Title: Gaiole in Chianti Villas from CA $114 | 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) ![](https://mediaim.expedia.com/destination/2/a2c6ad675bceb2a96f21b753e5375ee0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Karen Dean # Search Gaiole in Chianti Villa Rentals from CA $114 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=603149&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) ## Browse Select Gaiole in Chianti Villas ![Pool](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/6112d62c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/28509faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/df76d7aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/23903394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28 Gaiole in Chianti CA $9,683 CA $10,497 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-CHIANTIGAIO-Fourteen-Bedroom-Villa.h33066451.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/f2af4ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/aefeb852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/41d8a81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/61b3ffc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi Gaiole in Chianti 10/10 Exceptional (7) "Country location but easy access to a great local winery/restaurant and the town of Gaiole." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) russ h. CA $1,000 CA $1,039 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Villa-Erbolino-With-Private-Garden.h83207211.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/c2fdac3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/2598e840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/9be37908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/bbe8b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA CHIGI - Seven Bedroom Villa, Sleeps 14 Siena CA $9,738 CA $9,738 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/8208f9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/100f6cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e80eba77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/96d102cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artisti del Cavallo Tourism Foiano della Chiana 8.4/10 Very good (24) "Ottimo agriturismo silenzioso con persone molto gentilissime " ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) GIANCARLO CA $100 CA $114 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/6a82a5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/ff9693c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/f6eed317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/cc976759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Poggio dell'Eremita Sinalunga 10/10 Exceptional (57) "Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vivian K. CA $192 CA $224 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39950000/39940300/39940283/88595684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39950000/39940300/39940283/180-a5801bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39950000/39940300/39940283/c181f6c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39950000/39940300/39940283/180-c242e5f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo Arezzo 10/10 Exceptional (18) "This worked out really well for our extended family across 3 generations. Lots of space, great amenities, and we loved Arezzo. Liliana is a brilliant host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rob l. CA $2,604 CA $3,637 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Arezzo-Hotels-Spacious-Villa-Noble-With-All-The-Comfort.h39940283.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/111000000/110140000/110132300/110132299/7f0bb06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/111000000/110140000/110132300/110132299/7b221345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110140000/110132300/110132299/360bcf7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/111000000/110140000/110132300/110132299/7c521815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Dei Pavoni - Luxury Villa on top of hills in Florence Toscana 10/10 Exceptional (1) "The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leopard I. CA $2,900 CA $3,313 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Bagno-A-Ripoli-Hotels-Villa-Dei-Pavoni-Luxury-Villa-On-Top-Of-Hills-In-Florence.h110132299.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/55c68f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/d02d90eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/29c05483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/2610e960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Il Signorino GREVE IN CHIANTI 10/10 Exceptional (2) "Nice place 👌 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Avi A. CA $498 CA $711 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Vrbo-Property.h105595286.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/5d1ad91c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/513cbcf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/c44dc7fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/4a362287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'La Petrosa' with Private Pool, Private Garden and Balcony Radda in Chianti 10/10 Exceptional (1) "Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania." ![Poland](https://a.travel-assets.com/egds/marks/flags/pl.svg) Anonymous traveller CA $1,826 CA $2,865 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Villa-La-Petrosa-With-Private-Pool.h99430681.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/c9dc3be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/4214b7a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/824f3d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/bd7589fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Tuscan home between Florence & Siena Florence 10/10 Exceptional (6) "From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra P. CA $1,797 CA $2,796 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Beautiful-Tuscan-Home-Between-Florence-Siena.h86496746.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/w2189h1640x4y5-0fbf58c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/87c073f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/9937dca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/e3cae5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!! Montespertoli 10/10 Exceptional (12) "Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elise D. CA $2,034 CA $2,330 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Montespertoli-Hotels-Luxury.h32584249.