Title: Chianti Region Apartment Rentals from CA $157 | Expedia.ca [Chianti Region Travel Guide](https://expedia.ca/Chianti-Region.dx603148)[Hotels in Chianti Region](https://expedia.ca/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels)[Vacation Rentals in Chianti Region](https://expedia.ca/Chianti-Region-Vacation-Rentals.d603148.Travel-Guide-VacationRentals)[Flights to Chianti Region](https://expedia.ca/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights)[Things to do in Chianti Region](https://expedia.ca/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities)[Chianti Region Car Rentals](https://expedia.ca/Car-Rentals-In-Chianti-Region.d603148.Car-Rental-Guide)[Chianti Region Vacation Packages](https://expedia.ca/Chianti-Region.d603148.Destination-Travel-Guides) ![Chianti Region showing farmland](https://images.trvl-media.com/place/603148/a6b4be95-df3f-44a2-bf6d-bb1e6f500def.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/603148/a6b4be95-df3f-44a2-bf6d-bb1e6f500def.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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 three months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-06-05&endDate=2026-06-07&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) ![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) ![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 $164 CA $185 total includes taxes & fees Feb 14 - Feb 15 [](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) ![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) ![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](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 19 - Feb 20 [](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) ![Classic Studio, Valley View](https://images.trvl-media.com/lodging/111000000/110880000/110872300/110872226/14afd628.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) ### Borgo Antico Residence [](https://www.expedia.ca/Certaldo-Hotels-Borgo-Antico-Residence.h110872226.Hotel-Information) Certaldo Alto 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 $101 CA $157 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Certaldo-Hotels-Borgo-Antico-Residence.h110872226.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) ![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 $243 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Certaldo-Hotels-ReginaSerena-2-3people.h106302208.Hotel-Information) ![Free WiFi, wheelchair access](https://images.trvl-media.com/lodging/126000000/125630000/125624500/125624410/9e207ea5.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) ![Property grounds](https://images.trvl-media.com/lodging/126000000/125630000/125624500/125624410/6a704d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/126000000/125630000/125624500/125624410/6b0cbe0a.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 $156 CA $187 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Reggello-Hotels-LE-BOTTI-FIORENTINE.h125624410.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) ![Interior](https://images.trvl-media.com/lodging/96000000/95210000/95207100/95207059/016bb64d.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) ### La Casa di Sciano Certaldo [](https://www.expedia.ca/Certaldo-Hotels-La-Casa-Di-Sciano-Certaldo.h95207059.Hotel-Information) Le Case di Sciano CA $170 CA $267 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Certaldo-Hotels-La-Casa-Di-Sciano-Certaldo.h95207059.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/117000000/116780000/116780000/116779917/54e64b25.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) ![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) ### 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 $230 CA $453 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Vrbo-Property.h116779917.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) ![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103030000/103026500/103026429/3182c72a.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) ### Apartment La Torre di Canonica Colle di val d'Elsa - Siena Via Francigena [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Apartment-La-Torre-Di-Canonica-Colle-Di-Val-DElsa-Siena-Via-Francigena.h103026429.Hotel-Information) Colle di Val d'Elsa 10/10 Exceptional (1 review) "Simply Amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rhett CA $141 CA $197 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Apartment-La-Torre-Di-Canonica-Colle-Di-Val-DElsa-Siena-Via-Francigena.h103026429.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) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93470000/93465100/93465013/d0209a9c.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) ![Interior](https://images.trvl-media.com/lodging/94000000/93470000/93465100/93465013/bb27d815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appartamento in stile contemporaneo in centro storico [](https://www.expedia.ca/San-Giovanni-Valdarno-Hotels-Appartamento-In-Stile-Contemporaneo-In-Centro-Storico.h93465013.Hotel-Information) San Giovanni Valdarno 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 $193 CA $222 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/San-Giovanni-Valdarno-Hotels-Appartamento-In-Stile-Contemporaneo-In-Centro-Storico.h93465013.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 15 - Feb 16 [](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) ![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) ![Dining](https://images.trvl-media.com/lodging/40000000/39140000/39138700/39138677/a9eed855.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) ### Cennano Suite - enter apartment [](https://www.expedia.ca/Montevarchi-Hotels-Cennano-Suite-Enter-Apartment.h39138677.Hotel-Information) Montevarchi 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 $182 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Montevarchi-Hotels-Cennano-Suite-Enter-Apartment.h39138677.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) ![Interior](https://images.trvl-media.com/lodging/68000000/67580000/67574900/67574832/3f750956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67580000/67574900/67574832/3562c29b.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) ### Old medieval apartment [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Old-Medieval-Apartment.h67574832.Hotel-Information) San Donato 9.8/10 Exceptional (7 reviews) "Very welcoming host, lovely stone wall in the apartment and the beautiful bathroom." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen F. CA $167 CA $202 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Old-Medieval-Apartment.h67574832.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) ![Interior](https://images.trvl-media.com/lodging/28000000/27670000/27666400/27666360/953889d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27670000/27666400/27666360/3d6d10cb.