Title: Chianti Region Vacation Rentals from CA $98: Short-Term Rentals for 2026 | 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)[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

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two 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 three 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)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-07-17&endDate=2026-07-19&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 vacation rentals

![Lobby](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/b50d05a7.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)

![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)

![Steam room, Turkish bath, body scrubs, massages](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/e763d814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Cassia di Baccano

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

Loro Ciuffenna

9.4/10

Exceptional

(23 reviews)

"The staff were great and the villa was amazing"

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

Ralphvincent

CA $220

CA $242 total

includes taxes & fees

Mar 27 - Mar 28

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

![Restaurant](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/06079da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/cc13c05a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/94c6df84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/37d88856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relais Villa Olmo

[](https://www.expedia.ca/Impruneta-Hotels-Relais-Villa-Olmo.h797278.Hotel-Information)

Impruneta

9.4/10

Exceptional

(229 reviews)

"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"

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

Cameron

CA $115

CA $131 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Impruneta-Hotels-Relais-Villa-Olmo.h797278.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/f58917b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/0c1e54bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Birthday party area](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/498c2bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Duplex, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/cbaa7c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Terre di Baccio

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Terre-Di-Baccio.h23183851.Hotel-Information)

Greve in Chianti

9.8/10

Exceptional

(72 reviews)

"The stay was great, and the staff were wonderful. "

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

SYDNEY

CA $613

CA $681 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Terre-Di-Baccio.h23183851.Hotel-Information)

![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2440000/2432300/2432264/258f72ec.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/3000000/2440000/2432300/2432264/c755ff2a.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/3000000/2440000/2432300/2432264/920701e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Condo (Casa Palei B)](https://images.trvl-media.com/lodging/3000000/2440000/2432300/2432264/c8b78159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa di Sotto

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Villa-Di-Sotto.h2432264.Hotel-Information)

Castelnuovo Berardenga

9.4/10

Exceptional

(28 reviews)

"Lovely relaxation options and wonderful restaurant attached to the property! Great for a stay where you are travelling through Tuscany by car! Do not recommend travelling by public transport or taxi as it is very expensive."

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

Amelia

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Villa-Di-Sotto.h2432264.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)

![Breakfast served, Italian cuisine, alfresco dining ](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/bfbda0d1.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)

![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/36dbdc56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa il Fedino

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

San Casciano in Val di Pesa

9.6/10

Exceptional

(100 reviews)

"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "

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

rose

CA $200

CA $227 total

includes taxes & fees

Mar 29 - Mar 30

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

![Reception](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/265e303f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/a1551d86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Double or Twin Room](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/93abe2d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free self parking](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/b0f5db83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sportland

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Sportland.h95247428.Hotel-Information)

Colle di Val d'Elsa

7.2/10

Good

(5 reviews)

"Struttura essenziale ed economica "

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

Giorgio

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Sportland.h95247428.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690342/fd869ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690342/d7d83723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690342/b9b003bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690342/c92d2813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B La Fonte del Machiavelli

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Bed-And-Breakfast-La-Fonte-Del-Machiavelli.h2690342.Hotel-Information)

San Casciano in Val di Pesa

9.2/10

Wonderful

(82 reviews)

"It was a wonderful stay the bed was comfortable and the view was beautiful. "

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

Ruben

CA $157

CA $180 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Bed-And-Breakfast-La-Fonte-Del-Machiavelli.h2690342.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/994aad7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/735b790e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/ddbdc210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, soundproofing, free WiFi](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/2b26409c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### L' Eroico

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information)

Gaiole in Chianti

10/10

Exceptional

(13 reviews)

"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."

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

Perry

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/7000000/6030000/6029600/6029534/ce6a104a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, facials, massages](https://images.trvl-media.com/lodging/7000000/6030000/6029600/6029534/4c8f3824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 7:30 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/7000000/6030000/6029600/6029534/bc0362da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Suite](https://images.trvl-media.com/lodging/7000000/6030000/6029600/6029534/c33da520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borgo Argenina

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-La-Pieve-Marsina.h6029534.Hotel-Information)

Gaiole in Chianti

9.8/10

Exceptional

(22 reviews)

"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "

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

Massimo

CA $289

CA $331 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-La-Pieve-Marsina.h6029534.Hotel-Information)

![Panoramic Apartment](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620731/de61baae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620731/b87dac4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620731/f41ed065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch TV with cable channels](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620731/4f6d217b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Il Connubio

[](https://www.expedia.ca/Impruneta-Hotels-Residence-Il-Connubio.h3620731.Hotel-Information)

Impruneta

8.8/10

Excellent

(32 reviews)

"Such a cute little place! Very clean and easy to get around! Would highly recommend!"

