Title: Holiday Rentals Chianti Region from £67: Find Short-Term Rentals & Holiday Accommodations | 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)[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) # Search Holiday Rentals in Chianti Region - ![](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 Tonight [19 Dec - 20 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-12-19&endDate=2025-12-20&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [20 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-12-20&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-12-26&endDate=2025-12-28&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 holiday rentals ![Restaurant](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/e66754fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/5efe3c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/b741acfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/c9efa80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Villa Olmo [](https://www.expedia.co.uk/Impruneta-Hotels-Relais-Villa-Olmo.h797278.Hotel-Information) Impruneta 9.4/10 Exceptional (228) "This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ewa [](https://www.expedia.co.uk/Impruneta-Hotels-Relais-Villa-Olmo.h797278.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/dad23b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cots/infant beds, bed sheets](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/a81aa833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/e7397564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/150d969c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### hu Firenze Certosa camping in town [](https://www.expedia.co.uk/Impruneta-Hotels-Firenze-Certosa-Camping.h101503652.Hotel-Information) Impruneta 8.0/10 Very good (57) "Wonderful staff and great amenities!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Chenjin [](https://www.expedia.co.uk/Impruneta-Hotels-Firenze-Certosa-Camping.h101503652.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/52973642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio (2 adults) | Egyptian cotton sheets, premium bedding, down duvets, in-room safe](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/9d79efbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/003afa33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/b614c935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chianti Village Morrocco [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-Chianti-Village-Morrocco.h5273860.Hotel-Information) Barberino Tavarnelle 8.6/10 Excellent (108) "Front desk was very helpful and very comfortable room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-Chianti-Village-Morrocco.h5273860.Hotel-Information) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/59068004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/03eeab0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/1d36a1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/727e0d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Villa Belvedere [](https://www.expedia.co.uk/Figline-E-Incisa-Valdarno-Hotels-Relais-Villa-Belvedere.h5331739.Hotel-Information) Figline e Incisa Valdarno 9.2/10 Wonderful (70) "Very nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria £67 includes taxes & fees 17 Jan - 18 Jan 2026 [](https://www.expedia.co.uk/Figline-E-Incisa-Valdarno-Hotels-Relais-Villa-Belvedere.h5331739.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/3365f041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/382860e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/59c35d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/525be3d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa with large garden in the Chianti hills [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Villa-With-Large-Garden-In-The-Chianti-Hills.h30357304.Hotel-Information) Siena 9.6/10 Exceptional (75) "Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica P. [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Villa-With-Large-Garden-In-The-Chianti-Hills.h30357304.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/8d5dcbe5.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) ![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) ### Whole Estate w concierge service & heated pool at 20 minute from 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 (105) "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. £883 includes taxes & fees 11 Jan - 12 Jan 2026 [](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/19000000/18770000/18760900/18760840/c9922579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/fd9dd70d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/041fed79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/d85ba0cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Isola-Serena-New-Private-Luxury-Villa-Chianti-Pool-Stunning-Views.h18760840.Hotel-Information) Castellina in Chianti 10/10 Exceptional (64) "Gorgeous property - we had a wonderful stay " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Michelle D. [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Isola-Serena-New-Private-Luxury-Villa-Chianti-Pool-Stunning-Views.h18760840.Hotel-Information) ![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/20000000/19400000/19392600/19392539/f0b1a9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19400000/19392600/19392539/3701777d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19400000/19392600/19392539/ee32f64a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19400000/19392600/19392539/673d539d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-PICTURESQUE-VIEWS-OLIVE-VINEYARDS-EAT-DRINK-PURE-RECREATION.h19392539.Hotel-Information) Ruffoli 9.8/10 Exceptional (59) "This is the most special place I’ve ever been. It’s breathtakingly beautiful. The house itself it’s stunning but the outside terrace and pool area is a dream. I will absolutely come back here again if I get the chance. The host was very helpful, communicative and kind." