Title: Best Villas in Chianti Region 2026 | Expedia.co.uk [Chianti Region Travel Guide](https://expedia.co.uk/Chianti-Region.dx603148)[Hotels in Chianti Region](https://expedia.co.uk/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels)[Holiday Rentals in Chianti Region](https://expedia.co.uk/Chianti-Region-Holiday-Rentals.d603148.Travel-Guide-HolidayRentals)[Flights to Chianti Region](https://expedia.co.uk/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights)[Things to do in Chianti Region](https://expedia.co.uk/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities)[Chianti Region Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chianti-Region.d603148.Car-Hire-Guide)[Chianti Region Holidays](https://expedia.co.uk/Chianti-Region.d603148.Holidays-City-Breaks) ![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__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [1 May - 3 May](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chianti Region villas ![Pool](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/dcfa042c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/782eb623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/52aa6660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/25aedd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28 [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-CHIANTIGAIO-Fourteen-Bedroom-Villa.h33066451.Hotel-Information) Gaiole in Chianti £5,599 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-CHIANTIGAIO-Fourteen-Bedroom-Villa.h33066451.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122490000/122488700/122488659/c92c20b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122490000/122488700/122488659/aa63342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122490000/122488700/122488659/76c1c946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122490000/122488700/122488659/4b9923b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36 [](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-VILLA-ALTAMIRA-Eighteen-Bedroom-Villa.h122488659.Hotel-Information) Colle Val D'Elsa £10,243 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-VILLA-ALTAMIRA-Eighteen-Bedroom-Villa.h122488659.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/38e5a789.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) ![Dining](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h857x2y0-a94584e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h854x2y0-790f85bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Firenze‼️\~Integer VILLA in hillside 7 places & 4 bathrooms\~ [](https://www.expedia.co.uk/Impruneta-Hotels-Vrbo-Property.h108275238.Hotel-Information) Impruneta 10/10 Exceptional (3 reviews) "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. £397 includes taxes & fees 8 Feb - 9 Feb [](https://www.expedia.co.uk/Impruneta-Hotels-Vrbo-Property.h108275238.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/b8286297.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) ![TV, fireplace](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/b2bb8dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'La Petrosa' with Private Pool, Private Garden and Balcony [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Villa-La-Petrosa-With-Private-Pool.h99430681.Hotel-Information) Radda in Chianti 10/10 Exceptional (1 review) "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 £2,079 additional charges may apply 12 Feb - 13 Feb [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Villa-La-Petrosa-With-Private-Pool.h99430681.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) ![TV, fireplace, ping pong](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/c326d5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/2fd0fef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/9fd29a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Milani with Shared Pool, Private Terrace & Wi-Fi [](https://www.expedia.co.uk/Montespertoli-Hotels-Villa-Milani-With-Shared-Pool.h78165677.Hotel-Information) Montespertoli 10/10 Exceptional (1 review) "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. £1,392 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Montespertoli-Hotels-Villa-Milani-With-Shared-Pool.h78165677.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/w1920h1279x0y1-a132bf6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/w1920h1157x0y1-ed6e0399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/0a5c24e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/09d64836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18 [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-VILLA-IL-PRINCIPE-Nine-Bedroom-Villa.h76771413.Hotel-Information) Castellina in Chianti £4,514 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-VILLA-IL-PRINCIPE-Nine-Bedroom-Villa.h76771413.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/0dac13fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/6febdc0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/876e46d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/177b4bc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Viniard Villa - Residence Le Rose in Chianti [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Viniard-Villa-Residence-Le-Rose-In-Chianti.h123669271.Hotel-Information) Castellina in Chianti £564 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Viniard-Villa-Residence-Le-Rose-In-Chianti.h123669271.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) ![Outdoor banquet area](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/52fb9f8a.