Title: Chianti Region Luxury Holidays 2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/603148/a6b4be95-df3f-44a2-bf6d-bb1e6f500def.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chianti Region Luxury Holidays ## Book a Luxury Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected ## Top flight + Luxury hotel deals in Chianti Region Price found within the past 48 hours. Click for updated prices. ![Hotel Certaldo](https://images.trvl-media.com/lodging/2000000/1680000/1675500/1675499/0f881b23_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Certaldo £326 per person 10 Apr - 13 Apr found 20 hours ago Return flight included London (LON) to Florence (FLR) 9.2/10 Wonderful! (529 reviews) We loved this property. Lots of space to run around with our little one. The staff we amazing! Reviewed on 9 Aug 2025 ![Hotel Palazzo San niccolò & Spa](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/b8b0f4e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Palazzo San niccolò & Spa £359 per person 29 Mar - 3 Apr found 1 day ago Return flight included London (LON) to Florence (FLR) 9.2/10 Wonderful! (175 reviews) 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! Reviewed on 30 Sept 2025 ![Palazzo Leopoldo Dimora Storica & Spa](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/95292913_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Palazzo Leopoldo Dimora Storica & Spa £386 per person 29 Mar - 3 Apr found 1 day ago Return flight included London (LON) to Florence (FLR) 9.2/10 Wonderful! (272 reviews) I booked a massage with my husband at the spa and was not very impressed by the whole process first of all the girl came in 10 minutes later and stopped at the 15 minute mark, even though she was late I felt like the massage did not massage us did not Put any effort into it. It was very lame as far as I’m concerned I’ve had many many massages in this was probably one of my worst and my husband, the same thing. Reviewed on 25 Sept 2025 ![Castello di Spaltenna- Small Luxury Hotels of the World](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Castello di Spaltenna- Small Luxury Hotels of the World Save 100% on your flight £420 per person 13 Apr - 16 Apr just found Return flight included Manchester (MAN) to Florence (FLR) 9.6/10 Exceptional! (261 reviews) 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! Reviewed on 14 Oct 2025 ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Hotel Continental Siena – Starhotels Collezione Siena City Centre £710 per person 29 Mar - 3 Apr found 1 day ago Return flight included London (LON) to Florence (FLR) 9.2/10 Wonderful! (571 reviews) Good, prompt service. Attractive and clean room and public spaces. Super central. Reviewed on 8 Jan 2026 Don't see what you're looking for? See all available trips from London to Chianti Region [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-02-25/2026-03-04/?FromAirport=LON&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury holidays in Chianti Region Price found within the past 48 hours. Click for updated prices. ![Hotel Certaldo](https://images.trvl-media.com/lodging/2000000/1680000/1675500/1675499/0f881b23_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Certaldo £326 per person 10 Apr - 13 Apr found 20 hours ago Return flight included London (LON) to Florence (FLR) 9.2/10 Wonderful! (529 reviews) We loved this property. Lots of space to run around with our little one. The staff we amazing! Reviewed on 9 Aug 2025 ![Castello di Spaltenna- Small Luxury Hotels of the World](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Castello di Spaltenna- Small Luxury Hotels of the World Save 100% on your flight £420 per person 13 Apr - 16 Apr just found Return flight included Manchester (MAN) to Florence (FLR) 9.6/10 Exceptional! (261 reviews) 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! Reviewed on 14 Oct 2025 ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Hotel Continental Siena – Starhotels Collezione Siena City Centre £710 per person 29 Mar - 3 Apr found 1 day ago Return flight included London (LON) to Florence (FLR) 9.2/10 Wonderful! (571 reviews) Good, prompt service. Attractive and clean room and public spaces. Super central. Reviewed on 8 Jan 2026 Don't see what you're looking for? See all available trips from London to Chianti Region [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-02-25/2026-03-04/?FromAirport=LON&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays in Chianti Region Price found within the past 48 hours. Click for updated prices. ![Hotel Certaldo](https://images.trvl-media.com/lodging/2000000/1680000/1675500/1675499/0f881b23_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Certaldo £326 per person 10 Apr - 13 Apr found 20 hours ago Return flight included London (LON) to Florence (FLR) 9.2/10 Wonderful! (529 reviews) We loved this property. Lots of space to run around with our little one. The staff we amazing! Reviewed on 9 Aug 2025 ![Castello di Spaltenna- Small Luxury Hotels of the World](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Castello di Spaltenna- Small Luxury Hotels of the World Save 100% on your flight £420 per person 13 Apr - 16 Apr just found Return flight included Manchester (MAN) to Florence (FLR) 9.6/10 Exceptional! (261 reviews) 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! Reviewed on 14 Oct 2025 ![COMO Castello Del Nero](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### COMO Castello Del Nero £1,134 per person 10 Apr - 13 Apr found 20 hours ago Return flight included London (LON) to Florence (FLR) 9.6/10 Exceptional! (131 reviews) 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). Reviewed on 25 Oct 2025 Don't see what you're looking for? See all available trips from London to Chianti Region [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-02-25/2026-03-04/?FromAirport=LON&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury holidays in Chianti Region Price found within the past 48 hours. Click for updated prices. ![Villa Scacciapensieri Boutique Hotel](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/b46a6593_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villa Scacciapensieri Boutique Hotel Scacciapensieri £235 per person 13 Mar - 17 Mar just found Return flight included London (LON) to Florence (FLR) 9.2/10 Wonderful! (420 reviews) The villa was wonderful and absolutely beautiful. My friends and I absolutely loved our stay here. Reviewed on 21 Nov 2025 ![La Villa di STR](https://images.trvl-media.com/lodging/11000000/10940000/10938400/10938337/2db26c29_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Villa di STR Siena Historical Center Save 100% on your flight £257 per person 13 Mar - 17 Mar just found Return flight included London (LON) to Florence (FLR) 9.2/10 Wonderful! (412 reviews) Clean room, nice villa and breakfast Reviewed on 6 Nov 2025 ![Hotel Palazzo San niccolò & Spa](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/b8b0f4e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Palazzo San niccolò & Spa £355 per person 2 Mar - 6 Mar found 1 day ago Return direct flight included Glasgow (GLA) to Florence (FLR) 9.2/10 Wonderful! (175 reviews) 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! Reviewed on 30 Sept 2025 Don't see what you're looking for? See all available trips from London to Chianti Region [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-02-25/2026-03-04/?FromAirport=LON&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## All you need to know about luxury holidays in Chianti Region #### What can I expect from a luxury Chianti Region holiday? Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes. #### How can I find all-inclusive luxury holidays in Chianti Region? Tick the all-inclusive and 5-star filters to find the crème de la crème of Chianti Region holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end. #### Can I book a cheap luxury holiday to Chianti Region? A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Chianti Region starting at £235\. Prices and availability are subject to change. Additional terms may apply. #### Are there luxury spa holidays in Chianti Region? For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Chianti Region spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh. #### What should I look for when booking a luxury family holiday in Chianti Region? Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore. #### Can I book luxury last-minute holidays to Chianti Region? You can wangle a top-notch luxury holiday in Chianti Region for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better! #### Can I book a luxury holiday in Chianti Region with free cancellation and/or flexible dates? If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions. #### Why should I book my luxury travel to Chianti Region with Expedia? Nobody does luxury quite like Expedia. With so many gorgeous properties in Chianti Region to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book. ## Top Luxury Chianti Region Hotels ![COMO Castello Del Nero](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### COMO Castello Del Nero Strada Spicciano 7 Barberino Tavarnelle FI - 10 min drive from Antinori nel Chianti Classico Stay at this luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Abbey of Passignano and Casa Sola - ... 9.4/10 Exceptional! (132 reviews) 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). Reviewed on 25 Oct 2025 [](https://expedia.co.uk/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![Castel Monastero - The Leading Hotels of the World](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/b16ad5c3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Castel Monastero - The Leading Hotels of the World Monastero D'Ombrone Castelnuovo Berardenga SI - 1 hour drive from Antinori nel Chianti Classico Stay at this luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Villa a Sesta Polo Club and Vittorio ... 8.8/10 Excellent! (144 reviews) Overall great. It was a bit colder when we went. I wish they put heat lamps in outside seating areas in the evenings. I did ask and they put one but it needed time to heat up. But other than that - amazing stay! Reviewed on 4 Oct 2025 [](https://expedia.co.uk/Castelnuovo-Berardenga-Hotels-Castel-Monastero.h2589383.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grand Hotel Continental Siena – Starhotels Collezione Banchi Di Sopra 85 Siena SI - 53 min drive from Antinori nel Chianti Classico Stay at this luxury hotel in Siena. Enjoy free Wi-Fi, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular ... 9.2/10 Wonderful! (577 reviews) Staff is amazing! The hotel is beautiful! Hotel is very clean and a respite from walking all day! Be sure and ask for different pillows if you are particular... they have many kinds to choose from! Reviewed on 20 Jan 2026 [](https://expedia.co.uk/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) [See all 4,726 properties in Chianti Region](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=603148) 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. ## More holidays you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Top Luxury Holiday Destinations > - [Luxury Holidays in Cape Verde ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/32/Cape-Verde) > - [Luxury Holidays in Corfu ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/816/Corfu) > - [Luxury Holidays in Croatia ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/43/Croatia) > - [Luxury Holidays in Cyprus ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/45/Cyprus) > - [Luxury Holidays in Egypt ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/52/Egypt) > - [Luxury Holidays in Greece ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/67/Greece) > - [Luxury Holidays in Ibiza ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/1559/Ibiza-Town) > - [Luxury Holidays in Italy ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/86/Italy) > - [Luxury Holidays in Lanzarote ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/282/Lanzarote) > - [Luxury Holidays in the Maldives ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/109/Maldives) > - [Luxury Holidays in Mallorca ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/602317/Majorca-Island) > - [Luxury Holidays in Sicily ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/6048323/Sicily) > - [Luxury Holidays in Spain ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/166/Spain) > - [Luxury Holidays in Tenerife ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/6047194/Tenerife) > - [Luxury Holidays in Thailand ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/178/Thailand) > - [Luxury Holidays in Turkey ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/183/Turkey) > - [Luxury Holidays in the United Kingdom ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/190/United-Kingdom) ## More Holiday Ideas [Flights to Chianti Region ](https://expedia.co.uk/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights)[ Chianti Region Hotels ](https://expedia.co.uk/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels)[ Chianti Region Holiday Rentals ](https://expedia.co.uk/Chianti-Region-Holiday-Rentals.d603148.Travel-Guide-HolidayRentals)[ 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)[ Things to do in Chianti Region ](https://expedia.co.uk/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app