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra E. [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-PICTURESQUE-VIEWS-OLIVE-VINEYARDS-EAT-DRINK-PURE-RECREATION.h19392539.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/92000000/91100000/91097500/91097415/c1c3dcf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91100000/91097500/91097415/f3dba23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91100000/91097500/91097415/e2723186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91100000/91097500/91097415/8a59c231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wonderful villa for 6 guests with private pool, WIFI, A/C, TV, patio and pets allowed [](https://www.expedia.co.uk/Cavriglia-Hotels-Stunning-Villa-For-6-Guests-With-AC.h91097415.Hotel-Information) Cavriglia 10/10 Exceptional (13) "Really great stay here.The villa is absolutely beautiful on the outside and inside.Parking was easy (right in front of property).Location was beautiful and hosts were great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mohammed S. [](https://www.expedia.co.uk/Cavriglia-Hotels-Stunning-Villa-For-6-Guests-With-AC.h91097415.Hotel-Information) ![Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523707/b07e7183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523707/8f10a5fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523707/d197edf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523707/4d54e477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Il Palagio [](https://www.expedia.co.uk/Rignano-SullArno-Hotels-Villa-Il-Palagio.h2523707.Hotel-Information) Rignano sull'Arno 8.6/10 Excellent (60) "The best place in the region" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kamen [](https://www.expedia.co.uk/Rignano-SullArno-Hotels-Villa-Il-Palagio.h2523707.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6030000/6029600/6029534/ce6a104a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 7:30 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/7000000/6030000/6029600/6029534/bc0362da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), facials, massages](https://images.trvl-media.com/lodging/7000000/6030000/6029600/6029534/4c8f3824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Suite | Frette Italian sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/7000000/6030000/6029600/6029534/c33da520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Argenina [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-La-Pieve-Marsina.h6029534.Hotel-Information) Gaiole in Chianti 9.8/10 Exceptional (22) "A planned Tuscany trip in the making for over a year. Saw this property came up while doing research and had a wonderful and romantic history. The property was even more beautiful than the pictures posted. It definitely caters to all types of travellers. A perfect bed and breakfast stay. Definitely recommend and will be back again. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Nancy [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-La-Pieve-Marsina.h6029534.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/30000000/29750000/29741600/29741545/dc794074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/30000000/29750000/29741600/29741545/187dffc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/29750000/29741600/29741545/d06eaeec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29750000/29741600/29741545/61d5c4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your panoramic house in Tuscany between vineyards and olive groves. [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-Your-Panoramic-House-In-Tuscany-Between-Vineyards-And-Olive-Groves.h29741545.Hotel-Information) Barberino Val d'Elsa 9.8/10 Exceptional (43) "The property was absolutely charming. It really had that homey, Italian, Tuscan charm about it. The kids and my husband loved it too. I wish I had planned for more days there. We didn’t have time to partake in the cooking class or truffle hunting, but I guess that just leaves a reason to come back. The location was great too because it’s in the country away from the busy cities, but a close enough drive to all the various Tuscan sites.The owners were very nice and spoke good enough English.... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gwen L. [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-Your-Panoramic-House-In-Tuscany-Between-Vineyards-And-Olive-Groves.h29741545.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6360000/6359500/6359426/3d6cda97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6360000/6359500/6359426/30841835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/7000000/6360000/6359500/6359426/be420108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch Smart TV with satellite channels](https://images.trvl-media.com/lodging/7000000/6360000/6359500/6359426/5bfeeb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Del Nero - Podere San Filippo [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-Podere-San-Filippo.h6359426.Hotel-Information) Barberino Tavarnelle 9.8/10 Exceptional (38) "Much nicer stay then the rooms at the Como" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-Podere-San-Filippo.h6359426.