Title: TOP Hotels with Pools in Chianti Region for 2025 - Chianti Region Hotels with a Pool | Expedia.co.uk [Chianti Region Travel Guide](https://expedia.co.uk/Chianti-Region.dx603148)[Hotels in Chianti Region](https://expedia.co.uk/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels)[Holiday Rentals in Chianti Region](https://expedia.co.uk/Chianti-Region-Holiday-Rentals.d603148.Travel-Guide-HolidayRentals)[Flights to Chianti Region](https://expedia.co.uk/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights)[Things to do in Chianti Region](https://expedia.co.uk/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities)[Chianti Region Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chianti-Region.d603148.Car-Hire-Guide)[Chianti Region Holidays](https://expedia.co.uk/Chianti-Region.d603148.Holidays-City-Breaks) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/410000/410487-Torre-Del-Mangia.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Chianti Region ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Pool Tonight [19 Sept - 20 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-09-19&endDate=2025-09-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [20 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-09-20&endDate=2025-09-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-09-19&endDate=2025-09-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-09-26&endDate=2025-09-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chianti Region Hotels with Pool ## Our top choices for Chianti Region hotels with a pool ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/3167b59e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/d55388f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/7c35f9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Regional cuisine](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/bf56b5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Vicchiomaggio Greve in Chianti 9.4/10 Exceptional (360) "This property is gorgeous! The grounds are beautiful. The restaurant was excellent! " £149 includes taxes & fees 5 Oct - 6 Oct [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-Castello-Vicchiomaggio.h7564854.Hotel-Information) ![Poolside bar](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/72f1acd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/bd9729ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; pool views ](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/2518e1c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Land view from property](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/31773bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Vignale & Spa Radda in Chianti 9.2/10 Wonderful (276) "My friend and I had such a relaxing time at Relais!! We both got amazing massages from Natalie, the staff helped me figure out how to get to Rome after, the rooms were GORGEOUS, the pool was spectacular and got great poolside drinks, and the food/wine was the best!!! Stay here for a romantic and relaxing getaway surrounded by Tuscany’s beautiful rolling hills and vineyards. Would definitely come back!" £162 includes taxes & fees 6 Oct - 7 Oct [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Relais-Vignale-Spa.h1122097.Hotel-Information) ![Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/0e954f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tree House | Egyptian cotton sheets, premium bedding, down duvets, memory-foam beds](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/f9e9d290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tree House | View from room](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/5794994c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa I Barronci Resort & Spa San Casciano in Val di Pesa 9.2/10 Wonderful (401) "Beautiful hotel!" £142 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/f2375def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/f562aa0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/6322c664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/085024c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo San Sano Gaiole in Chianti 10/10 Exceptional (68) "Great place to stay in Chianti region, quiet and charming property." [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-Hotel-Residence-San-Sano.h1491964.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/5000000/4990000/4985100/4985032/f3280e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/5000000/4990000/4985100/4985032/d80b49b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room (Castello La Leccia) | Minibar, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/5000000/4990000/4985100/4985032/600a5ff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily local cuisine breakfast ](https://images.trvl-media.com/lodging/5000000/4990000/4985100/4985032/53b0db46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello La Leccia Castellina in Chianti 10/10 Exceptional (82) "This castle hotel was like a dream come true in the heart of Chianti Region The restaurant on site was simply delicious, the wine tour was very enjoyable on their own property. Every staff member we met showed wonderful hospitality Extremely charming with the best views around." £220 includes taxes & fees 1 Oct - 2 Oct [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Castello-La-Leccia.h4985032.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/67000000/66500000/66490600/66490510/6b2f9da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/67000000/66500000/66490600/66490510/f35a8937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room | Premium bedding, pillow-top beds, minibar, in-room safe](https://images.trvl-media.com/lodging/67000000/66500000/66490600/66490510/28d6d762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/67000000/66500000/66490600/66490510/f6a0acf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La pietra del cabreo Greve in Chianti 10/10 Exceptional (89) "Perfect from the minute we arrived " [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-LA-PIETRA-DEL-CABREO.h66490510.