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Our top choices for Chianti Region hotels

Breakfast included

1. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

￥21,684 total

includes taxes & fees

Aug 27 - Aug 28

2. La Certosa di Pontignano

Castelnuovo Berardenga

Edyta

￥17,304 total

includes taxes & fees

Aug 22 - Aug 23

3. Agriturismo San Sano

Gaiole in Chianti

Paula

￥23,560 total

includes taxes & fees

Aug 27 - Aug 28

4. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Qingwen

￥93,091 total

includes taxes & fees

Aug 10 - Aug 11

5. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Lin

￥28,571 total

includes taxes & fees

Aug 27 - Aug 28

6. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Matteo

￥105,437 total

includes taxes & fees

Aug 13 - Aug 14

7. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

￥69,129 total

includes taxes & fees

Aug 9 - Aug 10

8. Palagina la cascina

Figline e Incisa Valdarno

Peter

￥13,299 total

includes taxes & fees

Aug 10 - Aug 11

Breakfast, lunch, dinner and brunch served

9. Villa San Lucchese

Poggibonsi

Simona

￥26,669 total

includes taxes & fees

Aug 19 - Aug 20

10. Castello di Meleto

Gaiole in Chianti

Vinesh

￥27,462 total

includes taxes & fees

Aug 7 - Aug 8

11. Dievole Wine Resort

Castelnuovo Berardenga

Rory

￥56,727 total

includes taxes & fees

Aug 26 - Aug 27

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

12. Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

Sergey

￥34,836 total

includes taxes & fees

Aug 30 - Aug 31

Turkish bath, body treatments, body scrubs, facials

13. Hotel Il Piccolo Castello

Monteriggioni

Ian

￥26,531 total

includes taxes & fees

Aug 6 - Aug 7

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

14. Tenuta CorteDomina

Radda in Chianti

Dustin

￥47,812 total

includes taxes & fees

Aug 6 - Aug 7

15. Borgo Del Cabreo

Greve in Chianti

joseph

￥57,345 total

includes taxes & fees

Aug 27 - Aug 28

16. Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

Rama

￥70,250 total

includes taxes & fees

Aug 16 - Aug 17

Sauna, hot tub, steam room, Turkish bath, body treatments, aromatherapy

17. Hotel Villa Campomaggio

Radda in Chianti

Katelyn

￥42,021 total

includes taxes & fees

Aug 23 - Aug 24

18. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

￥40,136 total

includes taxes & fees

Aug 24 - Aug 25

19. Relais Vignale & Spa

Radda in Chianti

tera

￥41,601 total

includes taxes & fees

Aug 28 - Aug 29

20. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Lauren

￥24,702 total

includes taxes & fees

Aug 7 - Aug 8

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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...

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"

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"

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...

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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.

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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

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"

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!"