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Our top choices for Chianti Region hotels

Breakfast included

1. La Certosa di Pontignano

Castelnuovo Berardenga

Edyta

￥17,370 total

includes taxes & fees

Aug 19 - Aug 20

2. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

￥21,396 total

includes taxes & fees

Aug 27 - Aug 28

3. Agriturismo San Sano

Gaiole in Chianti

Paula

￥18,945 total

includes taxes & fees

Aug 4 - Aug 5

4. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

￥68,948 total

includes taxes & fees

Aug 9 - Aug 10

5. Palagina la cascina

Figline e Incisa Valdarno

Peter

￥16,327 total

includes taxes & fees

Aug 5 - Aug 6

Breakfast, lunch, dinner and brunch served

6. Villa San Lucchese

Poggibonsi

Simona

￥25,067 total

includes taxes & fees

Aug 21 - Aug 22

7. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Lin

￥27,754 total

includes taxes & fees

Aug 3 - Aug 4

8. Borgo Del Cabreo

Greve in Chianti

joseph

￥57,195 total

includes taxes & fees

Aug 8 - Aug 9

9. Hotel Il Viandante

Terranuova Bracciolini

Michelle

￥19,475 total

includes taxes & fees

Aug 13 - Aug 14

10. Dievole Wine Resort

Castelnuovo Berardenga

Rory

￥54,909 total

includes taxes & fees

Aug 26 - Aug 27

11. Castello di Meleto

Gaiole in Chianti

Vinesh

￥27,390 total

includes taxes & fees

Aug 3 - Aug 4

2 restaurants; breakfast, lunch, and dinner served

12. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Jason

￥27,338 total

includes taxes & fees

Aug 23 - Aug 24

Exclusive Double Room, 1 King Bed, Patio | Premium bedding, down comforters, in-room safe, desk

13. Tenuta CorteDomina

Radda in Chianti

Dustin

￥48,165 total

includes taxes & fees

Aug 3 - Aug 4

14. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Sachin

￥93,031 total

includes taxes & fees

Aug 10 - Aug 11

15. Relais Vignale & Spa

Radda in Chianti

tera

￥39,183 total

includes taxes & fees

Aug 31 - Sep 1

16. B&B Poggiobonizio

Poggibonsi

Kody

￥12,238 total

includes taxes & fees

Sep 1 - Sep 2

17. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

￥41,574 total

includes taxes & fees

Aug 17 - Aug 18

18. Palagina la Dimora

Figline e Incisa Valdarno

Tarek

￥22,588 total

includes taxes & fees

Aug 3 - Aug 4

Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

19. Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

Michelle

￥32,128 total

includes taxes & fees

Sep 1 - Sep 2

20. Hotel Toscana Ambassador

Poggibonsi

Shalayna

￥12,611 total

includes taxes & fees

Aug 8 - Aug 9

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Vacation Rentals in Chianti Region

Townhouse

Villa Curina Resort

Castelnuovo Berardenga

"Beautiful property"

Townhouse

Villa il Fedino

San Casciano in Val di Pesa

"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...

Apartment

Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers

Villa Il Palagio

Rignano sull'Arno

"Our family of five enjoyed our time at the property very much. The rooms were comfortable and the surrounding area is beautiful. The pool is a huge plus to cool down and have a relaxing time. The Rignano train station nearby makes it easy to get around Italy, by connecting to Florence’s main station. Truly an asset. The A1 highway is also nearby connecting you within easy access to beautiful Tuscany. Restaurants in the area were very good also. I would definitely stay again at Vila Il...

Townhouse

Terre di Baccio

Greve in Chianti

"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"

Townhouse

La Locanda di Pietracupa

Barberino Tavarnelle

"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."

Camping

Glamping Village Orlando in Chianti

Cavriglia

"Had an amazing stay and wished we'd had longer there"

Townhouse

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

San Casciano in Val di Pesa

"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"

Residence

Residence Poggio del Golf

Impruneta

"Pool was a welcome treat after hard days touring, kitchenette and full fridge freezer was great, air con worked well, laundry a great bonus. Nice location Would recommend to friends"

Camping

Hu Norcenni Girasole Village

Figline e Incisa Valdarno

"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."