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

Desiree

[](https://www.expedia.ca/Impruneta-Hotels-Residence-Il-Connubio.h3620731.Hotel-Information)

![View from room](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/52973642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 Double Bed (2 adults)](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/9d79efbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/003afa33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/b614c935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chianti Village Morrocco

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Chianti-Village-Morrocco.h5273860.Hotel-Information)

Barberino Tavarnelle

8.6/10

Excellent

(112 reviews)

"Front desk was very helpful and very comfortable room. "

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

Chris

CA $108

CA $122 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Chianti-Village-Morrocco.h5273860.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/28000000/27400000/27397700/27397624/a64418f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/28000000/27400000/27397700/27397624/d186b654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/28000000/27400000/27397700/27397624/e1962a8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, body treatments, body wraps, body scrubs](https://images.trvl-media.com/lodging/28000000/27400000/27397700/27397624/a7311095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-BB-Le-Dimore-Mezza-Costa.h27397624.Hotel-Information)

San Casciano in Val di Pesa

9.4/10

Exceptional

(25 reviews)

"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"

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

Raymundo

CA $142

CA $162 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-BB-Le-Dimore-Mezza-Costa.h27397624.Hotel-Information)

![Lounge](https://images.trvl-media.com/lodging/28000000/27180000/27172500/27172412/c22473bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gazebo](https://images.trvl-media.com/lodging/28000000/27180000/27172500/27172412/64906625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/28000000/27180000/27172500/27172412/93f93e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room, Private Bathroom, Tower](https://images.trvl-media.com/lodging/28000000/27180000/27172500/27172412/f6ee9ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mariani Bed & Breakfast

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Mariani-Bed-Breakfast.h27172412.Hotel-Information)

Castellina in Chianti

9.8/10

Exceptional

(17 reviews)

"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."

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

Chie

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Mariani-Bed-Breakfast.h27172412.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/0d96bb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite | View from room](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/9102c136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/3b470c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/5468a801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palazzo Pacini

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information)

Colle di Val d'Elsa

9.8/10

Exceptional

(99 reviews)

"A nice blend of old world charm and modern conveniences. It is far from "

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

John

CA $138

CA $155 total

includes taxes & fees

Apr 19 - Apr 20

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1700000/1694200/1694108/f97320e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1700000/1694200/1694108/84e39543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Camera Deluxe Edificio Principale](https://images.trvl-media.com/lodging/2000000/1700000/1694200/1694108/2bdaa10d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1700000/1694200/1694108/b803f231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Curina Resort

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Villa-Curina-Resort.h1694108.Hotel-Information)

Castelnuovo Berardenga

9.6/10

Exceptional

(64 reviews)

"This was our second stay. The property is beautiful and our room was lovely. The breakfast was one of the best on our trip in Italy."

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

Dr Anne

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Villa-Curina-Resort.h1694108.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/2000000/1150000/1141800/1141734/7ee676c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1150000/1141800/1141734/bcf8fd1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1141800/1141734/f6917d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1141800/1141734/002b24fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### I Parigi Corbinelli

[](https://www.expedia.ca/Impruneta-Hotels-I-Parigi-Corbinelli.h1141734.Hotel-Information)

Florence

9.4/10

Exceptional

(162 reviews)

"I Parigi Corbinelli is a Tuscan treasure - welcoming, clean and luxurious. Grazie mille."

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

Tim

CA $103

CA $133 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Impruneta-Hotels-I-Parigi-Corbinelli.h1141734.Hotel-Information)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/3db308c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/45947cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, oven, stovetop, espresso maker](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/45f2e5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 1 Bedroom, Non Smoking, Kitchen](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/61db7f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rocca Palazzaccio

[](https://www.expedia.ca/Impruneta-Hotels-Rocca-Palazzaccio.h39673326.Hotel-Information)

Impruneta

9.0/10

Wonderful

(14 reviews)

"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...

