cottages

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Residences

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Condos

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Cabins

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Chalets

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## Top Chianti Region Hotel Reviews

![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)

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

### Salvadonica - Borgo del Chianti

10/10 Excellent

"Great staff, great room and amenities. Outstanding romantic Tuscany location. Going back again."

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

![Castello Vicchiomaggio](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/3167b59e_y.jpg)

### Castello Vicchiomaggio

10/10 Excellent

"This beautiful property stole our hearts back in 2019, when my now-wife first visited this magical place. Six years later, we returned — this time to celebrate our wedding reception after tying the knot a few months earlier. From start to finish, everything was beyond wonderful. A special mention to Sandra, the amazing coordinator who made everything run so smoothly, and her fantastic team — Delfina and the lovely lady (whose name, unfortunately, I’ve forgotten) who graciously welcomed and ushered our guests upon arrival. Every detail was handled with care and professionalism. The food and Chianti wines during our celebration were absolutely exceptional — truly a highlight that everyone still talks about! The breakfast and dinner staff were attentive, kind, and ensured everything was perfect throughout our stay. Our rooms were clean, comfortable, and beautifully maintained, with housekeeping doing a fantastic job. We also had the privilege of meeting Mr. John Matta, the owner — such a gracious and inspiring man who leads an extraordinary team. All of our guests loved their stay, and we left with hearts full of joy and gratitude. We can’t wait to come back again — hopefully for our anniversary next time."

[](https://expedia.ca/Greve-In-Chianti-Hotels-Castello-Vicchiomaggio.h7564854.Hotel-Information)

![Villa I Barronci Resort & Spa](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd_y.jpg)

### Villa I Barronci Resort & Spa

10/10 Excellent

"Stayed here as part of our honeymoon. Staff were super helpful with reservations and recommendations. The view is beautiful and the rooms are cozy. The breakfast was delicious as well."

[](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information)

![Villa Castiglione](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b_y.jpg)

### Villa Castiglione

10/10 Excellent

"Nice and cute place. Great price. "

[](https://expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.Hotel-Information)

![COMO Castello Del Nero](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg)

### COMO Castello Del Nero

10/10 Excellent

"Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). "

[](https://expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information)

![Il Borro - Relais & Châteaux](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/4a6bd899_y.jpg)

### Il Borro - Relais & Châteaux

10/10 Excellent

"A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia"

[](https://expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information)

![Park Hotel Chianti](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402089/9fa8e1be_y.jpg)

### Park Hotel Chianti

10/10 Excellent

"Lovely hotel in Chianti, staff were outstanding! "

[](https://expedia.ca/Barberino-Tavarnelle-Hotels-Park-Hotel-Chianti.h1402089.Hotel-Information)

## Find out more about Chianti Region

## Chianti Region Chalets information

| Number of reviews | 2,907     |
| ----------------- | --------- |
| Accommodation     | 0 Chalets |
| Lowest Price      | CA $80    |
| Highest Price     | CA $1,146 |

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- [Farmstay in Siena ](https://www.expedia.ca/Siena-Agritourism.d9821-aaAgritourism.Travel-Guide-Accommodation)
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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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- [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)
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- [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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- [Things to do in Fonterutoli ](https://www.expedia.ca/Things-To-Do-In-Fonterutoli.d6342141.Travel-Guide-Activities)
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- [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 Chalets in Chianti Region on Expedia.it ](https://www.expedia.it/Regione-Del-Chianti-Chalet.d603148-aaChalet.Guida-Viaggi-Alloggi)