Title: Gaiole in Chianti Vacation Home Rentals from CA $130: Search Top Private Vacation Homes for Rent | Expedia.ca [Gaiole in Chianti Travel Guide](https://expedia.ca/Gaiole-In-Chianti.dx603149)[Hotels in Gaiole in Chianti](https://expedia.ca/Gaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels)[Vacation Rentals in Gaiole in Chianti](https://expedia.ca/Gaiole-In-Chianti-Vacation-Rentals.d603149.Travel-Guide-VacationRentals)[Flights to Gaiole in Chianti](https://expedia.ca/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)[Things to do in Gaiole in Chianti](https://expedia.ca/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities)[Gaiole in Chianti Car Rentals](https://expedia.ca/Car-Rentals-In-Gaiole-In-Chianti.d603149.Car-Rental-Guide)[Gaiole in Chianti Vacation Packages](https://expedia.ca/Gaiole-In-Chianti.d603149.Destination-Travel-Guides) ![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__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Apr 17 - Apr 19](https://www.expedia.ca/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 [May 29 - May 31](https://www.expedia.ca/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 [Jun 26 - Jun 28](https://www.expedia.ca/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 [Jul 24 - Jul 26](https://www.expedia.ca/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 vacation 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.ca/Gaiole-In-Chianti-Hotels-Casa-Vacanze-Chianti-Summer-With-Pool.h83354864.Hotel-Information) Gaiole in Chianti CA $883 CA $1,026 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/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) ![Interior](https://images.trvl-media.com/lodging/84000000/83590000/83580400/83580374/f52ea845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, 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/84000000/83590000/83580400/83580374/15eff195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chianti Craft House Badia a Passignano [](https://www.expedia.ca/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. CA $192 CA $283 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/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.ca/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.Hotel-Information) Arezzo CA $123 CA $172 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/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) ![Interior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/b7770e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/4b66fb4c.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) ### Tolletta 10 e Lode - One Bedroom House, Sleeps 4 [](https://www.expedia.ca/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 CA $133 CA $245 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/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) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/6b68301b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/62b86b12.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) ### Romantic farm in the Sienese hills [](https://www.expedia.ca/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. CA $174 CA $328 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/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) ![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) ![Shower, bidet](https://images.trvl-media.com/lodging/74000000/73370000/73364600/73364560/8512971a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chateau / Country House [](https://www.expedia.ca/Sovicille-Hotels-Chateau-Country-House.h73364560.Hotel-Information) Sovicille CA $96 CA $150 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/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) ![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) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118770000/118760800/118760780/5527a0da.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.ca/Monteriggioni-Hotels-Vrbo-Property.h118760780.Hotel-Information) Toscana CA $69 CA $193 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/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) ![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) ![Interior](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/b0ed52b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Siena Countryside Stay [](https://www.expedia.ca/Montalcino-Hotels-Vrbo-Property.h114488726.Hotel-Information) Monterongriffoli CA $434 CA $581 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/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) ![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) ![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) ![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.ca/Foiano-Della-Chiana-Hotels-Holiday-Home-Stanza-Azzurra-With-Wi-Fi-And-Air-Conditioning.h106729994.Hotel-Information) Foiano della Chiana CA $124 CA $130 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/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) ![Interior](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/55477a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/w2534h1690x0y0-6dfa4245.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) ### The little Magician's secret corner [](https://www.expedia.ca/Sinalunga-Hotels-The-Little-Magicians-Secret-Corner.h92310484.Hotel-Information) Sinalunga CA $193 CA $306 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/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) ![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, highchair, 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) ![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) ### Vacation home Olivo by Interhome [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Vacation-Home-Fattoria-LOttavo-In-Greve-In-Chianti-2-Persons.h87701337.Hotel-Information) Greve in Chianti CA $201 CA $207 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/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) ![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) ![Exterior](https://images.trvl-media.com/lodging/80000000/79930000/79921800/79921711/20e4364e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/80000000/79930000/79921800/79921711/bc6de56c.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.ca/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. CA $194 CA $233 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/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) ![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/c2de7201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo La Ferrozzola [](https://www.expedia.ca/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 CA $177 CA $201 total includes taxes & fees Apr 10 - Apr 11 [](https://www.expedia.ca/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/107000000/106010000/106004000/106003929/9d75a9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106010000/106004000/106003929/54f20ef9.