Title: Chianti Region Apartment Rentals from CA $136 | 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) ![Typical Tuscany stone house with vineyard in the Chianti region and magical sunset,Tuscany,Italy,Europe; Shutterstock ID 230998399](https://images.trvl-media.com/place/603148/f55ed247-c704-412c-bed7-4bc776c30e02.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/603148/f55ed247-c704-412c-bed7-4bc776c30e02.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four 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) ## Our top choices for Chianti Region apartments ![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) ![Hallway](https://images.trvl-media.com/lodging/102000000/101940000/101930900/101930876/2872b783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment, 2 Bedrooms, 2 Bathrooms, Courtyard View | Living area](https://images.trvl-media.com/lodging/102000000/101940000/101930900/101930876/56c25777.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) ### Apartment in Pergine Valdarno [](https://www.expedia.ca/Pergine-Valdarno-Hotels-Casa-Vacanze-Le-Fornaci.h101930876.Hotel-Information) 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 $183 CA $206 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Pergine-Valdarno-Hotels-Casa-Vacanze-Le-Fornaci.h101930876.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/df81ebe9.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) ![Panoramic Apartment (3)](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/24770db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Castellina in Chianti [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Casa-Vacanze-Squarcialupi.h42405254.Hotel-Information) 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 $167 CA $193 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Casa-Vacanze-Squarcialupi.h42405254.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/111000000/110880000/110872300/110872226/1f917275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Studio, Valley View | Living area](https://images.trvl-media.com/lodging/111000000/110880000/110872300/110872226/59370526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110880000/110872300/110872226/ac32e408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/111000000/110880000/110872300/110872226/848fae17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Certaldo Alto [](https://www.expedia.ca/Certaldo-Hotels-Borgo-Antico-Residence.h110872226.Hotel-Information) 10/10 Exceptional (3 reviews) "Great place to relax take in the local culture and enjoy Tuscany." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jane CA $100 CA $156 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Certaldo-Hotels-Borgo-Antico-Residence.h110872226.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/117000000/116780000/116780000/116779917/b62a22f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Toscana [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Vrbo-Property.h116779917.Hotel-Information) 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 $243 CA $468 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Vrbo-Property.h116779917.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95210000/95207100/95207059/15d02f6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95210000/95207100/95207059/9a85ead4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95210000/95207100/95207059/29fd3bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/96000000/95210000/95207100/95207059/dc9953c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Le Case di Sciano [](https://www.expedia.ca/Certaldo-Hotels-La-Casa-Di-Sciano-Certaldo.h95207059.Hotel-Information) CA $204 CA $301 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Certaldo-Hotels-La-Casa-Di-Sciano-Certaldo.h95207059.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) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106310000/106302300/106302208/2c7c9467.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) ![Interior](https://images.trvl-media.com/lodging/107000000/106310000/106302300/106302208/eb3ef55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Toscana [](https://www.expedia.ca/Certaldo-Hotels-ReginaSerena-2-3people.h106302208.Hotel-Information) 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 $162 CA $245 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Certaldo-Hotels-ReginaSerena-2-3people.h106302208.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103030000/103026500/103026429/9d505f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103026500/103026429/843bb845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103030000/103026500/103026429/7233a643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103030000/103026500/103026429/643f98eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Colle di Val d'Elsa [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Apartment-La-Torre-Di-Canonica-Colle-Di-Val-DElsa-Siena-Via-Francigena.h103026429.Hotel-Information) 10/10 Exceptional (1 review) "Simply Amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rhett CA $164 CA $221 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Apartment-La-Torre-Di-Canonica-Colle-Di-Val-DElsa-Siena-Via-Francigena.h103026429.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) ![Interior](https://images.trvl-media.com/lodging/106000000/105600000/105596900/105596886/212609eb.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) ### Apartment in Certaldo [](https://www.expedia.ca/Certaldo-Hotels-New-And-Welcoming-Apartment-With-Exclusive-Courtyard-And-Public-Parcking.h105596886.Hotel-Information) 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 $139 CA $205 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Certaldo-Hotels-New-And-Welcoming-Apartment-With-Exclusive-Courtyard-And-Public-Parcking.h105596886.