Title: Gaiole in Chianti Apartment Rentals from CA $107 | Expedia.ca

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![View over the hills from the Brolio Castle](https://images.trvl-media.com/place/603149/c6d3b602-5ecb-46fa-8174-b38eecda296b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/603149/c6d3b602-5ecb-46fa-8174-b38eecda296b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=603149&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 two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Gaiole in Chianti apartments

![Exterior](https://images.trvl-media.com/lodging/100000000/99950000/99946100/99946071/788ed790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99950000/99946100/99946071/9e853efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99950000/99946100/99946071/a0d1343a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99950000/99946100/99946071/c4b26e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Apartment-Reggioli-Appartamento-Erborista-With-Mountain-View.h99946071.Hotel-Information)

Gaiole in chianti

CA $337

CA $343 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Apartment-Reggioli-Appartamento-Erborista-With-Mountain-View.h99946071.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99950000/99946100/99946075/eb574019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99950000/99946100/99946075/edf062df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99950000/99946100/99946075/5491f8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99950000/99946100/99946075/b51b3e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Apartment-Reggioli-Appartamento-Falegname-With-Mountain-View.h99946075.Hotel-Information)

Gaiole in chianti

CA $399

CA $405 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Apartment-Reggioli-Appartamento-Falegname-With-Mountain-View.h99946075.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99950000/99946100/99946065/fac4cbee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99950000/99946100/99946065/fde0af7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99950000/99946100/99946065/ed82dd6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99950000/99946100/99946065/c9e0e441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Reggioli- Appartamento Del Cestaio' with Mountain View, Shared Garden and Balcony

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Apartment-Reggioli-Appartamento-Del-Cestaio-With-Mountain-View.h99946065.Hotel-Information)

Gaiole in chianti

CA $567

CA $574 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Apartment-Reggioli-Appartamento-Del-Cestaio-With-Mountain-View.h99946065.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123950000/123943500/123943483/3e8cd2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123950000/123943500/123943483/58fb191d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123950000/123943500/123943483/a24880ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/124000000/123950000/123943500/123943483/4d629efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Poggio Ai Legni' with Mountain View, Wi-Fi and Air Conditioning

[](https://www.expedia.ca/Certaldo-Hotels-Apartment-Poggio-Ai-Legni-With-Mountain-View.h123943483.Hotel-Information)

Certaldo

CA $853

CA $859 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Certaldo-Hotels-Apartment-Poggio-Ai-Legni-With-Mountain-View.h123943483.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/92000000/91810000/91807500/91807467/673e83b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91810000/91807500/91807467/c30e0aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/92000000/91810000/91807500/91807467/c44f0c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91810000/91807500/91807467/5180775c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### I Girasoli San Gimignano Apartments

[](https://www.expedia.ca/San-Gimignano-Hotels-I-Girasoli-San-Gimignano-Apartments.h91807467.Hotel-Information)

San Gimignano

10/10

Exceptional

(2 reviews)

"My husband, parents and I had a wonderful time staying at this property. The host had a bottle of wine for us and the accommodations were very nice. There was a lovely pool to cool off after a day of venturing out. We enjoyed the landscape around us and the small community feel of the property."

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

Raquel G.

CA $120

CA $249 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/San-Gimignano-Hotels-I-Girasoli-San-Gimignano-Apartments.h91807467.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/2319e7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/bbb25b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, desk, blackout drapes](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/c46ea340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/32add44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ApartHotel Anghel

[](https://www.expedia.ca/Siena-Hotels-ApartHotel-Anghel.h6583628.Hotel-Information)

Siena

8.4/10

Very good

(335 reviews)

"Would recommend staying here and will hopefully be back!"

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

Lisa

[](https://www.expedia.ca/Siena-Hotels-ApartHotel-Anghel.h6583628.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/73000000/72280000/72279600/72279580/7e01a778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, travel crib, free WiFi](https://images.trvl-media.com/lodging/73000000/72280000/72279600/72279580/05ff5304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/73000000/72280000/72279600/72279580/447e1de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/73000000/72280000/72279600/72279580/9509d0ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Colle di Val d'Elsa - Siena - Apt Blue - C

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Apartment.h72279580.Hotel-Information)

Colle di Val d'Elsa

10/10

Exceptional

(2 reviews)

"Super clean and a comfortable bed. Everything essential for making meals at home was provided. The host was very attentive and available by text. Housekeeping did an excellent job!"

