Title: Gaiole in Chianti Holiday Homes from £70: Search Holiday Homes in Gaiole in Chianti | Expedia.co.uk [Gaiole in Chianti Travel Guide](https://expedia.co.uk/Gaiole-In-Chianti.dx603149)[Hotels in Gaiole in Chianti](https://expedia.co.uk/Gaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels)[Holiday Rentals in Gaiole in Chianti](https://expedia.co.uk/Gaiole-In-Chianti-Holiday-Rentals.d603149.Travel-Guide-HolidayRentals)[Flights to Gaiole in Chianti](https://expedia.co.uk/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)[Things to do in Gaiole in Chianti](https://expedia.co.uk/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities)[Gaiole in Chianti Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Gaiole-In-Chianti.d603149.Car-Hire-Guide)[Gaiole in Chianti Holidays](https://expedia.co.uk/Gaiole-In-Chianti.d603149.Holidays-City-Breaks) ![View over the hills from the Brolio Castle](https://images.trvl-media.com/place/603149/c6d3b602-5ecb-46fa-8174-b38eecda296b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/603149/c6d3b602-5ecb-46fa-8174-b38eecda296b.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 [17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=603149&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=603149&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) In three months [26 Jun - 28 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=603149&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [24 Jul - 26 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=603149&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Gaiole in Chianti holiday homes ![Interior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/f910598d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/a7d5ba95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/b68fa7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/04a72517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-Casa-Vacanze-Chianti-Summer-With-Pool.h83354864.Hotel-Information) Gaiole in Chianti £479 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-Casa-Vacanze-Chianti-Summer-With-Pool.h83354864.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/77d8ad70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/d91c6ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/de85b0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/f52ea845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chianti Craft House Badia a Passignano [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-Vrbo-Property.h83580374.Hotel-Information) Barberino Tavarnelle 9.8/10 Exceptional (10 reviews) "Great food in the area. Beautiful church tour and a fantastic host for our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig & Conny M. £165 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-Vrbo-Property.h83580374.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/25737385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/47257042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/8c44b07b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Offices](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/020b6380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dolce Casa 2 Summary: [](https://www.expedia.co.uk/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.Hotel-Information) Arezzo £93 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/d620a5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/3e892bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/b7770e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/170d5f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tolletta 10 e Lode - One Bedroom House, Sleeps 4 [](https://www.expedia.co.uk/Arezzo-Hotels-Tolletta-10-E-Lode-One-Bedroom-House.h119595715.Hotel-Information) Arezzo Centro Storico 10/10 Exceptional (1 review) " La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima " ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Maria Gemma £132 includes taxes & fees 9 Apr - 10 Apr [](https://www.expedia.co.uk/Arezzo-Hotels-Tolletta-10-E-Lode-One-Bedroom-House.h119595715.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/b5d9a4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/4b443108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/602dd11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/6b68301b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic farm in the Sienese hills [](https://www.expedia.co.uk/Trequanda-Hotels-Romantic-Farm-In-The-Sienese-Hills.h39866124.Hotel-Information) Trequanda, Siena 8.0/10 Very good (1 review) "Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen).... ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Heike K. £178 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Trequanda-Hotels-Romantic-Farm-In-The-Sienese-Hills.h39866124.