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39140000/39138700/39138677/b2996c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39140000/39138700/39138677/7983115c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39140000/39138700/39138677/9753ec4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/40000000/39140000/39138700/39138677/bdafe746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Montevarchi [](https://www.expedia.ca/Montevarchi-Hotels-Cennano-Suite-Enter-Apartment.h39138677.Hotel-Information) 10/10 Exceptional (3 reviews) "After and before the tourist rushes of Florence. I enjoyed a few very quiet and relaxing days in a beautiful and spacious place. " ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Judith T. CA $89 CA $183 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Montevarchi-Hotels-Cennano-Suite-Enter-Apartment.h39138677.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93470000/93465100/93465013/5bada928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93470000/93465100/93465013/bb27d815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/94000000/93470000/93465100/93465013/d0f1b9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93470000/93465100/93465013/d0209a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in San Giovanni Valdarno [](https://www.expedia.ca/San-Giovanni-Valdarno-Hotels-Appartamento-In-Stile-Contemporaneo-In-Centro-Storico.h93465013.Hotel-Information) 8.0/10 Very good (1 review) "The apartment is at the second floor of a town house close to the main square. It is nicely equipped and offers everything we needed. At the hot temperatures, climatization was a big relief when returning from our daily trips to Florence, Arezzo etc. which are all nereby. We can also strongly recommend a visit to Fattoria La Vialla in Castiglion Fibocchi. Anastasia was very helpful and also provided detailed information prior to our arrival. We enjoyed our stay and recommend Garibaldi 36... ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Jeanine G. CA $194 CA $224 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/San-Giovanni-Valdarno-Hotels-Appartamento-In-Stile-Contemporaneo-In-Centro-Storico.h93465013.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/94000000/93010000/93006500/93006437/w3000h1999x0y2-515ba844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/94000000/93010000/93006500/93006437/f97e226b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93010000/93006500/93006437/2c571745.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/94000000/93010000/93006500/93006437/80457792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Colle val d'Elsa [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Apartment-Casa-Masoni.h93006437.Hotel-Information) 9.8/10 Exceptional (9 reviews) "Very close from Siena, San Gimignano and Chianti and Colle Val d' Elsa alta a really nice village to visit. 15' walking from the house. Deanna is a perfect anfitriona helping with everything for your stay." ![Spain](https://a.travel-assets.com/egds/marks/flags/es.svg) Jorge S. CA $320 CA $422 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Apartment-Casa-Masoni.h93006437.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/96000000/95200000/95196700/95196640/00cdd219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/96000000/95200000/95196700/95196640/faf4a24b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95200000/95196700/95196640/e4deab55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/96000000/95200000/95196700/95196640/23eb896e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Bucine [](https://www.expedia.ca/Bucine-Hotels-Apartment-Casa-Biffoli.h95196640.Hotel-Information) CA $249 CA $303 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Bucine-Hotels-Apartment-Casa-Biffoli.h95196640.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27670000/27666400/27666360/6cff1888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/28000000/27670000/27666400/27666360/87a70f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27670000/27666400/27666360/953889d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27670000/27666400/27666360/43150800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Reggello FI [](https://www.expedia.ca/Reggello-Hotels-Tuscany-Countryside-Appartment-With-Pool.h27666360.Hotel-Information) 10/10 Exceptional (1 review) CA $130 CA $162 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Reggello-Hotels-Tuscany-Countryside-Appartment-With-Pool.h27666360.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) ![1 bedroom, in-room safe, travel crib, free WiFi](https://images.trvl-media.com/lodging/71000000/70450000/70443400/70443342/96e1e060.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) ### Apartment in Colle di Val d'Elsa [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Colle-Di-Val-DElsa-Siena-Apt-Pink-B.h70443342.Hotel-Information) 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 $220 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Colle-Di-Val-DElsa-Siena-Apt-Pink-B.h70443342.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) ![Dining](https://images.trvl-media.com/lodging/116000000/115480000/115478400/115478337/64ab499b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Poggibonsi [](https://www.expedia.ca/Poggibonsi-Hotels-Apartment-Matti-Margot-With-Private-Garden.h115478337.Hotel-Information) 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 $235 CA $241 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Poggibonsi-Hotels-Apartment-Matti-Margot-With-Private-Garden.h115478337.Hotel-Information) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121170000/121161900/121161890/44aa3b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121170000/121161900/121161890/5d2a2646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121170000/121161900/121161890/8a7ac447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121170000/121161900/121161890/228e36cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Poggibonsi [](https://www.expedia.ca/Poggibonsi-Hotels-Cristina-Tuscany-Holiday.h121161890.Hotel-Information) CA $171 CA $177 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Poggibonsi-Hotels-Cristina-Tuscany-Holiday.h121161890.