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

ALLAN

CA $116

CA $229 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Apartment.h72279580.Hotel-Information)

![City view](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/d2bbc5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/3b31bcbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Traditional Apartment, Courtyard View | Private kitchen](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/43ccc6e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![60-inch flat-screen TV with premium channels, Smart TV, Netflix](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/4ca7155f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Regis Condo

[](https://www.expedia.ca/Siena-Hotels-Regis-Condo.h34832291.Hotel-Information)

Siena City Centre

9.4/10

Exceptional

(68 reviews)

"Adequate basic clean room in a beautiful area."

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

Margaret

[](https://www.expedia.ca/Siena-Hotels-Regis-Condo.h34832291.Hotel-Information)

![Panoramic Apartment (2) | Terrace/patio](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/975fa997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/36cba6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/df81ebe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Apartment](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/4140baee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Vacanze Squarcialupi

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Casa-Vacanze-Squarcialupi.h42405254.Hotel-Information)

Castellina in Chianti

8.8/10

Excellent

(3 reviews)

"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "

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

Jeffrey

CA $153

CA $178 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Casa-Vacanze-Squarcialupi.h42405254.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/71000000/70450000/70443400/70443342/c3608ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70450000/70443400/70443342/b440c67a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, travel crib, free WiFi](https://images.trvl-media.com/lodging/71000000/70450000/70443400/70443342/035832fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/71000000/70450000/70443400/70443342/46fe0fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Colle di Val d'Elsa - Siena - Apt Pink - B

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Colle-Di-Val-DElsa-Siena-Apt-Pink-B.h70443342.Hotel-Information)

Colle di Val d'Elsa

10/10

Exceptional

(2 reviews)

"The host is excellent. Perfect English and Italian. Thoughtful and great communication. Parking instructions were accurate. The apartment was beautiful and the bed was comfortable. The apartment is walkable to dining and shopping. The street is steep and the nearby medievale hill town is steeper. While we loved walking up to the hill town everyday, we liked the variety of dining and shopping near the apartment."

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

Tamara C.

CA $106

CA $219 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Colle-Di-Val-DElsa-Siena-Apt-Pink-B.h70443342.Hotel-Information)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117370000/117362100/117362039/e03cfd43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/118000000/117370000/117362100/117362039/9633ce6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/118000000/117370000/117362100/117362039/3038bfc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/118000000/117370000/117362100/117362039/fa0a499c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Lovely Home" Cozy Bike Friendly Holiday Home with Wi Fi

[](https://www.expedia.ca/Buonconvento-Hotels-Vrbo-Property.h117362039.Hotel-Information)

Buonconvento

CA $135

CA $167 total

includes taxes & fees

Feb 14 - Feb 15

[](https://www.expedia.ca/Buonconvento-Hotels-Vrbo-Property.h117362039.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115480000/115478400/115478337/3e4fe9c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115480000/115478400/115478337/b74ba07e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/116000000/115480000/115478400/115478337/d270edb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115480000/115478400/115478337/1d3e09f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Matti - Margot' with Private Garden, Wi-Fi and Air Conditioning

[](https://www.expedia.ca/Poggibonsi-Hotels-Apartment-Matti-Margot-With-Private-Garden.h115478337.Hotel-Information)

Poggibonsi

10/10

Exceptional

(1 review)

"This was a modern, like-new apartment on the ground floor of a house. It seems there was a family - probably the owner of our unit - above us, but we never saw them or heard them. The house stood on a hill surrounded by vineyards. The view was awesome in every direction!"

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

Steven R.

CA $246

CA $253 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Poggibonsi-Hotels-Apartment-Matti-Margot-With-Private-Garden.h115478337.Hotel-Information)

![Family Apartment, 2 Bedrooms, Hill View, Tower | View from room](https://images.trvl-media.com/lodging/102000000/101940000/101930900/101930876/d8d59316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/102000000/101940000/101930900/101930876/bd8eeebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/102000000/101940000/101930900/101930876/2872b783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment, 2 Bedrooms, Non Smoking, Tower | Living area](https://images.trvl-media.com/lodging/102000000/101940000/101930900/101930876/24daf1d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Vacanze Le Fornaci

[](https://www.expedia.ca/Pergine-Valdarno-Hotels-Casa-Vacanze-Le-Fornaci.h101930876.Hotel-Information)

Pergine Valdarno

9.4/10

Exceptional

(3 reviews)

"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."