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/74000000/73370000/73364600/73364560/9f36cf1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/74000000/73370000/73364600/73364560/b47049a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73370000/73364600/73364560/8d0ed7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73370000/73364600/73364560/a959e950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chateau / Country House [](https://www.expedia.co.uk/Sovicille-Hotels-Chateau-Country-House.h73364560.Hotel-Information) Sovicille £84 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Sovicille-Hotels-Chateau-Country-House.h73364560.Hotel-Information) ![Spa](https://images.trvl-media.com/lodging/119000000/118770000/118760800/118760780/d008e9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118770000/118760800/118760780/5527a0da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118770000/118760800/118760780/ee5c01ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/119000000/118770000/118760800/118760780/6c75b5ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LOVE NEST SIENA YOUR LOVE NEST [](https://www.expedia.co.uk/Monteriggioni-Hotels-Vrbo-Property.h118760780.Hotel-Information) Toscana £107 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Monteriggioni-Hotels-Vrbo-Property.h118760780.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/4fa84c04.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/115000000/114490000/114488800/114488726/07ee2fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/ccd617eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/d34ca53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Siena Countryside Stay [](https://www.expedia.co.uk/Montalcino-Hotels-Vrbo-Property.h114488726.Hotel-Information) Monterongriffoli £317 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Montalcino-Hotels-Vrbo-Property.h114488726.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106730000/106730000/106729994/711e5e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106730000/106730000/106729994/186a2d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106730000/106730000/106729994/f39c9121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106730000/106730000/106729994/611bad09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning [](https://www.expedia.co.uk/Foiano-Della-Chiana-Hotels-Holiday-Home-Stanza-Azzurra-With-Wi-Fi-And-Air-Conditioning.h106729994.Hotel-Information) Foiano della Chiana £70 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Foiano-Della-Chiana-Hotels-Holiday-Home-Stanza-Azzurra-With-Wi-Fi-And-Air-Conditioning.h106729994.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/f8b8a4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/0e7012b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/55477a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/w2585h1726x0y0-78223946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The little Magician's secret corner [](https://www.expedia.co.uk/Sinalunga-Hotels-The-Little-Magicians-Secret-Corner.h92310484.Hotel-Information) Sinalunga £164 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Sinalunga-Hotels-The-Little-Magicians-Secret-Corner.h92310484.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87710000/87701400/87701337/d3075204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/88000000/87710000/87701400/87701337/970b896e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87710000/87701400/87701337/f9c1b398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, high chair, cookware/dishes/utensils](https://images.trvl-media.com/lodging/88000000/87710000/87701400/87701337/5576c246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation home Olivo by Interhome [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-Vacation-Home-Fattoria-LOttavo-In-Greve-In-Chianti-2-Persons.h87701337.Hotel-Information) Greve in Chianti £112 includes taxes & fees 11 Apr - 12 Apr [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-Vacation-Home-Fattoria-LOttavo-In-Greve-In-Chianti-2-Persons.h87701337.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/80000000/79930000/79921800/79921711/b70d6322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79930000/79921800/79921711/17b03916_edited_abc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/80000000/79930000/79921800/79921711/20e4364e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/80000000/79930000/79921800/79921711/36b7b949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Casa Crevole di Martina' in the heart of Tuscany [](https://www.expedia.co.uk/Murlo-Hotels-Holiday-Home-Casa-Crevole-Di-Martina-In-The-Heart-Of-Tuscany.h79921711.Hotel-Information) Murlo 10/10 Exceptional (1 review) "Nach einer herzlichen Begrüßung durch die Gastgeberin haben wir ein paar entspannte Tage verbracht. Im Kühlschrank befanden sich für uns schon einmal keiner Erfrischungen. Obwohl wir nur 4 Nächte blieben, gab es einen Handtuchtausch nach 2 Tagen. Total überrascht hat uns aber der selbstgebackene Kuchen der für uns bereit stand. Wir würden hier jeder Zeit wieder Urlaub machen und können die Unterkunft mehr wir nur empehlen." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Sybille F. £126 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Murlo-Hotels-Holiday-Home-Casa-Crevole-Di-Martina-In-The-Heart-Of-Tuscany.h79921711.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/df1d957c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/80b09a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/343d0b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Duplex, 2 Bedrooms (Mimosa) | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/0b31f6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo La Ferrozzola [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information) Castellina in Chianti 9.4/10 Exceptional (9 reviews) "Very nice agriturismo. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth £109 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106010000/106004000/106003929/2a16bc08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106010000/106004000/106003929/aaa36b1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106010000/106004000/106003929/279906cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106010000/106004000/106003929/9d75a9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi [](https://www.expedia.co.uk/Certaldo-Hotels-Holiday-Home-Sandra-House-With-Private-Garden-And-Wi-Fi.h106003929.Hotel-Information) Certaldo 10/10 Exceptional (1 review) "Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Anonymous traveller £117 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Certaldo-Hotels-Holiday-Home-Sandra-House-With-Private-Garden-And-Wi-Fi.h106003929.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/124000000/123170000/123161400/123161359/928c511a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/124000000/123170000/123161400/123161359/11b7eb29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/124000000/123170000/123161400/123161359/6dcca57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123170000/123161400/123161359/83ca9227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Poggio Loccano' with Private Garden and Balcony [](https://www.expedia.co.uk/Montevarchi-Hotels-Holiday-Home-Poggio-Loccano-With-Private-Garden-And-Balcony.h123161359.Hotel-Information) Montevarchi £236 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Montevarchi-Hotels-Holiday-Home-Poggio-Loccano-With-Private-Garden-And-Balcony.h123161359.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/128000000/127770000/127767700/127767698/0dcef7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/128000000/127770000/127767700/127767698/e17b754d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/128000000/127770000/127767700/127767698/c568feae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/128000000/127770000/127767700/127767698/0f23c24d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful corner with garden between Chianti and Crete, very close to Old Town [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Peaceful-Corner-With-Garden-Between-Chianti-And-Crete.h127767698.Hotel-Information) Casetta £85 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Peaceful-Corner-With-Garden-Between-Chianti-And-Crete.h127767698.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584791/aa34ac46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584791/cfac802a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584791/ef79c05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584791/2cec4e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi [](https://www.expedia.co.uk/Figline-E-Incisa-Valdarno-Hotels-Holiday-Home-Il-Piccolo-Rifugio-With-Private-Pool.h112584791.Hotel-Information) Figline Valdarno £94 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Figline-E-Incisa-Valdarno-Hotels-Holiday-Home-Il-Piccolo-Rifugio-With-Private-Pool.h112584791.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/117000000/116800000/116790300/116790217/79f51604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116790300/116790217/b4ed1500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116790300/116790217/d369db51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/117000000/116800000/116790300/116790217/81be9831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🏡 Casa Anna - Comfort at a stone's throw from the center of Arezzo [](https://www.expedia.co.uk/Arezzo-Hotels-Vrbo-Property.h116790217.Hotel-Information) Arezzo £198 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Arezzo-Hotels-Vrbo-Property.h116790217.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118899/7c89b7dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118899/25eeffa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118899/451edd82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118899/eb5166eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Vacation-Home-Limonaia-With-Shared-Pool.h102118899.Hotel-Information) Castelnuovo Berardenga 10/10 Exceptional (1 review) "Pros: The view and unique traditional apartment. Cons: -" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £267 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Vacation-Home-Limonaia-With-Shared-Pool.h102118899.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107290000/107283200/107283107/75857a6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107290000/107283200/107283107/493b2d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107290000/107283200/107283107/b9ec2dc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107290000/107283200/107283107/939e69a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly renovated house surrounded by greenery and with all modern comforts [](https://www.expedia.co.uk/Foiano-Della-Chiana-Hotels-Newly-Renovated-House-Surrounded-By-Greenery-And-With-All-Modern-Comforts.h107283107.Hotel-Information) Toscana £306 includes taxes & fees 3 Apr - 4 Apr [](https://www.expedia.co.uk/Foiano-Della-Chiana-Hotels-Newly-Renovated-House-Surrounded-By-Greenery-And-With-All-Modern-Comforts.h107283107.