Title: Chianti Region Guest Houses from CA $78 | 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 Next weekend [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) In two weeks [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chianti Region guest houses ![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/c1317286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Studio Suite, 1 Bedroom, Hot Tub, Garden View](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/b9a4ef80.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) ![Porch](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/81f70485.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 (23 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 $125 CA $144 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Casa-Di-Palaia.h96088992.Hotel-Information) ![Chapel](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/65906688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/3ab5a8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 King Bed | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/3596e44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/1b566ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dievole Wine Resort [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Dievole-Wine-Resort.h1115409.Hotel-Information) Castelnuovo Berardenga 9.6/10 Exceptional (180 reviews) "The property was breath taking. Staff was amazing and accommodating. Wonderful experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gimbert CA $399 CA $452 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Dievole-Wine-Resort.h1115409.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) ![Deluxe](https://images.trvl-media.com/lodging/2000000/1480000/1470400/1470364/f966db69.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) ### 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) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16900000/16896000/16895969/eef7254c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 7:30 PM, sun loungers](https://images.trvl-media.com/lodging/17000000/16900000/16896000/16895969/35ffa062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16900000/16896000/16895969/f3aabc07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/17000000/16900000/16896000/16895969/f08f66c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Nuovo San Martino [](https://www.expedia.ca/Bucine-Hotels-Borgo-Nuovo-San-Martino.h16895969.Hotel-Information) Bucine 6.8/10 (10 reviews) "Definitely going back in the summer" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josimar [](https://www.expedia.ca/Bucine-Hotels-Borgo-Nuovo-San-Martino.h16895969.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) ![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) ![Property entrance](https://images.trvl-media.com/lodging/94000000/93500000/93494300/93494210/d8b306e8.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) ![Family Apartment | Private kitchen](https://images.trvl-media.com/lodging/123000000/122890000/122888900/122888837/0ce0369c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/123000000/122890000/122888900/122888837/82e57882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/123000000/122890000/122888900/122888837/7f39ea65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment | Private kitchen](https://images.trvl-media.com/lodging/123000000/122890000/122888900/122888837/f6f0e147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florence David's Guesthouse [](https://www.expedia.ca/Florence-Hotels-Florence-Davids-Guesthouse.h122888837.Hotel-Information) Historic Centre of Florence CA $143 CA $177 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Florence-Hotels-Florence-Davids-Guesthouse.h122888837.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/9000000/8980000/8978200/8978170/f164f6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/9000000/8980000/8978200/8978170/fea3de9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/9000000/8980000/8978200/8978170/74b15ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room](https://images.trvl-media.com/lodging/9000000/8980000/8978200/8978170/a39e85eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Soprarno Suites [](https://www.expedia.ca/Florence-Hotels-Soprarno-Suites.h8978170.Hotel-Information) Historic Centre of Florence 9.8/10 Exceptional (399 reviews) "Beautiful rooms in ideal location and staff was friendly and helpful" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Dara CA $222 CA $267 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Florence-Hotels-Soprarno-Suites.h8978170.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/43000000/42620000/42616700/42616632/3f6255f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42620000/42616700/42616632/52dd0b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/43000000/42620000/42616700/42616632/52d0a427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily continental breakfast (EUR 8 per person)](https://images.trvl-media.com/lodging/43000000/42620000/42616700/42616632/d407af0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Gelsomino Garden [](https://www.expedia.ca/Florence-Hotels-Gelsomino-Garden.h42616632.Hotel-Information) Oltrarno 8.8/10 Excellent (131 reviews) "Great clean hotel not far from central Florence. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $50 CA $78 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Florence-Hotels-Gelsomino-Garden.h42616632.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) ![Spa](https://images.trvl-media.com/lodging/34000000/33450000/33449100/33449097/3518c088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 1 Queen Bed, Non Smoking, Vineyard View](https://images.trvl-media.com/lodging/34000000/33450000/33449100/33449097/5b5a967f.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) ### 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 $199 CA $232 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Montalcino-Hotels-Relais-Donna-Brunella.h33449097.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103040000/103032500/103032408/014ac2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/104000000/103040000/103032500/103032408/9e8d274c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Hill View, Corner](https://images.trvl-media.com/lodging/104000000/103040000/103032500/103032408/286d2ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103040000/103032500/103032408/eb0fe476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poggio Paradiso Resort & Spa [](https://www.expedia.ca/Torrita-Di-Siena-Hotels-Poggio-Paradiso-Resort-Spa.h103032408.Hotel-Information) Torrita di Siena 10/10 Exceptional (14 reviews) "Excellent room and food. Great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Saurabh CA $318 CA $359 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Torrita-Di-Siena-Hotels-Poggio-Paradiso-Resort-Spa.h103032408.Hotel-Information) ![1 bedroom, premium bedding, memory foam beds, minibar](https://images.trvl-media.com/lodging/16000000/15370000/15366400/15366313/36d2b531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15370000/15366400/15366313/afdd58ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15370000/15366400/15366313/ea4b1925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/16000000/15370000/15366400/15366313/f2855894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Sant Andrea [](https://www.expedia.ca/Siena-Hotels-Villa-Sant-Andrea.h15366313.Hotel-Information) Siena 9.2/10 Wonderful (33 reviews) "Nice Tuscan Villa, only 10 minutes from city centre, easy parking and moving in and out of the city. The host are great, Cecilia and husband always available to help." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrian [](https://www.expedia.ca/Siena-Hotels-Villa-Sant-Andrea.h15366313.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/3000000/2310000/2306400/2306380/4058a4ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2310000/2306400/2306380/300f35ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2310000/2306400/2306380/abcea486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Queen Bed with Sofa bed, Terrace, Garden View](https://images.trvl-media.com/lodging/3000000/2310000/2306400/2306380/ae4ac16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Montarioso [](https://www.expedia.ca/Monteriggioni-Hotels-Villa-Montarioso.h2306380.Hotel-Information) Montarioso 8.6/10 Excellent (134 reviews) "Quiet location not far from Siena. Has free parking and free light breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aileen CA $114 CA $134 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Monteriggioni-Hotels-Villa-Montarioso.h2306380.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) ![Interior](https://images.trvl-media.com/lodging/43000000/42510000/42508700/42508635/0bf0fb72.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) ### 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) "Amazing location and extremely friendly people!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Radostina [](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) ![Deluxe Room](https://images.trvl-media.com/lodging/70000000/69560000/69557500/69557466/08891111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually decorated, desk](https://images.trvl-media.com/lodging/70000000/69560000/69557500/69557466/3a2149fd.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) ### Residenza d'Epoca San Martino 29 [](https://www.expedia.ca/Siena-Hotels-Residenza-DEpoca-San-Martino-29.h69557466.Hotel-Information) Siena City Centre 10/10 Exceptional (31 reviews) "Lovely clean rooms, modern with lovely historical touches. Proprietor was lovely and accommodating " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Evelyn CA $158 CA $180 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Siena-Hotels-Residenza-DEpoca-San-Martino-29.h69557466.Hotel-Information) ![Hallway](https://images.trvl-media.com/lodging/30000000/30000000/29996800/29996795/6fe2698d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/30000000/30000000/29996800/29996795/98e6aa9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/30000000/30000000/29996800/29996795/4edd51eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/30000000/30000000/29996800/29996795/1765b25d.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) ![Exterior](https://images.trvl-media.com/lodging/112000000/111570000/111564300/111564251/127200ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room | View from room](https://images.trvl-media.com/lodging/112000000/111570000/111564300/111564251/86260df9.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) ![Standard Room](https://images.trvl-media.com/lodging/112000000/111570000/111564300/111564251/f3e81e9b.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 (10 reviews) "Thanks to Amina, very welcoming. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) daniel CA $136 CA $157 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Siena-Hotels-AmiRooms-Affittacamere.h111564251.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) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103050000/103044300/103044227/0a6b298f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/104000000/103050000/103044300/103044227/0ec33eb4.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) ### Blossoms of Siena [](https://www.expedia.ca/Siena-Hotels-Blossoms-Of-Siena.h103044227.Hotel-Information) Siena City Centre 9.4/10 Exceptional (33 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 $239 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Siena-Hotels-Blossoms-Of-Siena.h103044227.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) ![Room amenity](https://images.trvl-media.com/lodging/30000000/29110000/29107500/29107445/c7730754.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 (115 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 [](https://www.expedia.ca/Siena-Hotels-BB-Le-Aquile.h29107445.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) ![Reception](https://images.trvl-media.com/lodging/16000000/15640000/15636900/15636837/75173796.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) ### Relais La Corte Dei Cavalieri [](https://www.expedia.ca/Siena-Hotels-Relais-La-Corte-Dei-Cavalieri.h15636837.Hotel-Information) Siena City Centre 8.2/10 Very good (95 reviews) "Nice and easy checking friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose CA $70 CA $84 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Siena-Hotels-Relais-La-Corte-Dei-Cavalieri.h15636837.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) ![Interior](https://images.trvl-media.com/lodging/6000000/5940000/5933000/5932999/5b7aa01d.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) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5940000/5933000/5932999/02783ce2.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 (175 reviews) "Lovely room, great hosts, convenient location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $128 CA $149 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/San-Gimignano-Hotels-Residenza-DEpoca-Palazzo-Buonaccorsi.h5932999.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=2026-03-16&endDate=2026-03-17®ionId=603148&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&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) ![](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 ![Salvadonica - Borgo del Chianti](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/56ce48bb_y.jpg) ### Salvadonica - Borgo del Chianti 10/10 Excellent "The staff were very helpful and the buffet breakfast was delicious! " [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.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 "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) ![hu Firenze Certosa camping in town](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/f6cba490_y.jpg) ### hu Firenze Certosa camping in town 10/10 Excellent "Fantastic! The staff was very helpfull, the rooms were impeacable (and warm) and the dinner at the restaurant was delicious. Better than an hotel in our opinion. Congrats! The only drawback as lack of EV charger... but they said it was coming.." [](https://expedia.ca/Impruneta-Hotels-Firenze-Certosa-Camping.h101503652.Hotel-Information) ![Villa Le Barone](https://images.trvl-media.com/lodging/3000000/2550000/2542300/2542211/2748a205_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/1000000/900000/891700/891661/994bfd62_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) ![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) ![Borgo Del Cabreo](https://images.trvl-media.com/lodging/18000000/17970000/17963800/17963776/6c72b535_y.jpg) ### Borgo Del Cabreo 10/10 Excellent "This was our second stay here. The service is excellent, staff are so friendly and the room was spotless with a stunning view at breakfast sitting outside. Nice little spread for breakfast. " [](https://expedia.ca/Greve-In-Chianti-Hotels-Borgo-Del-Cabreo.h17963776.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) ## Find out more about Chianti Region ## Chianti Region Guest Houses information | Number of reviews | 1,190 | | ----------------- | -------------- | | Accommodation | 9 Guest Houses | | Lowest Price | CA $78 | | Highest Price | CA $452 | ## 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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