Title: Chianti Region Villas | 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://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157505-Chianti-Region.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chianti Region Villa Rentals ![](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 [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chianti Region Villas ![Exterior](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/55c68f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/29c05483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/d02d90eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/44c581bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Il Signorino GREVE IN CHIANTI 10/10 Exceptional (2) "Nice place 👌 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Avi A. CA $497 CA $702 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Vrbo-Property.h105595286.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/fb472dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/a8a01909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/7aa5fd6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/b0d35dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa con Piscina, Sauna, Jacuzzi Toscana 6.0/10 (2) "Beautiful property, highly recommended. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Magdalena CA $450 CA $970 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Villa-Con-Piscina.h70364390.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/6112d62c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/23903394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/afb73a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/28509faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28 Gaiole in Chianti CA $9,670 CA $10,482 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-CHIANTIGAIO-Fourteen-Bedroom-Villa.h33066451.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h830x2y0-085ca741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h857x2y0-a94584e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h835x2y0-8d015ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h863x2y0-ddee714e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~ Impruneta 10/10 Exceptional (3) "Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lidija M. CA $486 CA $646 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Impruneta-Hotels-Vrbo-Property.h108275238.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/f2af4ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/34f96c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/aefeb852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/61b3ffc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi Gaiole in Chianti 10/10 Exceptional (7) "Country location but easy access to a great local winery/restaurant and the town of Gaiole." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) russ h. CA $999 CA $1,038 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Villa-Erbolino-With-Private-Garden.h83207211.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/1e6c21a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/dd7d2145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/6703c11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/419c09ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Milani with Shared Pool, Private Terrace & Wi-Fi Montespertoli 10/10 Exceptional (1) "The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott M. CA $2,141 CA $2,144 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Montespertoli-Hotels-Villa-Milani-With-Shared-Pool.h78165677.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/5d1ad91c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/513cbcf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/03ae69bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/c44dc7fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'La Petrosa' with Private Pool, Private Garden and Balcony Radda in Chianti 10/10 Exceptional (1) "Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania." ![Poland](https://a.travel-assets.com/egds/marks/flags/pl.svg) Anonymous traveller CA $1,823 CA $2,861 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Villa-La-Petrosa-With-Private-Pool.h99430681.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/a34e800d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, DVD player](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/361cf923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/73cc2cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, sun loungers](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/65e72921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa with concierge service & heated pool at 20 minute from Florence center impruneta 10/10 Exceptional (105) "One of the best hosts and most special homes I’ve ever stayed in. There was this feeling like everything you’ve been dreaming about while planning a trip- it’s all here. Cozy, peaceful, thoughtful in every detail. What really stayed with me though was how kind and supportive the host was the entire time. That kind of care isn’t common, and it honestly made a big difference. Just grateful." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Andrew B. CA $1,900 CA $2,178 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Impruneta-Hotels-Tailored-To-YouVilla-Wheated-Pool-And-Concierge-Only-8-Mile-To-Florence-Center.h33956712.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/w2189h1640x4y5-0fbf58c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/e3cae5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/9937dca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/87c073f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!! Montespertoli 10/10 Exceptional (12) "Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elise D. CA $2,031 CA $2,327 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Montespertoli-Hotels-Luxury.h32584249.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/c9dc3be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/1f150e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/824f3d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/4214b7a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Tuscan home between Florence & Siena Florence 10/10 Exceptional (6) "From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra P. CA $1,839 CA $2,843 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Beautiful-Tuscan-Home-Between-Florence-Siena.h86496746.