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) ### Tuscany countryside appartment with pool [](https://www.expedia.ca/Reggello-Hotels-Tuscany-Countryside-Appartment-With-Pool.h27666360.Hotel-Information) Reggello FI 10/10 Exceptional (1 review) CA $129 CA $161 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Reggello-Hotels-Tuscany-Countryside-Appartment-With-Pool.h27666360.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) ![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) ![TV](https://images.trvl-media.com/lodging/94000000/93010000/93006500/93006437/f97e226b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/94000000/93010000/93006500/93006437/bdb1f75c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Masoni: design apartment with Wi-fi and air conditioning. [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Apartment-Casa-Masoni.h93006437.Hotel-Information) Colle val d'Elsa 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 $319 CA $420 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Apartment-Casa-Masoni.h93006437.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) ![Interior](https://images.trvl-media.com/lodging/122000000/121170000/121161900/121161890/228e36cc.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) ![Exterior](https://images.trvl-media.com/lodging/122000000/121170000/121161900/121161890/460582e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cristina Tuscany Holiday [](https://www.expedia.ca/Poggibonsi-Hotels-Cristina-Tuscany-Holiday.h121161890.Hotel-Information) Poggibonsi CA $170 CA $177 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Poggibonsi-Hotels-Cristina-Tuscany-Holiday.h121161890.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) ![Interior](https://images.trvl-media.com/lodging/116000000/115480000/115478400/115478337/1d3e09f1.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 '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 Mar 1 - Mar 2 [](https://www.expedia.ca/Poggibonsi-Hotels-Apartment-Matti-Margot-With-Private-Garden.h115478337.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/96000000/95200000/95196700/95196640/4e434cf4.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) ### Apartment 'Casa Biffoli' [](https://www.expedia.ca/Bucine-Hotels-Apartment-Casa-Biffoli.h95196640.Hotel-Information) Bucine CA $248 CA $302 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Bucine-Hotels-Apartment-Casa-Biffoli.h95196640.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) ![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) ### 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 19 - Feb 20 [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Colle-Di-Val-DElsa-Siena-Apt-Pink-B.h70443342.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113340000/113333800/113333718/4c091a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113340000/113333800/113333718/52be731c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113340000/113333800/113333718/e9376e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113340000/113333800/113333718/f6840e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vale's House [](https://www.expedia.ca/Certaldo-Hotels-Vrbo-Property.h113333718.Hotel-Information) Certaldo CA $129 CA $195 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Certaldo-Hotels-Vrbo-Property.h113333718.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/72000000/71650000/71640200/71640110/26f23d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71650000/71640200/71640110/2e9c1311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71650000/71640200/71640110/3aa0d053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71650000/71640200/71640110/bbc22256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely and typical farmhouse in the heart of Chianti [](https://www.expedia.ca/Monteriggioni-Hotels-Vrbo-Property.h71640110.Hotel-Information) Monteriggioni, Siena, Toskana 10/10 Exceptional (2 reviews) "I was concerned when I first booked this spot because it was a little removed from Siena or Florence. It was the BEST decision I made on our journey through Italy. The family was amazing! The weee extremely pleasant and helpful. They gave us great ideas on where to eat, cities to visit and excursions to do. Ettore set us up with reservations at a local restaurant that was amazing! It was a true Tuscan local experience. He also recommended seeing specifics parts of Siena and other local cities... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris H. CA $245 CA $371 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Monteriggioni-Hotels-Vrbo-Property.h71640110.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=2026-02-27&endDate=2026-02-28®ionId=603148&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_603148) ## 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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=VILLA) 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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=RESIDENCE) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=APART_HOTEL) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&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 ![Hotel Palazzo San Lorenzo & SPA](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/1af45070_y.jpg) ### Hotel Palazzo San Lorenzo & SPA 10/10 Excellent "Very good place, clean, good service, great food, the rooms were amazing." [](https://expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) ![Villa Le Barone](https://images.trvl-media.com/lodging/3000000/2550000/2542300/2542211/bd706898_y.jpg) ### Villa Le Barone 10/10 Excellent "Great experience!!!" [](https://expedia.ca/Greve-In-Chianti-Hotels-Villa-Le-Barone.h2542211.Hotel-Information) ![Villa Casagrande Resort & SPA](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/f41faf16_y.jpg) ### Villa Casagrande Resort & SPA 10/10 Excellent "Always beautiful when I stay here, staff are helpful and every room clean and tidy " [](https://expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) ![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) ![Il Borro - Relais & Châteaux](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/4a6bd899_y.jpg) ### Il Borro - Relais & Châteaux 10/10 Excellent "A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia" [](https://expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ## Find out more about Chianti Region ## Chianti Region Apartments information | Number of reviews | 29 | | ----------------- | -------------- | | Accommodation | 343 Apartments | | Lowest Price | CA $157 | | Highest Price | CA $453 | ## 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) - 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