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.ca/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 CA $132 CA $216 total includes taxes & fees Apr 10 - Apr 11 [](https://www.expedia.ca/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) ![Exterior](https://images.trvl-media.com/lodging/124000000/123170000/123161400/123161359/3480436d.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) ### Holiday Home 'Poggio Loccano' with Private Garden and Balcony [](https://www.expedia.ca/Montevarchi-Hotels-Holiday-Home-Poggio-Loccano-With-Private-Garden-And-Balcony.h123161359.Hotel-Information) Montevarchi CA $275 CA $436 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/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) ![Interior](https://images.trvl-media.com/lodging/128000000/127770000/127767700/127767698/b346c95e.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) ### Peaceful corner with garden between Chianti and Crete, very close to Old Town [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Peaceful-Corner-With-Garden-Between-Chianti-And-Crete.h127767698.Hotel-Information) Casetta CA $110 CA $152 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/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) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584791/2cec4e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584791/136e911a.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) ### Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Holiday-Home-Il-Piccolo-Rifugio-With-Private-Pool.h112584791.Hotel-Information) Figline Valdarno CA $93 CA $174 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/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) ![Exterior detail](https://images.trvl-media.com/lodging/117000000/116800000/116790300/116790217/81be9831.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) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116800000/116790300/116790217/857198ed.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.ca/Arezzo-Hotels-Vrbo-Property.h116790217.Hotel-Information) Arezzo CA $322 CA $367 total includes taxes & fees Apr 10 - Apr 11 [](https://www.expedia.ca/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) ![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118899/451edd82.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) ![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.ca/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 CA $391 CA $494 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/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) ![Dining](https://images.trvl-media.com/lodging/108000000/107290000/107283200/107283107/0087aeb5.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.ca/Foiano-Della-Chiana-Hotels-Newly-Renovated-House-Surrounded-By-Greenery-And-With-All-Modern-Comforts.h107283107.Hotel-Information) Toscana CA $386 CA $578 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/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.ca/Hotel-Search?startDate=2026-04-16&endDate=2026-04-17®ionId=603149&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Villas [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=VILLA) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=APARTMENT) Residences [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=RESIDENCE) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy®ionId=603149&latLong=43.467532%2C11.43409&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FGaiole-In-Chianti-Private-Vacation-Homes.d603149-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGaiole-In-Chianti-Private-Vacation-Homes.d603149-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Gaiole in Chianti Hotel Reviews ![Ultimo Mulino Wellness Country Hotel](https://images.trvl-media.com/lodging/1000000/930000/920300/920216/5a39b85d_y.jpg) ### Ultimo Mulino Wellness Country Hotel 10/10 Excellent "The staff went out of their way to make us have a great time. Very helpful all around. You won’t go wrong staying here if you are tired of the big cities and want to get away. The restaurant was a perk due to our waitress and cook “Sugar” she offered us one of everything the first night and just brought us dishes to try. It was excellent! We stayed it the new area across from the main area. Borgo La noche and it was really nice to wake up to bread cooking.. our hostess there was the best and gave us great places to go spend our day at castles and towns near there. She was very sweet and helpful with everything!" [](https://expedia.ca/Gaiole-In-Chianti-Hotels-LUltimo-Mulino.h920216.Hotel-Information) ![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/5eddd92b_y.jpg) ### Palazzo Ravizza 10/10 Excellent "El jardín súper cómodo y a gusto para ver atardeceres " [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Hotel Executive](https://images.trvl-media.com/lodging/1000000/10000/3600/3559/cbe470ec_y.jpg) ### Hotel Executive 10/10 Excellent "Good breakfast! Clean!" [](https://expedia.ca/Siena-Hotels-Hotel-Executive.h3559.Hotel-Information) ![Radisson Blu Hotel, Florence](https://images.trvl-media.com/lodging/1000000/20000/14500/14476/efa5cbd4_y.jpg) ### Radisson Blu Hotel, Florence 10/10 Excellent "Would be 5+ stars if during the season " [](https://expedia.ca/Florence-Hotels-Conference-Florentia-Hotel.h14476.Hotel-Information) ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/e92eb5d8_y.jpg) ### Hotel Athena 4/10 Poor "Nice staff, plentiful breakfast, clean room. However we stayed in March and the room was unbearably hot. It was like sleeping in a furnace. We did not sleep the two nights we stayed. We were told by reception the heat was automatic and there was nothing they could do. Other guests were complaining of the same thing. For the price we paid to stay here this was pretty unacceptable. The bathroom also had a radiator blasting heat at all times that could not be controlled. " [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/38b0d782_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "Great" [](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![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.ca/Florence-Hotels-Firenze-Camping-In-Town.h18331768.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.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.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.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ## Find out more about Gaiole in Chianti ## Gaiole in Chianti Vacation Homes information | Number of reviews | 24 | | ----------------- | ------------------- | | Accommodation | 1489 Vacation Homes | | Lowest Price | CA $130 | | Highest Price | CA $1,026 | ## Explore a world of travel with Expedia - More ways to book - [Book Vacation Homes in Gaiole in Chianti on Expedia.it ](https://www.expedia.it/Gaiole-In-Chianti-Case-Vacanze-Private.d603149-aaCaseVacanzePrivate.Guida-Viaggi-Alloggi)