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) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/a26a2615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa w/ personal concierge service, heated pool only 20 min to Florence center [](https://www.expedia.co.uk/Impruneta-Hotels-Tailored-To-YouVilla-Wheated-Pool-And-Concierge-Only-8-Mile-To-Florence-Center.h33956712.Hotel-Information) impruneta 10/10 Exceptional (106 reviews) "The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles S. £1,136 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/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/87000000/86500000/86496800/86496746/bd7589fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/62d8efb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/57f40b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/87d9fa0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Tuscan home between Florence & Siena [](https://www.expedia.co.uk/San-Casciano-In-Val-Di-Pesa-Hotels-Beautiful-Tuscan-Home-Between-Florence-Siena.h86496746.Hotel-Information) Florence 10/10 Exceptional (7 reviews) "Judy was amazing and very helpfulNothing to do with the property, but I sure you pre book all nights out/transportation" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank V. £1,247 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/San-Casciano-In-Val-Di-Pesa-Hotels-Beautiful-Tuscan-Home-Between-Florence-Siena.h86496746.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/32000000/31540000/31539100/31539094/06053989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/32000000/31540000/31539100/31539094/89d7e684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/32000000/31540000/31539100/31539094/682c69f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/32000000/31540000/31539100/31539094/37bf79c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites [](https://www.expedia.co.uk/Montespertoli-Hotels-Luxury-Villa-With-Swimmingpool-In-Chianti-Sleeps-22-Large-Groups.h31539094.Hotel-Information) Montespertoli 10/10 Exceptional (38 reviews) "Excellent in every way. Highly recommend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ed M. £1,259 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Montespertoli-Hotels-Luxury-Villa-With-Swimmingpool-In-Chianti-Sleeps-22-Large-Groups.h31539094.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/9dbd198e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/e1923c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/99750750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292182/59636b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Capannina with Private Pool, Wi-Fi and Air Conditioning [](https://www.expedia.co.uk/Siena-Hotels-Villa-Capannina-With-Private-Pool.h123292182.Hotel-Information) Vico dʼArbia £840 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Siena-Hotels-Villa-Capannina-With-Private-Pool.h123292182.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292187/7dec8a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292187/717cdd46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292187/f5aad41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292187/2e9c5263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Torre Among the Hills of Siena [](https://www.expedia.co.uk/Siena-Hotels-Villa-Torre-Among-The-Hills-Of-Siena.h123292187.Hotel-Information) Vico dʼArbia £1,149 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Siena-Hotels-Villa-Torre-Among-The-Hills-Of-Siena.h123292187.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) ![TV, fireplace](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/a6e7b444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/912c9501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/eabd8042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning [](https://www.expedia.co.uk/Rignano-SullArno-Hotels-Villa-Il-Frassine-With-Private-Pool.h99787239.Hotel-Information) Rignano sull'Arno 7.0/10 Good (2 reviews) "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. £2,501 additional charges may apply 8 Feb - 9 Feb [](https://www.expedia.co.uk/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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114510000/114506600/114506575/3b5e29fe.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) ### Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-Villa-Virgilio-Colline-Del-Chianti-With-Mountain-View.h114506575.Hotel-Information) Tavarnelle Val di Pesa £1,176 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-Villa-Virgilio-Colline-Del-Chianti-With-Mountain-View.h114506575.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292181/798e008d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292181/1b3afdb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292181/571a61ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/124000000/123300000/123292200/123292181/b1163ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Capanna: A Window onto Tuscany [](https://www.expedia.co.uk/Siena-Hotels-Villa-Capanna-A-Window-Onto-Tuscany.h123292181.Hotel-Information) Vico dʼArbia £1,149 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Siena-Hotels-Villa-Capanna-A-Window-Onto-Tuscany.h123292181.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) ![Restaurant](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/4f173bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Triple Room | Bathroom | Shower, free toiletries, hair dryer, bidet](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/c721d6f2.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 [](https://www.expedia.co.uk/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) Foiano della Chiana 8.4/10 Very good (24 reviews) "Good house for one night. " ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Heiner £69 includes taxes & fees 28 Feb - 1 Mar [](https://www.expedia.co.uk/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/d6476b51.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/d05582b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/a8ccbf55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Poggio dell'Eremita [](https://www.expedia.co.uk/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) Sinalunga 10/10 Exceptional (59 reviews) "Fantastic place! Great location. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Paul Q. £150 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) ![2 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907533/e85a8726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, 1 Bedroom, Patio, Mountain View | Mountain view](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907533/89e50204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, 1 Bedroom, Patio, Valley View | Living area](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907533/e66dbf95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, 1 Bedroom, Patio, Mountain View | Living area](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907533/26a997df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Lunaria di Lajatico [](https://www.expedia.co.uk/Lajatico-Hotels-La-Lunaria-Di-Lajatico.h122907533.Hotel-Information) Lajatico £113 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Lajatico-Hotels-La-Lunaria-Di-Lajatico.h122907533.