Chianti Region Luxury Holidays
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Top Luxury holiday packages in Chianti Region
- The Rif - Boutique Hotel
13 Dec - 16 DecThe Rif - Boutique Hotel + Flight
Pisa City Centre3 nights3.0 star property8.8/10 - Excellent (71 reviews)Return • London (STN) - Florence (FLR)STN - PSA • Direct PSA - STN • Direct£221£150found 20 hours agoper traveller - Aurum Uffizi
29 Dec - 2 JanAurum Uffizi + Flight
Historic Centre of Florence4 nights4.0 star property7.6/10 - Good (1,002 reviews)"Perfect location"Reviewed November 2, 2026Return • London (LGW) - Florence (FLR)LGW - FLR • Direct FLR - LGW • Direct£1,046£547found 1 day agoper traveller - Alfieri9
30 Dec - 1 JanAlfieri9 + Flight
Historic Centre of Florence2 nights3.0 star property9.6/10 - Exceptional (176 reviews)"It was a great experience. Not far from the center but in a quieter neighborhood. Clean and well kept property."Reviewed November 7, 2026Return • Birmingham (BHX) - Florence (FLR)BHX - FCO • Direct FCO - BHX • Direct - Hotel Villa Liana
30 Dec - 1 JanHotel Villa Liana + Flight
Historic Centre of Florence2 nights3.0 star property8.8/10 - Excellent (380 reviews)Return • Birmingham (BHX) - Florence (FLR)BHX - FCO • Direct FCO - BHX • Direct - Eurostars Florence Boutique
22 Jan - 25 JanEurostars Florence Boutique + Flight
Historic Centre of Florence3 nights4.0 star property8.6/10 - Excellent (510 reviews)Return • Manchester (MAN) - Florence (FLR)MAN - FLR • 1 stop FLR - MAN • 1 stop£509£347found 1 hour agoper traveller
Discover the most popular places to visit in Chianti Region
What to do in Chianti Region
City Sightseeing Florence Hop-on Hop-off Bus Tour
Reserved Entry Florence Duomo: Express Guided Tour
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Top Luxury Chianti Region Hotels
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Chapter Chianti, a Member of Design Hotels
Chapter Chianti, a Member of Design Hotels"Imcredible hotel and location. Perfect for a slow life getaway. Room is big and staff is kind. Food was delicious"
Dievole Wine Resort
Dievole Wine Resort
Borgo Scopeto Wine & Country Relais
Borgo Scopeto Wine & Country Relais"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9...
Tenuta CorteDomina
Tenuta CorteDomina"Wonderful property with a breathtaking view! They restored the property but kept the rustic feel."
Salvadonica - Borgo del Chianti
Salvadonica - Borgo del Chianti"Muy buena atención y ubicación inmejorable."
Terre di Baccio
Terre di Baccio
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 £150. 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.