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/47b129c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/afd50901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/3d6f9205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/564262ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Villa in the Florentine hills Florence 9.8/10 Exceptional (143) "Beautiful property and great experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) edward p. CA $570 CA $819 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Florence-Hotels-Luxury-Villa-In-The-Florentine-Hills.h18773430.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h830x2y0-085ca741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h857x2y0-a94584e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h863x2y0-ddee714e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h835x2y0-8d015ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~ Impruneta 10/10 Exceptional (3) "Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lidija M. CA $487 CA $640 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Impruneta-Hotels-Vrbo-Property.h108275238.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/60af890d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/5448a085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/ba66cbc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/100000000/99790000/99787300/99787239/b543a4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning Rignano sull'Arno 7.0/10 Good (2) "We arrived after dark, tired from long overnight flight. We had no water pressure upstairs and no hot water anywhere. This was corrected the next day. One on-suite toilette would not flush properly and leaked at the grinder motor. A "tech" was called in. He informed us that he could not fix it, they would need to call someone else. When we continued to report the issue to the host, she informed us that the "tech" said it was working OK. The "tech" informed us that it was not but he could not fix... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Norman C. CA $2,540 CA $3,440 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Rignano-SullArno-Hotels-Villa-Il-Frassine-With-Private-Pool.h99787239.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/113000000/112080000/112078800/112078745/c7d590be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112080000/112078800/112078745/0fa07e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112080000/112078800/112078745/608550a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/113000000/112080000/112078800/112078745/ea41bd7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA SOLATA - Nine Bedroom Villa, Sleeps 20 Siena CA $2,905 CA $2,905 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Bucine-Hotels-VILLA-SOLATA-Nine-Bedroom-Villa.h112078745.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/1654ecb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/0ac9183c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/f9f06ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/82eb762c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa "Il Fornacino" with Pool, Garden & Wi-Fi Rapolano Terme 9.0/10 Wonderful (4) "Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host." ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Toon M. CA $794 CA $1,197 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Rapolano-Terme-Hotels-Villa-Il-Fornacino-With-Pool.h89589245.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/115000000/114250000/114245500/114245407/f1f06d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114250000/114245500/114245407/8a8a1809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114250000/114245500/114245407/9081825d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/115000000/114250000/114245500/114245407/c3bcd9af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC Radda in Chianti 8.0/10 Very good (1) "We spent a great family time at Adme’s house.The house has everything. Was very clean and well maintained . Will highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ana r. CA $1,055 CA $2,099 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-4-Bedroom-Stonehouse-With-Stunning-Pool-In-The-Chianti-Countryside-With-WiFi.h114245407.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38940000/38933500/38933407/9a0e774c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38940000/38933500/38933407/f29d076e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/39000000/38940000/38933500/38933407/179eb8b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/39000000/38940000/38933500/38933407/a8ce4412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Gabriella Chianti Toscana Città Metropolitana di Firenze 6.0/10 (1) "le gestionnaire ne répond que très peu a nos courriels. C’est une superbe résidence qui manque malheureusement d’entretien. Des fourmis a l’entrée aux toiles d’araignées, mais surtout une forte odeur de moisissure qui embaume le 2eme étage au complet et même les draps et les matelas. Dans la cuisine: une forte odeur de créosote est présente dès que l’on ferme la porte. Le four au gas ne fonctionne pas. Le plafond coule. La piscine est superbe mais tous les coussins du mobilier extérieur sont... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Gilles C. CA $451 CA $972 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Villa-Gabriella-Chianti-Toscana.h38933407.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/fb472dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/7aa5fd6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/d6bd4f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/a8a01909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa con Piscina, Sauna, Jacuzzi Toscana 6.0/10 (2) "Beautiful property, highly recommended. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Magdalena CA $451 CA $972 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Villa-Con-Piscina.h70364390.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/a34e800d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/73cc2cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/c21fb006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, DVD player](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/361cf923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa with concierge service & heated pool at 20 minute from Florence center impruneta 10/10 Exceptional (105) "One of the best hosts and most special homes I’ve ever stayed in. There was this feeling like everything you’ve been dreaming about while planning a trip- it’s all here. Cozy, peaceful, thoughtful in every detail. What really stayed with me though was how kind and supportive the host was the entire time. That kind of care isn’t common, and it honestly made a big difference. Just grateful." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Andrew B. CA $1,903 CA $2,181 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Impruneta-Hotels-Tailored-To-YouVilla-Wheated-Pool-And-Concierge-Only-8-Mile-To-Florence-Center.h33956712.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11®ionId=603149&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FGaiole-In-Chianti-Villas.d603149-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGaiole-In-Chianti-Villas.d603149-aaVillas.Travel-Guide-Accommodation) ## Top Gaiole in Chianti Hotel Reviews ![Hotel Chiusarelli](//images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg) ### Hotel Chiusarelli 10/10 Excellent "Nice location breakfast is repetitive and not hot... Otherwise all else was great" [](https://expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information) ![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Beautiful quaint hotel. Beautiful view from the garden. Walkable to all of the sites and restaurants, at the top of the hill- but everything is on a hill. Nice breakfast. Very relaxing place to stay. Staff was very accommodating." [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Hotel Pescille - Tuscany Charme](//images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/e08a63e0_y.jpg) ### Hotel Pescille - Tuscany Charme 10/10 Excellent "The hotel is beautiful great view of San Gimignano on one side, and the tuscan countryside all around." [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Pescille.h2525287.Hotel-Information) ![Villa Scacciapensieri Boutique Hotel](//images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/b46a6593_y.jpg) ### Villa Scacciapensieri Boutique Hotel 10/10 Excellent "Fantastic surroundings, very peaceful & relaxing environment " [](https://expedia.ca/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.Hotel-Information) ![Hu Firenze Camping In Town](//images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/6194b9bd_y.jpg) ### Hu Firenze Camping In Town 10/10 Excellent "Wonderfull" [](https://expedia.ca/Florence-Hotels-Firenze-Camping-In-Town.h18331768.Hotel-Information) ![Hotel Athena](//images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "Excellent hotel with great service." [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![JOIVY Together Urban Resort](//images.trvl-media.com/lodging/2000000/1850000/1847800/1847706/76cd296f_y.jpg) ### JOIVY Together Urban Resort 10/10 Excellent "My stay at JOIVY Together Urban Resort was wonderful! The staff were incredibly helpful with getting around and made everything so easy. They were also very accommodating when I arrived late for dinner—allowing me to dine in their restaurant even though they were close to closing and I didn’t have a reservation. The property was very clean, comfortable, and well-maintained. I also appreciated that they provided convenient transportation to the city center. Overall, a great experience—I’d definitely stay here again! " [](https://expedia.ca/Bagno-A-Ripoli-Hotels-Together-Florence-Inn.h1847706.Hotel-Information) ![Borgo Grondaie](//images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg) ### Borgo Grondaie 10/10 Excellent "This is a hidden Gem ! A reasonable rate with excellent staff and service. Easy walk to town center. Apartment was clean and comfortable.Great experience !" [](https://expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](//images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "This is a 5+ star facility. Our room was outrageous with frescos and paintings on the walls and ceiling. The staff went out of their way to help us with our requests and provide a history of the property. Our room had 1.5 bathrooms and the breakfast had an excellent choice of items. " [](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ## Find out more about Gaiole in Chianti ## Gaiole in Chianti Villas information | Number of reviews | 326 | | --- | --- | | Accommodation | 2075 Villas | | Lowest Price | CA $114 | | Highest Price | CA $10,497 | ## Frequently asked questions ### How much do villas in Gaiole in Chianti cost? > Prices for villas in Gaiole in Chianti range between CA $114 and CA $10,497 per night. Whatever your budget, you'll find something that fits the bill with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### How many villas are there in Gaiole in Chianti? > Gaiole in Chianti has 2075 villas to select from. Find your perfect stay quickly and easily by checking the "Villa" box under the "Property type" tab in our handy filter tool. ### Why book your villa in Gaiole in Chianti with Expedia? > We think vacation time shouldn't be complicated, so if you're looking for villas at a nice price, Expedia can help. Save those pennies and opt for an all-inclusive stay, or splurge on a luxury villa to spoil your loved ones. Use our convenient search filters to find an escape in Gaiole in Chianti that suits your needs. ### How can I find cheap villas in Gaiole in Chianti? > An excellent way to locate cheap villas in Gaiole in Chianti is with Expedia's filter tool. Narrow your search by star rating, amenities and budget to nab unbeatable rates in only a click or two. ### What is there to do near my villa in Gaiole in Chianti? > There are plenty of fantastic things to do in Gaiole in Chianti. Make tracks to leading attractions like [Cantalici Winery](https://www.expedia.ca/Cantalici-Winery-Gaiole-in-Chianti.d553248621562144630.Vacation-Attraction), [Castle of Brolio](https://www.expedia.ca/Castle-Of-Brolio-Gaiole-in-Chianti.d6249465.Vacation-Attraction) and [Meleto Castle](https://www.expedia.ca/Meleto-Castle-Gaiole-in-Chianti.d6186842.Vacation-Attraction). [Badia a Coltibuono](https://www.expedia.ca/Badia-A-Coltibuono-Gaiole-in-Chianti.d6292126.Vacation-Attraction), [Church of San Sigismondo](https://www.expedia.ca/Church-Of-San-Sigismondo-Gaiole-in-Chianti.d6238140.Vacation-Attraction) and [PoggioBrandani](https://www.expedia.ca/PoggioBrandani-Gaiole-in-Chianti.d553248621532500722.Vacation-Attraction) also appeal to many visitors. ## Explore a world of travel with Expedia - More ways to book - [Book Villas in Gaiole in Chianti on Expedia.it](https://www.expedia.it/Gaiole-In-Chianti-Ville.d603149-aaVille.Guida-Viaggi-Alloggi)