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1680000/1675500/1675499/0f881b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, Italian cuisine](https://images.trvl-media.com/lodging/2000000/1680000/1675500/1675499/7f670447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1680000/1675500/1675499/7bac7d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1680000/1675500/1675499/97625516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Certaldo Certaldo 9.2/10 Wonderful (523) "We loved this property. Lots of space to run around with our little one. The staff we amazing! " [](https://www.expedia.co.uk/Certaldo-Hotels-Hotel-Certaldo.h1675499.Hotel-Information) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/35b80314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/0cec1f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/f0b9ee56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Italian cuisine](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/aaf1d984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Sabolini Colle di Val d'Elsa 9.2/10 Wonderful (183) "Nice quiet beautiful place " £107 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information) ![Seasonal outdoor pool, open 7 AM to 8:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/f05836b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/ea777c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/84804899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/7a69a6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa San Lucchese Poggibonsi 9.4/10 Exceptional (330) "The staff was so kind and helpful. The food and setting of Villa San Lucchese are wonderful." [](https://www.expedia.co.uk/Poggibonsi-Hotels-Villa-San-Lucchese.h1685892.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/8e4c1be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | 2 bedrooms, premium bedding, down duvets, in-room safe](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/b54f0e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/f58917b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/9c14d908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Terre di Baccio Greve in Chianti 10/10 Exceptional (65) "Beautiful, peaceful location, with fabulous rooms." [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-Terre-Di-Baccio.h23183851.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=2025-10-03&endDate=2025-10-04®ionId=603148&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Chianti Region Hotel Reviews ![Hotel Borgo di Cortefreda Relais](//images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c_y.jpg) ### Hotel Borgo di Cortefreda Relais 10/10 Excellent "We really enjoyed our honeymoon suite. We would definitely recommend this spot." [](https://expedia.co.uk/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![Hu Norcenni Girasole Village](//images.trvl-media.com/lodging/4000000/3540000/3530100/3530075/dcea3a98_y.jpg) ### Hu Norcenni Girasole Village 10/10 Excellent "Clean pool, everything within easy reach, beautiful rooms, lovely staff, my only concern was the lack of a kettle in the room- this was managable but I'd say a kettle is more universal that an espresso maker. Take bug bite spray though- the bugs ate me alive due to being in the hills, but still one of the best places with everything being near. The little road train was fabulous! Its made me want to book another break with Hu! " [](https://expedia.co.uk/Figline-E-Incisa-Valdarno-Hotels-Norcenni-Girasole-Village.h3530075.Hotel-Information) ![Villa I Barronci Resort & Spa](//images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd_y.jpg) ### Villa I Barronci Resort & Spa 10/10 Excellent "Wonderful place to stay to soak in the views of Tuscany. The pool area with views are gorgeous. Breakfast was fantastic. Rooms were clean, property was quiet. There are a lot of dining options a 10 min drive away in the town of San Casciano. You definately need a car here. Absoltuely wonderful stay, the highlight of my trip!" [](https://expedia.co.uk/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) ![Castello di Fonterutoli Wine Resort](//images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a_y.jpg) ### Castello di Fonterutoli Wine Resort 10/10 Excellent "Really nice, quiet, next to the vineyard. " [](https://expedia.co.uk/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![Castello di Spaltenna- Small Luxury Hotels of the World](//images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg) ### Castello di Spaltenna- Small Luxury Hotels of the World 10/10 Excellent "An utterly enchanting escape nestled within the Tuscan hills, Castello di Spaltenna perfectly blends centuries-old charm with modern elegance. The spa and both indoor and outdoor pools are wonderfully indulgent, complemented by serene views across vineyards and olive groves. The Michelin-starred restaurant, Il Pievano, delivers exceptional cuisine under romantic candlelight, while attentive and warm-hearted service adds to every moment. Each room feels genuinely Tuscan—stone walls, beamed ceilings, cozy fireplaces—all paired with contemporary comforts. Mornings on the breakfast terrace offer breathtaking panoramas that awaken the senses, and the immaculate grounds invite long, relaxing strolls. A magical, unforgettable retreat—we can’t wait to return." [](https://expedia.co.uk/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![COMO Castello Del Nero](//images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/3986de2c_y.jpg) ### COMO Castello Del Nero 10/10 Excellent "Beautiful!" [](https://expedia.co.uk/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![Relais Vignale & Spa](//images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/97955edf_y.jpg) ### Relais Vignale & Spa 10/10 Excellent "My friend and I had such a relaxing time at Relais!! We both got amazing massages from Natalie, the staff helped me figure out how to get to Rome after, the rooms were GORGEOUS, the pool was spectacular and got great poolside drinks, and the food/wine was the best!!! Stay here for a romantic and relaxing getaway surrounded by Tuscany’s beautiful rolling hills and vineyards. Would definitely come back!" [](https://expedia.co.uk/Radda-In-Chianti-Hotels-Relais-Vignale-Spa.h1122097.Hotel-Information) ![Palazzo Leopoldo Dimora Storica & Spa](//images.trvl-media.com/lodging/1000000/920000/911700/911656/95292913_y.jpg) ### Palazzo Leopoldo Dimora Storica & Spa 10/10 Excellent "We loved it was easy to get to wineries or small towns we wanted to visit" [](https://expedia.co.uk/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) ![Villa Castiglione](//images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b_y.jpg) ### Villa Castiglione 10/10 Excellent "Lovely friendly hotel with a gorgeous courtyard for dinner and aperitivo! Great view of Florence? 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