Title: Chianti Region Guest Houses from CA $105 | 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 Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chianti Region guest houses ![In-room dining](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/4ef3aa51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views ](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/8edfd189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/4ad8ff58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/35053b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa di Palaia [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Casa-Di-Palaia.h96088992.Hotel-Information) Greve in Chianti 10/10 Exceptional (22 reviews) "Very well located in the heart if the Tuscany region." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eli CA $119 CA $137 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Casa-Di-Palaia.h96088992.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1480000/1470400/1470364/22ab09d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![27-inch flat-screen TV with digital channels, TV, heated floors](https://images.trvl-media.com/lodging/2000000/1480000/1470400/1470364/1924bb08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1480000/1470400/1470364/764eaa93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe](https://images.trvl-media.com/lodging/2000000/1480000/1470400/1470364/f966db69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dimora Casa Eugenia [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Dimora-Casa-Eugenia.h1470364.Hotel-Information) Loro Ciuffenna 9.2/10 Wonderful (32 reviews) "Beautiful boutique type stay. They are so welcoming and kind. Room was spacious, bed was comfortable. Breakfast was very tasty. Walked around the village and it was beautiful. Not one complaint, book your stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Dimora-Casa-Eugenia.h1470364.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/94000000/93500000/93494300/93494210/ccb6570b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/94000000/93500000/93494300/93494210/d8b306e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/94000000/93500000/93494300/93494210/3cfb4b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/94000000/93500000/93494300/93494210/3060142c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homelink Poggibonsi [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Homelink-Poggibonsi.h93494210.Hotel-Information) Barberino Tavarnelle 5.8/10 (12 reviews) "There was Ants in the room and property is in very bad condition " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Avinash [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Homelink-Poggibonsi.h93494210.Hotel-Information) ![Double Room](https://images.trvl-media.com/lodging/58000000/57380000/57372000/57371987/157b8249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | Bathroom](https://images.trvl-media.com/lodging/58000000/57380000/57372000/57371987/a2ed4f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room](https://images.trvl-media.com/lodging/58000000/57380000/57372000/57371987/ec058493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/58000000/57380000/57372000/57371987/c152e06c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Signoria '64 [](https://www.expedia.ca/Florence-Hotels-SIGNORIA-64.h57371987.Hotel-Information) Historic Centre of Florence 9.6/10 Exceptional (22 reviews) "I loved the location and the staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Silvia CA $233 CA $276 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Florence-Hotels-SIGNORIA-64.h57371987.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4580000/4578200/4578135/1c65f6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Private Bathroom (Duomo view) | View from room](https://images.trvl-media.com/lodging/5000000/4580000/4578200/4578135/0fe564c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/5000000/4580000/4578200/4578135/019a5aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Private Bathroom (Duomo view)](https://images.trvl-media.com/lodging/5000000/4580000/4578200/4578135/99a9d356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guest House Bel Duomo [](https://www.expedia.ca/Florence-Hotels-Guest-House-Bel-Duomo.h4578135.Hotel-Information) Historic Centre of Florence 8.6/10 Excellent (892 reviews) "Wonderful stay! Super close to the duomo. Very hospitable staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jasmine CA $78 CA $105 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Florence-Hotels-Guest-House-Bel-Duomo.h4578135.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/54000000/53430000/53421200/53421137/2c024f7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Swedish massages, massages](https://images.trvl-media.com/lodging/54000000/53430000/53421200/53421137/4e59bb81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Swedish massages, massages](https://images.trvl-media.com/lodging/54000000/53430000/53421200/53421137/75f52665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/54000000/53430000/53421200/53421137/05e48959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agri Resort & Spa Le Colline del Paradiso [](https://www.expedia.ca/Vaglia-Hotels-Agri-Resort-Le-Colline-Del-Paradiso.h53421137.Hotel-Information) Vaglia 9.8/10 Exceptional (8 reviews) "Lovely hotel in tranquil Tuscan setting. Clean room. Very nice restaurant. The best views. Would definitely recommend for a romantic trip away. