Title: Chianti Region Guest Houses from CA $82 | 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) # Search Guest Houses in Chianti Region from CA $82 - ![](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 [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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) ## Browse Select Chianti Region Guest Houses ![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/e4040fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/1b3e0ef4.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/bf1b9609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa di Palaia Greve in Chianti 10/10 Exceptional (22) "Very well located in the heart if the Tuscany region." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eli CA $120 CA $138 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Casa-Di-Palaia.h96088992.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1480000/1470400/1470364/f9a1ff5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe](https://images.trvl-media.com/lodging/2000000/1480000/1470400/1470364/717186ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double or Twin Room](https://images.trvl-media.com/lodging/2000000/1480000/1470400/1470364/e4505d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Dimora Casa Eugenia Loro Ciuffenna 9.2/10 Wonderful (32) "Nice hotel, beautiful large room. Nice view over the river. " ![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg) Hilde Stendal [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Dimora-Casa-Eugenia.h1470364.Hotel-Information) ![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) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/f93869a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/966757e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 King Bed | Living room](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/f6dc2628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dievole Wine Resort Castelnuovo Berardenga 9.6/10 Exceptional (179) "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 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Dievole-Wine-Resort.h1115409.Hotel-Information) ![Outdoor pool, open 8:00 AM to 7:30 PM, sun loungers](https://images.trvl-media.com/lodging/17000000/16900000/16896000/16895969/5da77186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/17000000/16900000/16896000/16895969/3184e85d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/17000000/16900000/16896000/16895969/ee78aa57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16900000/16896000/16895969/5f44afec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Nuovo San Martino Bucine 6.8/10 (10) "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) ![Interior entrance](https://images.trvl-media.com/lodging/94000000/93500000/93494300/93494210/3060142c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room | Bathroom](https://images.trvl-media.com/lodging/94000000/93500000/93494300/93494210/f3a91ac9.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) ![Garden](https://images.trvl-media.com/lodging/94000000/93500000/93494300/93494210/ccb6570b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homelink Poggibonsi Barberino Tavarnelle 6.0/10 (11) "We didn't get the e-mail with the codes to the doors. The wifi doesn't connect to the internet. Our room wasn't cleaned during our stay. The place lokks abandoned from the inside. The room wasclean when we arrived. The inside of the place looks nice. " ![Denmark](https://a.travel-assets.com/egds/marks/flags/dk.svg) Kaya [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Homelink-Poggibonsi.h93494210.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) ![Garden](https://images.trvl-media.com/lodging/3000000/2310000/2306400/2306380/c8ea4e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2310000/2306400/2306380/6351228b.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) ### Villa Montarioso Montarioso 8.6/10 Excellent (134) "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 $126 CA $145 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Monteriggioni-Hotels-Villa-Montarioso.h2306380.Hotel-Information) ![Desk, soundproofing, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/9000000/8980000/8978200/8978170/ca5030d1.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) ![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) ![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 Historic Centre of Florence 9.8/10 Exceptional (390) "The location is awesome. Very close to the main attractions in Florence. Lovely staff and a very traditional building and feel to the hotel." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Joanna CA $265 CA $315 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Florence-Hotels-Soprarno-Suites.h8978170.Hotel-Information) ![Comfort Double Room | Terrace/patio](https://images.trvl-media.com/lodging/43000000/42620000/42616700/42616632/54e10908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room](https://images.trvl-media.com/lodging/43000000/42620000/42616700/42616632/b81efe1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/43000000/42620000/42616700/42616632/4d07cae8.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) ### Villa Gelsomino Garden Oltrarno 9.0/10 Wonderful (128) "Great clean hotel not far from central Florence. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $54 CA $82 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Florence-Hotels-Gelsomino-Garden.h42616632.Hotel-Information) ![Classic Double Room | Living area](https://images.trvl-media.com/lodging/34000000/33450000/33449100/33449097/28670b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room | Living area](https://images.trvl-media.com/lodging/34000000/33450000/33449100/33449097/1f7f6e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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 Montalcino 8.6/10 Excellent (8) "Very nice place right in town convenient to everything" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonnie CA $134 CA $161 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Montalcino-Hotels-Relais-Donna-Brunella.h33449097.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/16000000/15370000/15366400/15366313/afdd58ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15370000/15366400/15366313/b1f3746e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double or Twin Room](https://images.trvl-media.com/lodging/16000000/15370000/15366400/15366313/e8c659d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Villa Sant Andrea Siena 9.2/10 Wonderful (33) "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) ![Lobby sitting area](https://images.trvl-media.com/lodging/104000000/103040000/103032500/103032408/04de6415.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) ![Front of property](https://images.trvl-media.com/lodging/104000000/103040000/103032500/103032408/e0101054.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 Torrita di Siena 10/10 Exceptional (12) "Truly great hospitality, where no request was too much. Service was exemplary, with little touches that made us feel special. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Anonymous traveller CA $301 CA $339 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Torrita-Di-Siena-Hotels-Poggio-Paradiso-Resort-Spa.h103032408.Hotel-Information) ![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) ![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) ![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 Siena City Centre 9.8/10 Exceptional (111) "Staff was exceptionally helpful prior to arriving at property and offering suggestions for transportation to surrounding activities. Location was well situated to highlights and attractions. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lydia [](https://www.expedia.ca/Siena-Hotels-BB-Le-Aquile.h29107445.Hotel-Information) ![Luxury Double or Twin Room](https://images.trvl-media.com/lodging/43000000/42510000/42508700/42508635/a3b5cd1a.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 Siena City Centre 10/10 Exceptional (83) "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) ![Deluxe Room](https://images.trvl-media.com/lodging/70000000/69560000/69557500/69557466/613f67f0.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) ![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 Siena City Centre 9.8/10 Exceptional (30) "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 $151 CA $173 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Siena-Hotels-Residenza-DEpoca-San-Martino-29.h69557466.Hotel-Information) ![Hallway](https://images.trvl-media.com/lodging/104000000/103050000/103044300/103044227/9c0e752b.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) ![Reception](https://images.trvl-media.com/lodging/104000000/103050000/103044300/103044227/58e76e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blossoms of Siena Siena City Centre 9.4/10 Exceptional (31) "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 $214 CA $242 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Siena-Hotels-Blossoms-Of-Siena.h103044227.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/16000000/15640000/15636900/15636837/7eb33b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15640000/15636900/15636837/53a36e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais La Corte Dei Cavalieri Siena City Centre 8.0/10 Very good (86) "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) ![Courtyard](https://images.trvl-media.com/lodging/30000000/30000000/29996800/29996795/db38e523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/30000000/29996800/29996795/448d5df5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/30000000/29996800/29996795/82b48747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room (Private external bathroom)](https://images.trvl-media.com/lodging/30000000/30000000/29996800/29996795/bc1bd579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Antico Borgo di Torri Sovicille 8.0/10 Very good (1) "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 CA $101 CA $137 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Sovicille-Hotels-LAntico-Borgo-Di-Torri.h29996795.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/6000000/5940000/5933000/5932999/71d708e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![10 bedrooms, Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/6000000/5940000/5933000/5932999/59483e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5940000/5933000/5932999/116c81c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5940000/5933000/5932999/e56c169c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residenza d'Epoca Palazzo Buonaccorsi San Gimignano City Centre 8.6/10 Excellent (170) "Exceptional building and excellent staff " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mariana CA $118 CA $138 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/San-Gimignano-Hotels-Residenza-DEpoca-Palazzo-Buonaccorsi.h5932999.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/45000000/44370000/44362900/44362863/9a443ea3.