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

Lauren

CA $253

CA $481 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Impruneta-Hotels-Rocca-Palazzaccio.h39673326.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2540000/2532700/2532634/d1955947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2540000/2532700/2532634/12703fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2540000/2532700/2532634/7735ede4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2540000/2532700/2532634/4cb366b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Antico Borgo il Cardino

[](https://www.expedia.ca/San-Gimignano-Hotels-Antico-Borgo-Il-Cardino.h2532634.Hotel-Information)

San Gimignano

9.4/10

Exceptional

(82 reviews)

"It was perfect for my one night stop before moving on to another location in Toscana."

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

Craig

CA $156

CA $180 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/San-Gimignano-Hotels-Antico-Borgo-Il-Cardino.h2532634.Hotel-Information)

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

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

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

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

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

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

Gaiole in Chianti

CA $735

CA $877 total

includes taxes & fees

Mar 26 - Mar 27

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

![Front of property](https://images.trvl-media.com/lodging/2000000/1250000/1248400/1248332/588ca886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1250000/1248400/1248332/dc5c6934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Duplex, 1 Bedroom, Kitchen, Poolside](https://images.trvl-media.com/lodging/2000000/1250000/1248400/1248332/8ce3f385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1248400/1248332/e000f2a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relais Villa Belpoggio - Residenza d'Epoca

[](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Relais-Villa-Belpoggio-Residenza-DEpoca.h1248332.Hotel-Information)

Loro Ciuffenna

9.8/10

Exceptional

(35 reviews)

"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"

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

Mona

CA $201

CA $222 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Relais-Villa-Belpoggio-Residenza-DEpoca.h1248332.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=2026-04-08&endDate=2026-04-09&regionId=603148&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy&regionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=VILLA)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy&regionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy&regionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=VACATION_HOME)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy&regionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=RESIDENCE)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy&regionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=APART_HOTEL)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy&regionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy&regionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=CONDO)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy&regionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=CABIN)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy&regionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=CHALET)

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## Top Chianti Region Hotel Reviews

![Borgo Del Cabreo](https://images.trvl-media.com/lodging/18000000/17970000/17963800/17963776/6c72b535_y.jpg)

### Borgo Del Cabreo

10/10 Excellent

"Staff was fantastic, grounds were well groomed, rooms looked recently refurbished and breakfast was wonderful. "

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

![Castello di Fonterutoli Wine Resort](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/f80bb145_y.jpg)

### Castello di Fonterutoli Wine Resort

10/10 Excellent

"Le personnel est super accueillant. L’endroit est paradisiaque, la bouffe est excellente et le vin divin."

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

![Castello Vicchiomaggio](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/62d09fdf_y.jpg)

### Castello Vicchiomaggio

10/10 Excellent

"One of the most amazing experiences we've ever had. I recommend this place 100%. The castle is beautiful, the service is amazing, the suites are beautiful, and the wine tour with lunch is fantastic. "

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

![Villa I Barronci Resort & Spa](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/57a598f5_y.jpg)

### Villa I Barronci Resort & Spa

10/10 Excellent

"Wonderful stay. Clean rooms. Such friendly and accommodating staff. The restaurant was temporarily closed but they still made sure there was a full breakfast buffet every morning and dinner had a set menu option each night. The pool was open and warm! Lots of parking if you’re renting a car. Great proximity to Florence and rest of Tuscany if you plan to tour around yourself. "

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

![Salvadonica - Borgo del Chianti](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/4eac4992_y.jpg)

### Salvadonica - Borgo del Chianti

10/10 Excellent

"We loved our time at Salvadonica. The food was excellent and we particularly enjoyed the cooking class. I would love to go back during grape and olive harvesting season. The staff was friendly and very helpful "

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

![Villa Casagrande Resort & SPA](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/994bfd62_y.jpg)

### Villa Casagrande Resort & SPA

10/10 Excellent

"The staff was extremely knowledgeable, friendly, and available when we had questions. The room was clean and the bed was comfortable. The property was also well maintained and beautiful."