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=2026-04-14&endDate=2026-04-15®ionId=603149&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=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VILLA) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VACATION_HOME) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=APARTMENT) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=APART_HOTEL) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=RESIDENCE) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=COTTAGE) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=CONDO) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=CHALET) ![](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%2FGaiole-In-Chianti-Private-Holiday-Homes.d603149-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGaiole-In-Chianti-Private-Holiday-Homes.d603149-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Gaiole in Chianti Hotel Reviews ![Hu Firenze Camping In Town](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/03b78683_y.jpg) ### Hu Firenze Camping In Town 10/10 Excellent "The deluxe bungalow was great! Similar in size to a large hotel room with comfy beds. It was cold in March after the sun set, so we were glad the heating worked. We often got our breakfast at the market and ate dinner at the restaurant on site or got takeout. The laundromat worked fine for our needs, but after only 1 cycle in the dryer, our clothes were still a bit damp, so we air dryer them in our room. The staff were great and check-in/out were quick and easy." [](https://expedia.co.uk/Florence-Hotels-Firenze-Camping-In-Town.h18331768.Hotel-Information) ![Radisson Blu Hotel, Florence](https://images.trvl-media.com/lodging/1000000/20000/14500/14476/efa5cbd4_y.jpg) ### Radisson Blu Hotel, Florence 8/10 Good "The hotel is excellent though its breakfast left room for improvement. Most of the staff is lazy and tried to do the absolute minimum to help." [](https://expedia.co.uk/Florence-Hotels-Conference-Florentia-Hotel.h14476.Hotel-Information) ![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/5eddd92b_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Everything here was excellent. Would highly recommend. " [](https://expedia.co.uk/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/f43eb5fd_y.jpg) ### Hotel Chiusarelli 8/10 Good "The hotel was just outside of the town, so the location was good. It was a beautiful property. The breakfast was good. Just be prepared to walk stairs. No lifts. But overall, good. " [](https://expedia.co.uk/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information) ![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/e3da527a_y.jpg) ### Hotel Italia 10/10 Excellent "Very close to the bus and train station, lovely staff, clean room but a bit too warm even in February and no water kettle in the room, which was a bit surprising. " [](https://expedia.co.uk/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ![La Certosa di Pontignano](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/8b3eb5da_y.jpg) ### La Certosa di Pontignano 6/10 Okay "Here is a polished version of your review with improved grammar and structure, keeping your message clear and balanced: --- Great and beautiful place. The food is also very good, and the overall atmosphere is charming. However, the bed was terrible. The mattress was old, and the springs made it very uncomfortable, so I couldn’t sleep well. I’ve stayed in many different hotels and have never experienced such a bad bed. I understand that the concept and vibe of the place are meant to feel historic or classic, but for a property of this level, the bed should match the quality of the rest of the experience. Upgrading the mattresses would make a big difference." [](https://expedia.co.uk/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Italiana Hotels Florence](https://images.trvl-media.com/lodging/1000000/10000/7700/7698/e1967d06_y.jpg) ### Italiana Hotels Florence 10/10 Excellent "Italiana Hotels Florence was a very enjoyable place to stay. The hotel was comfortable, clean, and well organized, making our visit to Florence relaxing and smooth. The included breakfast was a great bonus and made our mornings easy and convenient. We also appreciated the free parking, which was very helpful and practical. The staff were great, friendly, professional, and always ready to assist. Overall, a wonderful experience and a solid choice for anyone visiting Florence." [](https://expedia.co.uk/Florence-Hotels-Italiana-Hotels-Florence.h7698.Hotel-Information) ![Four Points by Sheraton Siena](https://images.trvl-media.com/lodging/1000000/860000/852400/852305/e65a78e2_y.jpg) ### Four Points by Sheraton Siena 6/10 Okay "The air conditioning was bad. I was perspiring during my bed time. Other things were ok. Ample parking. " [](https://expedia.co.uk/Siena-Hotels-Four-Points-By-Sheraton-Siena.h852305.Hotel-Information) ![Agriturismo San Sano](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/6322c664_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) ## Find out more about Gaiole in Chianti ## Gaiole in Chianti Holiday Homes information | Number of reviews | 24 | | ----------------- | ------------------ | | Accommodation | 1382 Holiday Homes | | Lowest Price | £70 | | Highest Price | £479 | ## Explore a world of travel with Expedia - More ways to book - [Book Holiday Homes in Gaiole in Chianti on Expedia.it ](https://www.expedia.it/Gaiole-In-Chianti-Case-Vacanze-Private.d603149-aaCaseVacanzePrivate.Guida-Viaggi-Alloggi)