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Rocco [](https://www.expedia.ca/Vaglia-Hotels-Agri-Resort-Le-Colline-Del-Paradiso.h53421137.Hotel-Information) ![Classic Double Room](https://images.trvl-media.com/lodging/34000000/33450000/33449100/33449097/95389140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room | Living area](https://images.trvl-media.com/lodging/34000000/33450000/33449100/33449097/35d7ccdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/34000000/33450000/33449100/33449097/3518c088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33450000/33449100/33449097/fcc97880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tuscany View, Montalcino [](https://www.expedia.ca/Montalcino-Hotels-Relais-Donna-Brunella.h33449097.Hotel-Information) Montalcino 8.6/10 Excellent (8 reviews) "Very nice place right in town convenient to everything" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonnie CA $189 CA $220 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Montalcino-Hotels-Relais-Donna-Brunella.h33449097.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42510000/42508700/42508635/a5554909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/43000000/42510000/42508700/42508635/9dc2d66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/43000000/42510000/42508700/42508635/ded757e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42510000/42508700/42508635/0bf0fb72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residenza d'Epoca Le Aquile [](https://www.expedia.ca/Siena-Hotels-Residenza-D-Epoca-Le-Aquile.h42508635.Hotel-Information) Siena City Centre 10/10 Exceptional (83 reviews) "Beautiful area, very walkable! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anita [](https://www.expedia.ca/Siena-Hotels-Residenza-D-Epoca-Le-Aquile.h42508635.Hotel-Information) ![Premium bedding, in-room safe, individually decorated, desk](https://images.trvl-media.com/lodging/70000000/69560000/69557500/69557466/d13c9eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/70000000/69560000/69557500/69557466/2d6ed7e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/70000000/69560000/69557500/69557466/8196efec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/70000000/69560000/69557500/69557466/08891111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residenza d'Epoca San Martino 29 [](https://www.expedia.ca/Siena-Hotels-Residenza-DEpoca-San-Martino-29.h69557466.Hotel-Information) Siena City Centre 9.8/10 Exceptional (30 reviews) "The host was very friendly and helpful. We had a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $146 CA $167 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Siena-Hotels-Residenza-DEpoca-San-Martino-29.h69557466.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/30000000/29110000/29107500/29107445/3cb8d59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room, Ensuite](https://images.trvl-media.com/lodging/30000000/29110000/29107500/29107445/4f1b1f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/29110000/29107500/29107445/e65b7b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/30000000/29110000/29107500/29107445/ac29b0ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B Le Aquile [](https://www.expedia.ca/Siena-Hotels-BB-Le-Aquile.h29107445.Hotel-Information) Siena City Centre 9.8/10 Exceptional (112 reviews) "Wonderful location, great hosts and easy walk to the Campo. Would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca CA $145 CA $167 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Siena-Hotels-BB-Le-Aquile.h29107445.Hotel-Information) ![Double Room (Il Nido)](https://images.trvl-media.com/lodging/45000000/44370000/44362900/44362863/faf06618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom (In Famiglia) | Living area](https://images.trvl-media.com/lodging/45000000/44370000/44362900/44362863/576e6e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom (In Famiglia) | Living area](https://images.trvl-media.com/lodging/45000000/44370000/44362900/44362863/9a443ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom (In Famiglia) | Bathroom](https://images.trvl-media.com/lodging/45000000/44370000/44362900/44362863/0d98bb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Sogno di Annalisa [](https://www.expedia.ca/Volterra-Hotels-Il-Sogno-Di-Annalisa.h44362863.Hotel-Information) Volterra 8.0/10 Very good (15 reviews) "Lovely property inside the city walls but away from the high traffic tourist areas. Well equipped with everything you need. Easy check in. We had a lovely visit in Volterra." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sylvia [](https://www.expedia.ca/Volterra-Hotels-Il-Sogno-Di-Annalisa.h44362863.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111570000/111564300/111564251/127200ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/112000000/111570000/111564300/111564251/f3e81e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, City View | View from room](https://images.trvl-media.com/lodging/112000000/111570000/111564300/111564251/ed75a55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, City View | Bathroom](https://images.trvl-media.com/lodging/112000000/111570000/111564300/111564251/45bad46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmiRooms Affittacamere [](https://www.expedia.ca/Siena-Hotels-AmiRooms-Affittacamere.h111564251.Hotel-Information) Siena City Centre 10/10 Exceptional (9 reviews) "Thanks to Amina, very welcoming. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) daniel [](https://www.expedia.ca/Siena-Hotels-AmiRooms-Affittacamere.h111564251.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5940000/5933000/5932999/b15d864a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/6000000/5940000/5933000/5932999/1fedbe74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5940000/5933000/5932999/2a487774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5940000/5933000/5932999/5b7aa01d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residenza d'Epoca Palazzo Buonaccorsi [](https://www.expedia.ca/San-Gimignano-Hotels-Residenza-DEpoca-Palazzo-Buonaccorsi.h5932999.Hotel-Information) San Gimignano City Centre 8.6/10 Excellent (174 reviews) "Great location inside the city walls. Historic building with a beautiful courtyard. Room was large, warm, and comfortable in Dec. Host was fantastic and helped us with parking recommendations for our trips to Sienna and Florence. Highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan CA $131 CA $152 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/San-Gimignano-Hotels-Residenza-DEpoca-Palazzo-Buonaccorsi.h5932999.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15640000/15636900/15636837/53a36e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/16000000/15640000/15636900/15636837/c9a65eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15640000/15636900/15636837/b7d5484a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/16000000/15640000/15636900/15636837/44287848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais La Corte Dei Cavalieri [](https://www.expedia.ca/Siena-Hotels-Relais-La-Corte-Dei-Cavalieri.h15636837.Hotel-Information) Siena City Centre 8.0/10 Very good (93 reviews) "Nice and easy checking friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose [](https://www.expedia.ca/Siena-Hotels-Relais-La-Corte-Dei-Cavalieri.h15636837.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124110000/124104000/124103993/fe9b7264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/125000000/124110000/124104000/124103993/ee76845b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room, Garden View](https://images.trvl-media.com/lodging/125000000/124110000/124104000/124103993/4e759eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/125000000/124110000/124104000/124103993/2864ed95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bed in Siena [](https://www.expedia.ca/Siena-Hotels-Bed-In-Siena.h124103993.Hotel-Information) Petriccio CA $66 CA $79 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Siena-Hotels-Bed-In-Siena.h124103993.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103050000/103044300/103044227/b443e722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Room](https://images.trvl-media.com/lodging/104000000/103050000/103044300/103044227/8144b48f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/104000000/103050000/103044300/103044227/b899e74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103050000/103044300/103044227/0a6b298f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blossoms of Siena [](https://www.expedia.ca/Siena-Hotels-Blossoms-Of-Siena.h103044227.Hotel-Information) Siena City Centre 9.4/10 Exceptional (32 reviews) "We really enjoyed our stay!! Everyone was accomodating and we loved Siena." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $212 CA $240 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Siena-Hotels-Blossoms-Of-Siena.h103044227.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105540000/105532500/105532486/eb6f28da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105540000/105532500/105532486/2f6181e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105540000/105532500/105532486/03854fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters, free minibar](https://images.trvl-media.com/lodging/106000000/105540000/105532500/105532486/33d12df1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fondaco del Moro [](https://www.expedia.ca/Civitella-In-Val-Di-Chiana-Hotels-Fondaco-Del-Moro.h105532486.Hotel-Information) Civitella in Val di Chiana 9.6/10 Exceptional (36 reviews) "Excellent breakfast, clean, quiet room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheily CA $105 CA $115 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Civitella-In-Val-Di-Chiana-Hotels-Fondaco-Del-Moro.h105532486.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/30000000/30000000/29996800/29996795/bb82af4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/30000000/30000000/29996800/29996795/dfcba05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/30000000/30000000/29996800/29996795/db38e523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/30000000/30000000/29996800/29996795/6fe2698d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Antico Borgo di Torri [](https://www.expedia.ca/Sovicille-Hotels-LAntico-Borgo-Di-Torri.h29996795.Hotel-Information) Sovicille 8.0/10 Very good (1 review) "Appartamento confortevole, Lorenzo oste disponibile e molto simpatico. Faceva molto caldo e l'aria condizionata sarebbe gradita. Borgo piccolo ma interessante, ottimo ristorante vicinissimo. Ci torneremo!" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Anonymous traveller [](https://www.expedia.ca/Sovicille-Hotels-LAntico-Borgo-Di-Torri.h29996795.