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90190000/90189600/90189550/6c7fa5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90190000/90189600/90189550/27af464f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90190000/90189600/90189550/3f59c2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90190000/90189600/90189550/1424f3bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CountryHouse con Piscina Privata 5 min dal centro [](https://www.expedia.co.uk/Florence-Hotels-Romantic-Villa-With-Private-Pool-Near-The-Center.h90189550.Hotel-Information) Careggi Rifredi 9.4/10 Exceptional (10 reviews) "The property was outstanding and our family had a blast. It was a nice get away from the crowds in the city to enjoy the animals and greenery of the house on the farm. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy P. £336 includes taxes & fees 8 Feb - 9 Feb [](https://www.expedia.co.uk/Florence-Hotels-Romantic-Villa-With-Private-Pool-Near-The-Center.h90189550.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.co.uk/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22®ionId=603148&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=RESIDENCE) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CHALET) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChianti-Region-Villas.d603148-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChianti-Region-Villas.d603148-aaVillas.Travel-Guide-Accommodation) ## Top Chianti Region Hotel Reviews ![Hotel Palazzo San Lorenzo & SPA](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/1af45070_y.jpg) ### Hotel Palazzo San Lorenzo & SPA 10/10 Excellent "Very good place, clean, good service, great food, the rooms were amazing." [](https://expedia.co.uk/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) ![Villa Le Barone](https://images.trvl-media.com/lodging/3000000/2550000/2542300/2542211/bd706898_y.jpg) ### Villa Le Barone 10/10 Excellent "Great experience!!!" [](https://expedia.co.uk/Greve-In-Chianti-Hotels-Villa-Le-Barone.h2542211.Hotel-Information) ![Villa Casagrande Resort & SPA](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/f41faf16_y.jpg) ### Villa Casagrande Resort & SPA 10/10 Excellent "Always beautiful when I stay here, staff are helpful and every room clean and tidy " [](https://expedia.co.uk/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) ![Hotel Borgo di Cortefreda Relais](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c_y.jpg) ### Hotel Borgo di Cortefreda Relais 10/10 Excellent "The hotel and services exceeded my expectations." [](https://expedia.co.uk/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.co.uk/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information) ![Salvadonica - Borgo del Chianti](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/56ce48bb_y.jpg) ### Salvadonica - Borgo del Chianti 10/10 Excellent "Great staff, great room and amenities. Outstanding romantic Tuscany location. Going back again." [](https://expedia.co.uk/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.Hotel-Information) ![Agriturismo San Sano](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/f2375def_y.jpg) ### Agriturismo San Sano 10/10 Excellent "You can never go wrong in Toscana , even in off season . San Sano even more so, hidden from mass tourism. " [](https://expedia.co.uk/Gaiole-In-Chianti-Hotels-Hotel-Residence-San-Sano.h1491964.Hotel-Information) ![Castello Vicchiomaggio](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/3167b59e_y.jpg) ### Castello Vicchiomaggio 10/10 Excellent "This beautiful property stole our hearts back in 2019, when my now-wife first visited this magical place. Six years later, we returned — this time to celebrate our wedding reception after tying the knot a few months earlier. From start to finish, everything was beyond wonderful. A special mention to Sandra, the amazing coordinator who made everything run so smoothly, and her fantastic team — Delfina and the lovely lady (whose name, unfortunately, I’ve forgotten) who graciously welcomed and ushered our guests upon arrival. Every detail was handled with care and professionalism. The food and Chianti wines during our celebration were absolutely exceptional — truly a highlight that everyone still talks about! The breakfast and dinner staff were attentive, kind, and ensured everything was perfect throughout our stay. Our rooms were clean, comfortable, and beautifully maintained, with housekeeping doing a fantastic job. We also had the privilege of meeting Mr. John Matta, the owner — such a gracious and inspiring man who leads an extraordinary team. All of our guests loved their stay, and we left with hearts full of joy and gratitude. We can’t wait to come back again — hopefully for our anniversary next time." [](https://expedia.co.uk/Greve-In-Chianti-Hotels-Castello-Vicchiomaggio.h7564854.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.co.uk/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ## Find out more about Chianti Region ## Chianti Region Villas information | Number of reviews | 229 | | ----------------- | ---------- | | Accommodation | 550 Villas | | Lowest Price | £69 | | Highest Price | £5,599 | ## Frequently asked questions ### How much do villas in Chianti Region cost? ### How many villas are there in Chianti Region? ### Why book your villa in Chianti Region with Expedia? ### How can I find cheap villas in Chianti Region? ### What is there to do near my villa in Chianti Region? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [3 Star Hotels in Greve in Chianti ](https://www.expedia.co.uk/3Star-Greve-In-Chianti-Hotels.s30-0-d601773.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Radda in Chianti ](https://www.expedia.co.uk/3Star-Radda-In-Chianti-Hotels.s30-0-d601693.Travel-Guide-Filter-Hotels) - 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