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1250000/1248400/1248332/588ca886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1248400/1248332/e000f2a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Duplex, 1 Bedroom, Kitchen, Poolside | Minibar, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1250000/1248400/1248332/8ce3f385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1250000/1248400/1248332/dc5c6934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Villa Belpoggio - Residenza d'Epoca [](https://www.expedia.co.uk/Loro-Ciuffenna-Hotels-Relais-Villa-Belpoggio-Residenza-DEpoca.h1248332.Hotel-Information) Loro Ciuffenna 9.8/10 Exceptional (35) "Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Mona £136 includes taxes & fees 20 Dec - 21 Dec [](https://www.expedia.co.uk/Loro-Ciuffenna-Hotels-Relais-Villa-Belpoggio-Residenza-DEpoca.h1248332.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/3c3931cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/6901a1c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/05c157ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/3ac6b4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riserva di Fizzano Residence [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Riserva-Di-Fizzano-Residence.h3522769.Hotel-Information) Castellina in Chianti 9.8/10 Exceptional (24) "Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eileen [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Riserva-Di-Fizzano-Residence.h3522769.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/28000000/27480000/27478100/27478003/42a88b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27480000/27478100/27478003/e4429691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, ping pong, stereo](https://images.trvl-media.com/lodging/28000000/27480000/27478100/27478003/68193f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27480000/27478100/27478003/6965cf4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-Wonderful-Villa-Air-Bubble-Massage-Pool-WiFi-Max14peopl.h27478003.Hotel-Information) Greve in Chianti (Firenze) 10/10 Exceptional (42) "Elena and her staff were excellent. They provided us with a welcome dinner which was great after our long trip in, as well as breakfast the next morning. Property is beautiful up in top of a hill overlooking the beautiful landscape. We had 9 people with more than enough room for all of us. Highly recommended!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan F. [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-Wonderful-Villa-Air-Bubble-Massage-Pool-WiFi-Max14peopl.h27478003.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/55484b4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/789c7666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/a09ac8b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mobile Home Deluxe | View from room](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/ee50a2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mobile Home max 6 pax [](https://www.expedia.co.uk/Rignano-SullArno-Hotels-Camping-Village-Il-Poggetto.h16157250.Hotel-Information) Rignano sull'Arno 8.0/10 Very good (65) "Second stay at this property but got a 3 bed 2 bath cabin this time. Happy with most things could have had more housekeeping for a ten day stay. Great base to explore Tuscany excellent bar especially the staff as well as a nice restaurant " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Rebecca [](https://www.expedia.co.uk/Rignano-SullArno-Hotels-Camping-Village-Il-Poggetto.h16157250.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/112000000/111030000/111022600/111022511/404f9790_edited_9e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111030000/111022600/111022511/cae106df_edited_8240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111030000/111022600/111022511/8e3abc07_edited_6b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111030000/111022600/111022511/w1236h817x24y2-6a393fb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private villa in the heart of chianti with view of siena [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Vrbo-Property.h111022511.Hotel-Information) Fonterutoli 10/10 Exceptional (3) "Beautiful villa and stunning location. The host was very responsive and helpful. I would love to return someday. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy F. [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Vrbo-Property.h111022511.