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/113000000/112080000/112078800/112078745/c7d590be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112080000/112078800/112078745/608550a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/113000000/112080000/112078800/112078745/ea41bd7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, dishwasher](https://images.trvl-media.com/lodging/113000000/112080000/112078800/112078745/02b896e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA SOLATA - Nine Bedroom Villa, Sleeps 20 Siena CA $2,901 CA $2,901 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Bucine-Hotels-VILLA-SOLATA-Nine-Bedroom-Villa.h112078745.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/115000000/114250000/114245500/114245407/f1f06d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114250000/114245500/114245407/9081825d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114250000/114245500/114245407/76f44bf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/115000000/114250000/114245500/114245407/c3bcd9af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC Radda in Chianti 8.0/10 Very good (1) "We spent a great family time at Adme’s house.The house has everything. Was very clean and well maintained . Will highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ana r. CA $1,053 CA $2,106 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-4-Bedroom-Stonehouse-With-Stunning-Pool-In-The-Chianti-Countryside-With-WiFi.h114245407.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38940000/38933500/38933407/9a0e774c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/39000000/38940000/38933500/38933407/2334aa6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/39000000/38940000/38933500/38933407/a8ce4412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/39000000/38940000/38933500/38933407/179eb8b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Gabriella Chianti Toscana Città Metropolitana di Firenze 6.0/10 (1) "le gestionnaire ne répond que très peu a nos courriels. C’est une superbe résidence qui manque malheureusement d’entretien. Des fourmis a l’entrée aux toiles d’araignées, mais surtout une forte odeur de moisissure qui embaume le 2eme étage au complet et même les draps et les matelas. Dans la cuisine: une forte odeur de créosote est présente dès que l’on ferme la porte. Le four au gas ne fonctionne pas. Le plafond coule. La piscine est superbe mais tous les coussins du mobilier extérieur sont... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Gilles C. CA $450 CA $970 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Villa-Gabriella-Chianti-Toscana.h38933407.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/60af890d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/5448a085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/b543a4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/f89f6ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning Rignano sull'Arno 7.0/10 Good (2) "We arrived after dark, tired from long overnight flight. We had no water pressure upstairs and no hot water anywhere. This was corrected the next day. One on-suite toilette would not flush properly and leaked at the grinder motor. A "tech" was called in. He informed us that he could not fix it, they would need to call someone else. When we continued to report the issue to the host, she informed us that the "tech" said it was working OK. The "tech" informed us that it was not but he could not fix... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Norman C. CA $2,537 CA $3,435 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Rignano-SullArno-Hotels-Villa-Il-Frassine-With-Private-Pool.h99787239.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/115000000/114510000/114506600/114506575/5657bedf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114510000/114506600/114506575/0fda685b.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/115000000/114510000/114506600/114506575/a5994ef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114510000/114506600/114506575/24bd1fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning Tavarnelle Val di Pesa CA $2,081 CA $2,517 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Villa-Virgilio-Colline-Del-Chianti-With-Mountain-View.h114506575.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/47000000/46380000/46375200/46375179/b87feaa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/47000000/46380000/46375200/46375179/b063172d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/47000000/46380000/46375200/46375179/45952c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/47000000/46380000/46375200/46375179/f950f464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wedding Villa in Chianti - Villa la Veronica Greve in chianti CA $2,730 CA $3,119 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Wedding-Villa-In-Chianti-Villa-La-Veronica.h46375179.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74980000/74971800/74971743/a2b0192b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74980000/74971800/74971743/4686944a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74980000/74971800/74971743/d541d63f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74980000/74971800/74971743/560aad70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Vanna - Certaldo' with Garden & Wi-Fi Certaldo - Firenze 2.0/10 (1) "House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly C. CA $749 CA $947 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Certaldo-Hotels-Villa-Vanna-Certaldo-With-Garden-Wi-Fi.h74971743.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34920000/34916000/34915964/93422cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/35000000/34920000/34916000/34915964/a451fc9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/35000000/34920000/34916000/34915964/a1fc17b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34920000/34916000/34915964/842a0345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mulino Cintoia Chianti Toscana pool, sauna and Jacuzzi experience Città Metropolitana di Firenze 2.0/10 (2) CA $450 CA $713 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Mulino-Cintoia-Chianti-Toscana-Pool.h34915964.