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) ![Apartment, 1 Bedroom (In Famiglia) | Private kitchen](https://images.trvl-media.com/lodging/45000000/44370000/44362900/44362863/baac5182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Sogno di Annalisa Volterra 8.0/10 Very good (15) "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) ![Single Room, 1 Single Bed, Private Bathroom, City View | View from room](https://images.trvl-media.com/lodging/24000000/23070000/23063500/23063422/6b57812f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Private Bathroom, City View | Bathroom](https://images.trvl-media.com/lodging/24000000/23070000/23063500/23063422/6a93c509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/24000000/23070000/23063500/23063422/9395e2d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room, Private Bathroom, City View | Exterior](https://images.trvl-media.com/lodging/24000000/23070000/23063500/23063422/fe6f317e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B San Francesco Cortona Old Town 8.8/10 Excellent (55) "The B&B is charming, the location is perfect, and Beatrice and the staff are so nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria [](https://www.expedia.ca/Cortona-Hotels-BB-San-Francesco.h23063422.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=2025-12-11&endDate=2025-12-12®ionId=603148&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_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 ![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 "Amazing experience! The staff were very knowledgeable and helpful in setting up our dinner and wine tour. Room had a beautiful view. This was the best part of our journey through Italy. Keep up the great work! A+ " [](https://expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.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) ![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 "Beautiful hotel and spa. Excellent amenities and modern luxuries. " [](https://expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) ![Villa I Barronci Resort & Spa](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd_y.jpg) ### Villa I Barronci Resort & Spa 10/10 Excellent "Stayed here as part of our honeymoon. Staff were super helpful with reservations and recommendations. The view is beautiful and the rooms are cozy. The breakfast was delicious as well." [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.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 staff at the front desk was amazing. When we arrived he greeted us with such a warm smile and welcomed us to the hotel. He absolutely made the hotel experience much better. " [](https://expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.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) ![Hotel Toscana Ambassador](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg) ### Hotel Toscana Ambassador 10/10 Excellent "Excellent emplacement pour explorer la région. Facile de se trouver un stationnement gratuit en face de l'hôtel. Chambre propre, mais relativement sans charme, plutôt impersonnelle côté déco, mais tout ce dont on a besoin y est toutefois, donc je recommande si vous cherchez qqchose d'efficace, abordable et fonctionnel. Le déjeuner buffet est très bon!" [](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 | 1,513 | | --- | --- | | Accommodation | 8 Guest Houses | | Lowest Price | CA $82 | | Highest Price | CA $339 | ## 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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[Flights from Gaiole in Chianti](https://www.expedia.ca/lp/flights/603149/flights-from-gaiole-in-chianti) - [Buondonno Winery](https://www.expedia.ca/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Vacation-Attraction) - [Casa Vinicola Luigi Cecchi](https://www.expedia.ca/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.Vacation-Attraction) - [Visit Castelnuovo dei Sabbioni](https://www.expedia.ca/Castelnuovo-Dei-Sabbioni.dx602580) - [Church of San Sigismondo](https://www.expedia.ca/Church-Of-San-Sigismondo-Gaiole-in-Chianti.d6238140.Vacation-Attraction) - [Visit Gaiole in Chianti](https://www.expedia.ca/Gaiole-In-Chianti.dx603149) - [Visit Greve in Chianti](https://www.expedia.ca/Greve-In-Chianti.dx601773) - [Visit Meleto](https://www.expedia.ca/Meleto.dx6292517) - [Visit Montefioralle](https://www.expedia.ca/Montefioralle.dx3000404943) - [Visit Panzano in Chianti](https://www.expedia.ca/Panzano-In-Chianti.dx602564) - [Visit Ponte Agli Stolli](https://www.expedia.ca/Ponte-Agli-Stolli.dx6342228) - [Visit Radda in Chianti](https://www.expedia.ca/Radda-In-Chianti.dx601693) - [Visit San Donato in Poggio](https://www.expedia.ca/San-Donato-In-Poggio.dx6292835) - [Visit Sicelle](https://www.expedia.ca/Sicelle.dx6343024) - [Visit Vertine](https://www.expedia.ca/Vertine.dx632712480144572416) - [Car rental Castellina in Chianti](https://www.expedia.ca/Car-Rentals-In-Castellina-In-Chianti.d55534.Car-Rental-Guide) - [Car rental Greve in Chianti](https://www.expedia.ca/Car-Rentals-In-Greve-In-Chianti.d601773.Car-Rental-Guide) - [Car rental Panzano in Chianti](https://www.expedia.ca/Car-Rentals-In-Panzano-In-Chianti.d602564.Car-Rental-Guide) - [Car rental Radda in Chianti](https://www.expedia.ca/Car-Rentals-In-Radda-In-Chianti.d601693.Car-Rental-Guide) - [Things to do in Fonterutoli](https://www.expedia.ca/Things-To-Do-In-Fonterutoli.d6342141.Travel-Guide-Activities) - [Things to do in Gaiole in Chianti](https://www.expedia.ca/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities) - [Things to do in Greve in Chianti](https://www.expedia.ca/Things-To-Do-In-Greve-In-Chianti.d601773.Travel-Guide-Activities) - [Things to do in Lecchi in Chianti](https://www.expedia.ca/Things-To-Do-In-Lecchi-In-Chianti.d553248635974650979.Travel-Guide-Activities) - [Things to do in Panzano in Chianti](https://www.expedia.ca/Things-To-Do-In-Panzano-In-Chianti.d602564.Travel-Guide-Activities) - [Book Guest Houses in Chianti Region on Expedia.it](https://www.expedia.it/Regione-Del-Chianti-Guest-House.d603148-aaGuestHouse.Guida-Viaggi-Alloggi)