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/3000000/2540000/2534200/2534128/954daca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2540000/2534200/2534128/544f4406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2540000/2534200/2534128/0ca7889f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2540000/2534200/2534128/82376c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa San Filippo [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-Villa-San-Filippo.h2534128.Hotel-Information) Barberino Tavarnelle 8.4/10 Very good (40) "Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Andrew [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-Villa-San-Filippo.h2534128.Hotel-Information) ![Panoramic Apartment (2) | Terrace/patio](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/975fa997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Apartment (3) | Individually furnished, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/24770db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/36cba6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/df81ebe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Vacanze Squarcialupi [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Casa-Vacanze-Squarcialupi.h42405254.Hotel-Information) Castellina in Chianti 8.0/10 Very good (2) "Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey £104 includes taxes & fees 9 Jan - 10 Jan 2026 [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Casa-Vacanze-Squarcialupi.h42405254.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=2026-01-02&endDate=2026-01-03®ionId=603148&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChianti-Region-Holiday-Rentals.d603148.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChianti-Region-Holiday-Rentals.d603148.Travel-Guide-HolidayRentals) ## 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 "Very clean,staff was very kind and helpful. Looking forward to come back! 😊" [](https://expedia.co.uk/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.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) ![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.co.uk/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.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.co.uk/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.co.uk/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.co.uk/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ![Park Hotel Chianti](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402089/9fa8e1be_y.jpg) ### Park Hotel Chianti 10/10 Excellent "Lovely hotel in Chianti, staff were outstanding! " [](https://expedia.co.uk/Barberino-Tavarnelle-Hotels-Park-Hotel-Chianti.h1402089.Hotel-Information) ## Find out more about Chianti Region **Everything you need to know about** **Chianti Region** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chianti Region holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chianti Region holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Chianti Region holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Chianti Region. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chianti Region holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Chianti Region holiday rentals we have selected for you start as low as £67 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Chianti Region rentals** At Expedia, we put the best Chianti Region holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Chianti Region rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chianti Region holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chianti Region. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Recommended Holiday Rental Destinations - Trending destinations on Expedia.co.uk - All accommodation types in Chianti Region - [Province of Siena Holiday Rentals ](https://expedia.co.uk/Destinations-In-Province-Of-Siena.d6047850.Holiday-Rental-Destinations) - [Province of Florence Holiday Rentals ](https://expedia.co.uk/Destinations-In-Province-Of-Florence.d179893.Holiday-Rental-Destinations) - [Florence Holiday Rentals ](https://expedia.co.uk/Florence-Holiday-Rentals.d1222.Travel-Guide-HolidayRentals) - [San Gimignano Holiday Rentals ](https://expedia.co.uk/San-Gimignano-Holiday-Rentals.d11091.Travel-Guide-HolidayRentals) - [Province of Arezzo Holiday Rentals ](https://expedia.co.uk/Destinations-In-Province-Of-Arezzo.d6047262.Holiday-Rental-Destinations) - [Province of Pistoia Holiday Rentals ](https://expedia.co.uk/Destinations-In-Province-Of-Pistoia.d6047846.Holiday-Rental-Destinations) - 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[Inns in Chianti Region ](https://expedia.co.uk/Chianti-Region-Inns.d603148-aaInns.Travel-Guide-Accommodation) - [Caravan Parks in Chianti Region ](https://expedia.co.uk/Chianti-Region-Caravan-Parks.d603148-aaCaravanParks.Travel-Guide-Accommodation) - [Lodges in Chianti Region ](https://expedia.co.uk/Chianti-Region-Lodges.d603148-aaLodges.Travel-Guide-Accommodation) ### Expedia's Latest Trends Hotels - [Elba Island Accommodation](https://expedia.co.uk/Elba-Island-Hotels.d1090.Travel-Guide-Hotels) - [Hotels in Santa Croce](https://expedia.co.uk/Santa-Croce-Florence-Hotels.0-n6084344-0.Travel-Guide-Filter-Hotels) - [Hotels in Duomo](https://expedia.co.uk/Duomo-Florence-Hotels.0-n6084346-0.Travel-Guide-Filter-Hotels) - [Teatro del Silenzio hotels](https://expedia.co.uk/Teatro-Del-Silenzio-Hotels.0-l553248621563693767-0.Travel-Guide-Filter-Hotels) - [Terme di Saturnia hotels](https://expedia.co.uk/Terme-Di-Saturnia-Hotels.0-l6150383-0.Travel-Guide-Filter-Hotels) - [Lido di Camaiore Accommodation](https://expedia.co.uk/Lido-Di-Camaiore-Hotels.d500624.Travel-Guide-Hotels) - 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[Visit Porto Santo Stefano](https://expedia.co.uk/Porto-Santo-Stefano.dx6025634) - [Visit Lido di Camaiore](https://expedia.co.uk/Lido-Di-Camaiore.dx500624) - [Visit Montecatini Alto](https://expedia.co.uk/Montecatini-Alto.dx6047856) - [Visit Porto Ercole](https://expedia.co.uk/Porto-Ercole.dx11392) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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