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/10000000/9710000/9707400/9707306/9c5fd2cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9710000/9707400/9707306/cf2f141f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9710000/9707400/9707306/372ec673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9710000/9707400/9707306/5cc98d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Sargiano [](https://www.expedia.ca/Arezzo-Hotels-Villa-Sargiano.h9707306.Hotel-Information) Arezzo 8.8/10 Excellent (12 reviews) "If you love nature, that's the perfect place to enjoy and relax. The property has all the amenities for families with kids: - space inside and outside - pool (opened during the summer season) - Kitchen - TV - air condition and heating system working properly and even together if needed. This always keeps the temperature you want. The property owner is flexible during the check-in time, very friendly and wants to guarantee you have the best experience staying in his Villa. The welcome bottle of... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Giuseppe CA $161 CA $191 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Arezzo-Hotels-Villa-Sargiano.h9707306.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105600000/105593000/105592948/a0f7acff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105600000/105593000/105592948/cbea87f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105600000/105593000/105592948/c8f9e783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/106000000/105600000/105593000/105592948/db8c790c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SUGAR ROOMS Residenza d' Epoca [](https://www.expedia.ca/Arezzo-Hotels-SUGAR-ROOMS-Residenza-D-Epoca.h105592948.Hotel-Information) Arezzo Centro Storico 10/10 Exceptional (24 reviews) "Super nice staff and great room (unique and modern in a historic building) right on the main shopping street, yet quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carmen CA $277 CA $314 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Arezzo-Hotels-SUGAR-ROOMS-Residenza-D-Epoca.h105592948.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=2026-01-29&endDate=2026-01-30®ionId=603148&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](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-Guest-Houses.d603148-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChianti-Region-Guest-Houses.d603148-aaGuestHouses.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 niccolò & Spa](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/b8b0f4e2_y.jpg) ### Hotel Palazzo San niccolò & Spa 10/10 Excellent "One of the best hotels I’ve visited! " [](https://expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.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) ![Castello Vicchiomaggio](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/3167b59e_y.jpg) ### Castello Vicchiomaggio 10/10 Excellent "This beautiful property stole our hearts back in 2019, when my now-wife first visited this magical place. Six years later, we returned — this time to celebrate our wedding reception after tying the knot a few months earlier. From start to finish, everything was beyond wonderful. A special mention to Sandra, the amazing coordinator who made everything run so smoothly, and her fantastic team — Delfina and the lovely lady (whose name, unfortunately, I’ve forgotten) who graciously welcomed and ushered our guests upon arrival. Every detail was handled with care and professionalism. The food and Chianti wines during our celebration were absolutely exceptional — truly a highlight that everyone still talks about! The breakfast and dinner staff were attentive, kind, and ensured everything was perfect throughout our stay. Our rooms were clean, comfortable, and beautifully maintained, with housekeeping doing a fantastic job. We also had the privilege of meeting Mr. John Matta, the owner — such a gracious and inspiring man who leads an extraordinary team. All of our guests loved their stay, and we left with hearts full of joy and gratitude. We can’t wait to come back again — hopefully for our anniversary next time." [](https://expedia.ca/Greve-In-Chianti-Hotels-Castello-Vicchiomaggio.h7564854.Hotel-Information) ![Villa Castiglione](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b_y.jpg) ### Villa Castiglione 10/10 Excellent "Nice and cute place. Great price. " [](https://expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.Hotel-Information) ![COMO Castello Del Nero](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg) ### COMO Castello Del Nero 10/10 Excellent "Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). " [](https://expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![Il Borro - Relais & Châteaux](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/4a6bd899_y.jpg) ### Il Borro - Relais & Châteaux 10/10 Excellent "A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia" [](https://expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ## Find out more about Chianti Region ## Chianti Region Guest Houses information | Number of reviews | 1,576 | | ----------------- | -------------- | | Accommodation | 9 Guest Houses | | Lowest Price | CA $105 | | Highest Price | CA $314 | ## 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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