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) ![Interior](https://images.trvl-media.com/lodging/73000000/72280000/72279600/72279580/9509d0ad.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/73000000/72280000/72279600/72279580/4aba6ade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Colle di Val d'Elsa [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Apartment.h72279580.Hotel-Information) 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 $117 CA $230 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Apartment.h72279580.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109450000/109447400/109447345/1657b5d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109450000/109447400/109447345/634b340a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109450000/109447400/109447345/cf792d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109450000/109447400/109447345/cb124092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Poggibonsi [](https://www.expedia.ca/Poggibonsi-Hotels-Vrbo-Property.h109447345.Hotel-Information) CA $115 CA $136 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Poggibonsi-Hotels-Vrbo-Property.h109447345.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67580000/67574900/67574832/d2d1c704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/68000000/67580000/67574900/67574832/cd820022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67580000/67574900/67574832/3f750956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library, stereo](https://images.trvl-media.com/lodging/68000000/67580000/67574900/67574832/fcb06743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in San Donato [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Old-Medieval-Apartment.h67574832.Hotel-Information) 9.8/10 Exceptional (7 reviews) "It was a cute and spacious apartment in an medieval looking building. The owner (Leonardo) was a very receptive and pleasant person." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ali CA $168 CA $203 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Old-Medieval-Apartment.h67574832.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/97000000/96370000/96366600/96366512/738dc5df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96370000/96366600/96366512/3a28138f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96370000/96366600/96366512/cacbac37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, bidet, towels, soap](https://images.trvl-media.com/lodging/97000000/96370000/96366600/96366512/7b137462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in San Giovanni Valdarno [](https://www.expedia.ca/San-Giovanni-Valdarno-Hotels-Zero-Point.h96366512.Hotel-Information) 8.0/10 Very good (3 reviews) "Sehr freundliche Vermieter, hat alles super funktioniert." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Familie K. CA $109 CA $237 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/San-Giovanni-Valdarno-Hotels-Zero-Point.h96366512.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-09&endDate=2026-02-10®ionId=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®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VILLA) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=APARTMENT) Residences [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=RESIDENCE) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CONDO) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CABIN) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChianti-Region-Apartments.d603148-aaApartments.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChianti-Region-Apartments.d603148-aaApartments.Travel-Guide-Accommodation) ## Top Chianti Region Hotel Reviews ![Villa Casagrande Resort & SPA](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/f41faf16_y.jpg) ### Villa Casagrande Resort & SPA 10/10 Excellent "Always beautiful when I stay here, staff are helpful and every room clean and tidy " [](https://expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) ![Hotel Palazzo San Lorenzo & SPA](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/1af45070_y.jpg) ### Hotel Palazzo San Lorenzo & SPA 10/10 Excellent "Livia was amazing and made me feel very welcomed. She has great customer service skills and showed me where places were on the map. The room and bathroom was spacious." [](https://expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) ![Castello di Fonterutoli Wine Resort](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a_y.jpg) ### Castello di Fonterutoli Wine Resort 10/10 Excellent "Very clean,staff was very kind and helpful. Looking forward to come back! 😊" [](https://expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![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) ![Agriturismo San Sano](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/f2375def_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) ![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) ![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) ## Find out more about Chianti Region ## Chianti Region Apartments information | Number of reviews | 32 | | ----------------- | -------------- | | Accommodation | 407 Apartments | | Lowest Price | CA $136 | | Highest Price | CA $468 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Badia Coltibuono Hotels ](https://www.expedia.ca/Badia-Coltibuono-Hotels.d553248635975857717.Travel-Guide-Hotels) - [Casole Hotels ](https://www.expedia.ca/Casole-Hotels.d3000429476.Travel-Guide-Hotels) - [B&B in Castellina in Chianti ](https://www.expedia.ca/Castellina-In-Chianti-Bed-And-Breakfast.d55534-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Luxury Hotels in Castellina in Chianti ](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Luxury-Hotel.0-0-d55534-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Castellina in Chianti ](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Wedding-Hotels.0-0-d55534-tWeddingHotels.Travel-Guide-Filter-Hotels) - 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