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

Gregory

CA $173

CA $195 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Pergine-Valdarno-Hotels-Casa-Vacanze-Le-Fornaci.h101930876.Hotel-Information)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/126000000/125630000/125624500/125624410/6b314f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, Vineyard View | Exterior detail](https://images.trvl-media.com/lodging/126000000/125630000/125624500/125624410/359783c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/126000000/125630000/125624500/125624410/2bf114ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, wheelchair access](https://images.trvl-media.com/lodging/126000000/125630000/125624500/125624410/7f0277f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LE BOTTI FIORENTINE

[](https://www.expedia.ca/Reggello-Hotels-LE-BOTTI-FIORENTINE.h125624410.Hotel-Information)

Reggello

CA $160

CA $191 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Reggello-Hotels-LE-BOTTI-FIORENTINE.h125624410.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105600000/105596900/105596886/47126adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105600000/105596900/105596886/58dab799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105600000/105596900/105596886/180c2189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105600000/105596900/105596886/212609eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ViaGiotto A welcoming and well-kept apartment in Tuscany,

[](https://www.expedia.ca/Certaldo-Hotels-New-And-Welcoming-Apartment-With-Exclusive-Courtyard-And-Public-Parcking.h105596886.Hotel-Information)

Certaldo

9.0/10

Wonderful

(2 reviews)

"This is truly a welcoming apartment in a small town easily accessible to other sites. Clean, up to date with many little thoughtful touches. Our hostess was very friendly and helpful. This is our fifth Vrbo in Italy and one of the best. "

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

Teresa S.

CA $138

CA $204 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Certaldo-Hotels-New-And-Welcoming-Apartment-With-Exclusive-Courtyard-And-Public-Parcking.h105596886.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106310000/106302300/106302208/d240a734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106310000/106302300/106302208/eb3ef55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106310000/106302300/106302208/7678b040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/107000000/106310000/106302300/106302208/c0e0ec9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ReginaSerena 2/4 people private park 

[](https://www.expedia.ca/Certaldo-Hotels-ReginaSerena-2-3people.h106302208.Hotel-Information)

Toscana

10/10

Exceptional

(1 review)

"La gentillesse du propriétaire et très aidantes. Le logis était très jolie et très propre. Merci à Debra à sa famille "

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

luc

CA $161

CA $244 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Certaldo-Hotels-ReginaSerena-2-3people.h106302208.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033481/c9197a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033481/c1b69eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033481/9f410eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033481/8bdff2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deluxe room Cartazucchero in the heart of Arezzo

[](https://www.expedia.ca/Arezzo-Hotels-Deluxe-Room-Cartazucchero-In-The-Heart-Of-Arezzo.h109033481.Hotel-Information)

Arezzo Centro Storico

10/10

Exceptional

(2 reviews)

"From all the places we stayed during our 13-day trip to Italy, this was by far our favorite. Fabio was incredibly communicative and friendly right from the start, sending us clear instructions on how to get there. He greeted us at the door with such warmth that it truly felt like we were staying with family. The room was spotless, beautifully decorated, and generously stocked with water, cookies, pastries, and other treats. It had the comfort and attention to detail of a hotel, yet the warmth of...

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

Hector

CA $97

CA $107 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Arezzo-Hotels-Deluxe-Room-Cartazucchero-In-The-Heart-Of-Arezzo.h109033481.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/112000000/111020000/111018900/111018857/c5db694a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111020000/111018900/111018857/a154ea9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111020000/111018900/111018857/8e8ca9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/112000000/111020000/111018900/111018857/0fdac45c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment with Terrace in the Heart of SIENA

[](https://www.expedia.ca/Siena-Hotels-Apartment-With-Terrace-In-The-Heart-Of-SIENA.h111018857.Hotel-Information)

San Prospero

10/10

Exceptional

(1 review)

"We selected Siena as our starting point for our hike on the via francigenia to Roma. This was a great property for us to acclimate to Italy. We had a bit of a walk to get down into the city but it was great to prep us for our long pilgrimage. We got see a Palio race and it was great time to be in Siena. The accommodations were spectacular. The weather was hot but the ceiling fans on high kept us cool at night and we slept well. Thanks for making our via francigenia starting point so wonderful. "

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

Monica O.

CA $113

CA $162 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Siena-Hotels-Apartment-With-Terrace-In-The-Heart-Of-SIENA.h111018857.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116780000/116780000/116779917/d14e70ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116780000/116780000/116779917/ccbe361a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/117000000/116780000/116780000/116779917/0e45cc98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116780000/116780000/116779917/54e64b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV

[](https://www.expedia.ca/Radda-In-Chianti-Hotels-Vrbo-Property.h116779917.Hotel-Information)

Toscana

10/10

Exceptional

(1 review)

"The apartment was perfect for what we needed. It was very clean and very comfortable. The beds were comfortable and the bathrooms were quite roomy and even had a place for your shampoo and soap in the shower. "

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

Wendy T.

