Title: Book the Best Hotels with INDOOR POOL in Chianti Region in 2026 | Expedia.ca [Chianti Region Travel Guide](https://expedia.ca/Chianti-Region.dx603148)[Hotels in Chianti Region](https://expedia.ca/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels)[Vacation Rentals in Chianti Region](https://expedia.ca/Chianti-Region-Vacation-Rentals.d603148.Travel-Guide-VacationRentals)[Flights to Chianti Region](https://expedia.ca/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights)[Things to do in Chianti Region](https://expedia.ca/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities)[Chianti Region Car Rentals](https://expedia.ca/Car-Rentals-In-Chianti-Region.d603148.Car-Rental-Guide)[Chianti Region Vacation Packages](https://expedia.ca/Chianti-Region.d603148.Destination-Travel-Guides) ![Chianti Region showing farmland](https://images.trvl-media.com/place/603148/a6b4be95-df3f-44a2-bf6d-bb1e6f500def.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with an Indoor Pool in Chianti Region from CA $137 - ![](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 availability on Chianti Region Hotels with an Indoor Pool Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-14&endDate=2025-12-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-15&endDate=2025-12-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chianti Region hotels with an indoor pool ![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/e4040fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/aa5161f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/1b3e0ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views ](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/bf1b9609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa di Palaia [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Casa-Di-Palaia.h96088992.Hotel-Information) Greve in Chianti 10/10 Exceptional (22) "Very well located in the heart if the Tuscany region." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eli CA $119 CA $137 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Casa-Di-Palaia.h96088992.Hotel-Information) ![Breakfast (EUR 10.00 per person)](https://images.trvl-media.com/lodging/22000000/21430000/21422800/21422783/bdb04ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, sun loungers](https://images.trvl-media.com/lodging/22000000/21430000/21422800/21422783/dd948ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21430000/21422800/21422783/fffbcf9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/22000000/21430000/21422800/21422783/8b4d98dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Volpaia [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Castello-Di-Volpaia.h21422783.Hotel-Information) Radda in Chianti 9.6/10 Exceptional (65) "A beautiful property with amazing views. The staff is very nice, the room was wonderful and food options were excellent. I highly recommend staying here. The tour of the winery was also fantastic. I loved my time here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabrielle CA $255 CA $288 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Castello-Di-Volpaia.h21422783.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/f41faf16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/bf339f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/59b16350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/944ced52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Casagrande Resort & SPA [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) Figline e Incisa Valdarno 9.2/10 Wonderful (375) "We had a great stay and loved the 2 bedrooms as a family of 4\. Very friendly and accommodating staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Stefanie CA $141 CA $159 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) ![Family Cottage, 3 Bedrooms (Due Torri) | View from room](https://images.trvl-media.com/lodging/29000000/28630000/28620500/28620497/eca617c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/29000000/28630000/28620500/28620497/465ac064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa (Gelso) | View from room](https://images.trvl-media.com/lodging/29000000/28630000/28620500/28620497/11b8f522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa (Gelso) | Terrace/patio](https://images.trvl-media.com/lodging/29000000/28630000/28620500/28620497/0f0dbf15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VIESCA Suites & Villas – Il Borro Toscana [](https://www.expedia.ca/Reggello-Hotels-VIESCA-Suites-Villas-Il-Borro-Toscana.h28620497.Hotel-Information) Reggello 9.2/10 Wonderful (7) "A dream. Peaceful is the only word that comes to mind. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaux CA $347 CA $385 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Reggello-Hotels-VIESCA-Suites-Villas-Il-Borro-Toscana.h28620497.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/4a6bd899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/27ef3f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch served](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/8d6d7398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, Multiple Bedrooms (Il Borro)](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/54b2f9e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Borro - Relais & Châteaux [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) Loro Ciuffenna 9.2/10 Wonderful (99) "A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ian CA $589 CA $648 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/b8b0f4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/187ae210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/0273c2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/37d88bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Palazzo San niccolò & Spa [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information) Radda in Chianti 9.2/10 Wonderful (177) "Ideal country setting" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Dee CA $146 CA $171 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information) ![Deluxe Room | Vineyard view](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/95292913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/a118885b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (with SPA access) | Vineyard view](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/2c78359e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 13 per person)](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/68b8f035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Leopoldo Dimora Storica & Spa [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) Radda in Chianti 9.2/10 Wonderful (275) "We loved it was easy to get to wineries or small towns we wanted to visit" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol CA $131 CA $154 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/69679e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/7f490258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/96aac713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COMO Castello Del Nero [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) Barberino Tavarnelle 9.6/10 Exceptional (133) "Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $1,096 CA $1,218 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/3584552d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Kitchenette (Iris) | Private kitchen](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/a0c7f7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/56f95cbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Kitchenette (Iris)](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/eb2dffec.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) "Very nice agriturismo. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39020000/39010300/39010298/97df6644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared fridge, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/40000000/39020000/39010300/39010298/6feb4b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39020000/39010300/39010298/3a4b6afd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/40000000/39020000/39010300/39010298/9747e025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B Poggiobonizio [](https://www.expedia.ca/Poggibonsi-Hotels-BB-Poggiobonizio.h39010298.Hotel-Information) Poggibonsi 9.2/10 Wonderful (62) "Simone is a really nice person, he help us a lot, very friendly, room was clean, breakfast was good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Odalis [](https://www.expedia.ca/Poggibonsi-Hotels-BB-Poggiobonizio.h39010298.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=2025-12-28&endDate=2025-12-29®ionId=603148&adults=2&property_amenities_group_explore=indoor_pool&sort=RECOMMENDED&openPlayBack=true) ## Top Chianti Region Hotel Reviews ![Castello di Spaltenna- Small Luxury Hotels of the World](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg) ### Castello di Spaltenna- Small Luxury Hotels of the World 10/10 Excellent "The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! " [](https://expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![Palazzo Leopoldo Dimora Storica & Spa](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/95292913_y.jpg) ### Palazzo Leopoldo Dimora Storica & Spa 10/10 Excellent "Excellent breakfast. " [](https://expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) ![Hotel Palazzo San niccolò & Spa](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/b8b0f4e2_y.jpg) ### Hotel Palazzo San niccolò & Spa 10/10 Excellent "The property is beautifully old but be careful how much luggage you bring as there is no elevator, Only stairs. Room is nice. Bathrooms nicely updated. No complaints!" [](https://expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information) ![Villa Casagrande Resort & SPA](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/f41faf16_y.jpg) ### Villa Casagrande Resort & SPA 10/10 Excellent "We had a great stay and loved the 2 bedrooms as a family of 4\. Very friendly and accommodating staff" [](https://expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Lgbt Friendly Hotels in Antella ](https://www.expedia.ca/Antella-Hotels-LGBT-Friendly-Hotel.0-0-d6142059-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Badia Coltibuono Hotels ](https://www.expedia.ca/Badia-Coltibuono-Hotels.d553248635975857717.Travel-Guide-Hotels) - [Casole Hotels ](https://www.expedia.ca/Casole-Hotels.d3000429476.Travel-Guide-Hotels) - [B&B in Castellina in Chianti ](https://www.expedia.ca/Castellina-In-Chianti-Bed-And-Breakfast.d55534-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Luxury Hotels in Castellina in Chianti ](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Luxury-Hotel.0-0-d55534-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Castellina in Chianti ](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Wedding-Hotels.0-0-d55534-tWeddingHotels.Travel-Guide-Filter-Hotels) - 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