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

![hu Firenze Certosa camping in town](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/dad23b8c_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)

![Hotel Toscana Ambassador](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/2f9ea910_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)

![Agriturismo San Sano](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/6322c664_y.jpg)

### Agriturismo San Sano

10/10 Excellent

"You can never go wrong in Toscana , even in off season . San Sano even more so, hidden from mass tourism. "

[](https://expedia.ca/Gaiole-In-Chianti-Hotels-Hotel-Residence-San-Sano.h1491964.Hotel-Information)

## Find out more about Chianti Region

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chianti Region. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

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- [Villas in Chianti Region ](https://expedia.ca/Chianti-Region-Villas.d603148-aaVillas.Travel-Guide-Accommodation)
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- [Beach Hotel in Mugello](https://expedia.ca/Mugello-Hotels-Beach-Hotel.0-0-d6048776-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Mountain Hotels in Val d'Orcia](https://expedia.ca/Val-DOrcia-Hotels-Mountain-Hotels.0-0-d6047918-tMountainHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Val d'Orcia](https://expedia.ca/Val-DOrcia-Hotels-Luxury-Hotel.0-0-d6047918-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Mugello](https://expedia.ca/Mugello-Hotels.d6048776.Travel-Guide-Hotels)
- [Hotels in Val d'Orcia](https://expedia.ca/Val-DOrcia-Hotels.d6047918.Travel-Guide-Hotels)
- [Beach Hotel in Morellino di Scansano Wine Area](https://expedia.ca/Morellino-Di-Scansano-Wine-Area-Hotels-Beach-Hotel.0-0-d6342672-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Elba Island](https://expedia.ca/Elba-Island-Hotels.d1090.Travel-Guide-Hotels)
- [Beach Hotel in Elba Island](https://expedia.ca/Elba-Island-Hotels-Beach-Hotel.0-0-d1090-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Duomo hotels](https://expedia.ca/Duomo-Florence-Hotels.0-n6084346-0.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Crete Senesi](https://expedia.ca/Crete-Senesi-Hotels-Historic-Hotel.0-0-d6342453-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Adults Only Resorts & Hotels in Elba Island](https://expedia.ca/Elba-Island-Hotels-Adults-Only-Resorts.0-0-d1090-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [Maremma 4 Star Hotels](https://expedia.ca/4Star-Maremma-Hotels.s40-0-d553248634855578977.Travel-Guide-Filter-Hotels)
- [Val d'Orcia 5 Star Hotels](https://expedia.ca/5Star-Val-DOrcia-Hotels.s50-0-d6047918.Travel-Guide-Filter-Hotels)
- [Pet-friendly Hotels in Brunello di Montalcino Wine Area](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Pet-Friendly-Hotel.0-0-d6342620-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Elba Island 4 Star Hotels](https://expedia.ca/4Star-Elba-Island-Hotels.s40-0-d1090.Travel-Guide-Filter-Hotels)

Cars

- [Buchbinder Car Rentals In Crete Senesi](https://expedia.ca/Buchbinder-Car-Rentals-In-Crete-Senesi.d6342453-c1011.Car-Rental-Guide-Suppliers)
- [Car rentals in Garfagnana](https://expedia.ca/Car-Rentals-In-Garfagnana.d6342621.Car-Rental-Guide)
- [Smile By Maggiore Car Rentals In Val DOrcia](https://expedia.ca/Smile-By-Maggiore-Car-Rentals-In-Val-DOrcia.d6047918-c1139.Car-Rental-Guide-Suppliers)
- [Right Cars Car Rentals In Crete Senesi](https://expedia.ca/Right-Cars-Car-Rentals-In-Crete-Senesi.d6342453-c1070.Car-Rental-Guide-Suppliers)
- [Car rentals near Port of Livorno](https://expedia.ca/Car-Rentals-In-Port-Of-Livorno.d6190962.Car-Rental-Guide)

Activities

- [Things to do in Castiglioncello](https://expedia.ca/Things-To-Do-In-Castiglioncello.d6034140.Travel-Guide-Activities)

Packages

- [Terme di Saturnia](https://expedia.ca/Terme-Di-Saturnia-Manciano.d6150383.Vacation-Attraction)
- [Montagna Fiorentina Vacations](https://expedia.ca/Montagna-Fiorentina.d6131290.Destination-Travel-Guides)

General

- [Visit Porto Santo Stefano](https://expedia.ca/Porto-Santo-Stefano.dx6025634)
- [Visit Santa Maria Novella](https://expedia.ca/Florence-Santa-Maria-Novella.dx6084343)
- [Visit Elba Island](https://expedia.ca/Elba-Island.dx1090)
- [Visit Crete Senesi](https://expedia.ca/Crete-Senesi.dx6342453)
- [Visit Pisa City Centre](https://expedia.ca/Pisa-Pisa-City-Centre.dx553248633938945235)
- [Visit Brunello di Montalcino Wine Area](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area.dx6342620)
- [Visit Media Valle del Serchio](https://expedia.ca/Media-Valle-Del-Serchio.dx6342673)

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