CA $242

CA $467 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Radda-In-Chianti-Hotels-Vrbo-Property.h116779917.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/95000000/94940000/94933000/94932902/3ea29aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/95000000/94940000/94933000/94932902/6f006653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/95000000/94940000/94933000/94932902/f8b8a453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/95000000/94940000/94933000/94932902/6402201f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany! 

[](https://www.expedia.ca/San-Gimignano-Hotels-Welcome-Casa-San-Gimi-Your-Perfect-Base-For-Exploring-The-Wonders-Of-Tuscany.h94932902.Hotel-Information)

San Gimignano City Centre

9.8/10

Exceptional

(13 reviews)

"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "

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

William

CA $145

CA $329 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/San-Gimignano-Hotels-Welcome-Casa-San-Gimi-Your-Perfect-Base-For-Exploring-The-Wonders-Of-Tuscany.h94932902.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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Aparthotels

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Apartments

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Residences

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Condos

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Cottages

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Chalets

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## Top Gaiole in Chianti Hotel Reviews

![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg)

### Hotel Chiusarelli

10/10 Excellent

"Perfect location … great quality/value … nice staff"

[](https://expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information)

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

### Hotel Athena

10/10 Excellent

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

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

![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg)

### Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Room, bathroom and breakfast were wonderful. WiFi was not great. Lovely location and pretty property. "

[](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information)

![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg)

###  Palazzo Ravizza

10/10 Excellent

"Excellent location, very clear instructions to get into the city for those coming in by car, a warm welcome by the staff, a super comfy bed and a great breakfast, what more could we ask for! All in all a great stay at the Palazzo."

[](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information)

![Radisson Blu Hotel, Florence](https://images.trvl-media.com/lodging/1000000/20000/14500/14476/91a79091_y.jpg)

### Radisson Blu Hotel, Florence

10/10 Excellent

"Lovely brand new hotel couldn’t fault a thing - easy to get to from the main motorways arrived very late Friday early hours sat morning the chap on reception was super nice and very friendly . Swimming pool outside will be lovely in the summer to cold in January . Recommend this hotel ."

[](https://expedia.ca/Florence-Hotels-Conference-Florentia-Hotel.h14476.Hotel-Information)

![Villa Olmi Firenze](https://images.trvl-media.com/lodging/2000000/1450000/1441600/1441538/09965ee7_y.jpg)

### Villa Olmi Firenze

10/10 Excellent

"Very charming, clean and fresh"

[](https://expedia.ca/Bagno-A-Ripoli-Hotels-Villa-Olmi-Firenze.h1441538.Hotel-Information)

![Italiana Hotels Florence](https://images.trvl-media.com/lodging/1000000/10000/7700/7698/ab697e78_y.jpg)

### Italiana Hotels Florence

10/10 Excellent

"Clean room with nice staffs on site and at the restaurant "

[](https://expedia.ca/Florence-Hotels-Italiana-Hotels-Florence.h7698.Hotel-Information)

![La Certosa di Pontignano](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7_y.jpg)

### La Certosa di Pontignano

10/10 Excellent

"Remarkable historic monastery well maintained in an extraordinary location. Food: superb Tuscan cuisine."

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

![Hu Firenze Camping In Town](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/6194b9bd_y.jpg)

### Hu Firenze Camping In Town

10/10 Excellent

"What a fun way to stay! Glamping tent is very clean, roomy, and in like-new condition. Maybe a bit cold for winter, but has heating. The tent material makes vibrations on a windy night. Has supermarket within campus (good price!) but closes early at 8pm. Restaurant/bar is exceptional. Front desk staff very helpful and friendly. Bus route 14 to central Florence is immediately outside the gate, takes 30+ minutes, and is seldom on schedule. Otherwise, walk 10 minutes to nearby train station and take 10 minutes train to Florence station."

[](https://expedia.ca/Florence-Hotels-Firenze-Camping-In-Town.h18331768.Hotel-Information)

## Find out more about Gaiole in Chianti

## Gaiole in Chianti Apartments information

| Number of reviews | 421             |
| ----------------- | --------------- |
| Accommodation     | 3031 Apartments |
| Lowest Price      | CA $107         |
| Highest Price     | CA $574         |

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