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Stay near popular Chianti Region attractions

A spiral staircase with a person standing on it.

Antinori nel Chianti Classico

9.4/10 (16 reviews)

You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the churches and wineries in this walkable area.

See properties

Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

See all hotels in Chianti Region

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Top Chianti Region Hotel Reviews

Relais Vignale & Spa

10/10 Excellent

"This place is absolutely amazing. The pictures don't do it justice. The rooms are simple, but the staff, food, pool, and views are wonderful. I would highly recommend this place as a couples getaway. The included breakfast and nice parking situation were huge benefits as well."

Villa I Barronci Resort & Spa

10/10 Excellent

"This was a fabulous stay. The property is beautiful, the grounds were fun to walk and the swimming pool was lovely. Breakfast every morning was delicious. Hotel was very quiet during the week but was noticeably busier starting Friday (I think local people come just for the weekend). Our room was spacious and very clean. Bed was very comfortable. There is a bar near the pool that serves drinks in the afternoon and dinner nightly on the terrace. The nearby town was so cute and had a coop as well as numerous delicious restaurants (I recommend Nonno’s for a rustic, authentic dinner, La Carboneira for pizzas and I Pini for gelato. I would stay here again and highly recommend!"

Salvadonica - Borgo del Chianti

10/10 Excellent

"This is the Tuscan escape you dream about! We absolutely loved our stay at Salvadonica! A peaceful retreat surrounded by vineyards, hills, and incredible sunsets! It’s perfectly situated to explore Chianti and other locations nearby. The restored farmhouse offers wonderful accommodations that are comfortable and private. There’s a refreshing pool, outdoor movies, yoga in the vineyard, and plenty of spaces to escape and relax. The onsite restaurant La Volpenera, was casually elegant and delicious! Try the gelato with the Salvadonica olive oil…you won’t be sorry. The included breakfast buffet featured a variety of options and was perfect start to each day. We signed up for the Wine and Olive Oil Tasting with Sommelier Irene which gave us a personalized tasting of Salvedonica’s products and history. Excellent experience! And we took the Cooking Class with Chef Ivana which was the best meal we had on our entire trip! Cooking with Ivana felt like we were spending the day with family! Everyone working here provided exceptional service! I only wish we had a longer stay! Can’t wait to return to Salvadonica!"

Villa Il Palagio

10/10 Excellent

"Our family of five enjoyed our time at the property very much. The rooms were comfortable and the surrounding area is beautiful. The pool is a huge plus to cool down and have a relaxing time. The Rignano train station nearby makes it easy to get around Italy, by connecting to Florence’s main station. Truly an asset. The A1 highway is also nearby connecting you within easy access to beautiful Tuscany. Restaurants in the area were very good also. I would definitely stay again at Vila Il Palagio."

Hotel Villa Campomaggio

10/10 Excellent

"I was fortunate enough to stay in this beautiful hotel whilst photographing a wedding in Tuscany and I was so pleased that I am hoping to stay again as soon as I can. The staff were lovely, the hotel was beautiful and the surrounding areas were stunning. The spa was clean and calming, with three different rooms to try and a jacuzzi. I was offered a free yoga class one morning and my room was cleaned before 10am every day. On my last day, I checked out at 11am after breakfast and was offered a place to keep my bags so that I could stay out by the pooI until I needed to leave. I would highly recommend this beautiful hotel to anyone travelling through Tuscany!"

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent

"Our hosts and the property lived up to all our expectations! Communication with Beatrice and Jacopo was excellent. This was especially important as we planned this trip ourselves. When we arrived, they were so welcoming. They made us feel at home. This was the perfect Tuscan experience for our family. We were 3 generations and the villa was just what we needed. The pool was a welcome respite after our days out. The kitchen was equipped with everything we needed for the days we chose to cook. But, the best meals of our trip were those cooked by Beatrice and Jacopo! We had breakfast and dinner prepared by them. An abundance of food! Don’t miss out on this! And don’t scroll past this property. Book it and you will be in for a treat!"