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/8208f9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/100f6cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e80eba77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e04fd69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artisti del Cavallo Tourism Foiano della Chiana 8.4/10 Very good (24) "Ottimo agriturismo silenzioso con persone molto gentilissime " ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) GIANCARLO CA $100 CA $114 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/6a82a5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/f6eed317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/8099b959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/cc976759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Poggio dell'Eremita Sinalunga 10/10 Exceptional (57) "Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vivian K. CA $192 CA $224 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.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=2025-11-07&endDate=2025-11-08®ionId=603148&adults=2&lodging=VILLA&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-Villas.d603148-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChianti-Region-Villas.d603148-aaVillas.Travel-Guide-Accommodation) ## Top Chianti Region Hotel Reviews ![Hotel Toscana Ambassador](//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) ![Hotel Certaldo](//images.trvl-media.com/lodging/2000000/1680000/1675500/1675499/0f881b23_y.jpg) ### Hotel Certaldo 10/10 Excellent "Beautiful garden in the back" [](https://expedia.ca/Certaldo-Hotels-Hotel-Certaldo.h1675499.Hotel-Information) ![Villa I Barronci Resort & Spa](//images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd_y.jpg) ### Villa I Barronci Resort & Spa 10/10 Excellent "Spa experience was wonderful!!" [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) ![Il Borro - Relais & Châteaux](//images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/4a6bd899_y.jpg) ### Il Borro - Relais & Châteaux 10/10 Excellent " Five stars in every aspect. Extremely attentive and pleasant staff. Each section has its own dedicated reception/concierge. Our suite is large and stunning, yet not overstated. The grounds are perfection. " [](https://expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ![Palagina la Dimora](//images.trvl-media.com/lodging/2000000/1670000/1661500/1661496/2659699d_y.jpg) ### Palagina la Dimora 10/10 Excellent "Très bien situé pour une visite de Florence et de vignobles de Chianti. Excellent restaurant. Personnel très courtois et attentionné. Chambre spacieuse. Seul hic: la climatisation ne fonctionnait pas." [](https://expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-La-Palagina.h1661496.Hotel-Information) ![hu Firenze Certosa camping in town](//images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/f6cba490_y.jpg) ### hu Firenze Certosa camping in town 10/10 Excellent "Wonderful staff and great amenities!" [](https://expedia.ca/Impruneta-Hotels-Firenze-Certosa-Camping.h101503652.Hotel-Information) ![Castello di Spaltenna- Small Luxury Hotels of the World](//images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg) ### Castello di Spaltenna- Small Luxury Hotels of the World 10/10 Excellent "The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! " [](https://expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![Hotel Ristorante Alcide](//images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/d779a567_y.jpg) ### Hotel Ristorante Alcide 10/10 Excellent "I highly recommended " [](https://expedia.ca/Poggibonsi-Hotels-Hotel-Ristorante-Alcide.h1402058.Hotel-Information) ![Torre a Cona Wine Estate](//images.trvl-media.com/lodging/43000000/42060000/42059900/42059842/aaf98c1b_y.jpg) ### Torre a Cona Wine Estate 10/10 Excellent "This property is absolutely beautiful and the staff was amazing, I would highly recommend this place. " [](https://expedia.ca/Rignano-SullArno-Hotels-Torre-A-Cona-Wine-Estate.h42059842.Hotel-Information) ## Find out more about Chianti Region ## Chianti Region Villas information | Number of reviews | | | --- | --- | | Accommodation | Villas | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### How much do villas in Chianti Region cost? > Villas in Chianti Region cost between and per night. These escapes offer the privacy of your own space at a price that doesn't break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### How many villas are there in Chianti Region? > Chianti Region has villas to choose from. Enter your destination and dates and lock in your perfect trip today. ### Why book your villa in Chianti Region with Expedia? > We think arranging a vacation should be a breeze, so if you're looking for villas at a great price, Expedia delivers. Keep costs down and choose an all-inclusive stay, or splurge on a plush villa to spoil the ones you love most. Our handy filters make it easy to find a property in Chianti Region that matches your needs. ### How can I find cheap villas in Chianti Region? > With Expedia's user-friendly filter tool, scoring cheap villas in Chianti Region has never been easier. To find stays that won't break the bank, fine-tune your search by star rating, budget and amenities. ### What is there to do near my villa in Chianti Region? > Whether you love food, shopping, history or sightseeing, Chianti Region offers something for everyone! The major city of San Gimignano boasts lots of things to do, including [Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery](https://www.expedia.ca/Archaeological-Museum-Spezieria-Santa-Fina-Raffaele-De-Grada-Modern-And-Contemporary-Art-Gallery-San-Gimignano-City-Centre.d553248621562140817.Vacation-Attraction), [Historical Torture Museum](https://www.expedia.ca/Historical-Torture-Museum-San-Gimignano-City-Centre.d553248621562140816.Vacation-Attraction) and [Ornithological Museum](https://www.expedia.ca/Ornithological-Museum-San-Gimignano-City-Centre.d553248621562140820.Vacation-Attraction). If you're headed to Radda in Chianti, [Castello di Albola](https://www.expedia.ca/Castello-DAlbola-Radda-in-Chianti.d553248621532500720.Vacation-Attraction), [Castello di Radda Winery](https://www.expedia.ca/Castello-Di-Radda-Winery-Radda-in-Chianti.d553248621532501476.Vacation-Attraction) and [Borgo di Vescine - Tenute di Castelvecchi](https://www.expedia.ca/Borgo-Di-Vescine-Tenute-Di-Castelvecchi-Radda-in-Chianti.d553248621532500717.Vacation-Attraction) shouldn't be missed. ## 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) - 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