Our top choices for Chianti Region hotels

1. La Certosa di Pontignano

Castelnuovo Berardenga

Edyta

￥23,016 total

includes taxes & fees

Jul 30 - Jul 31

2. Agriturismo San Sano

Gaiole in Chianti

Shawn

￥21,665 total

includes taxes & fees

Jul 22 - Jul 23

3. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

￥25,754 total

includes taxes & fees

Aug 4 - Aug 5

Breakfast, lunch, dinner and brunch served

4. Villa San Lucchese

Poggibonsi

Simona

￥24,126 total

includes taxes & fees

Jul 24 - Jul 25

5. Chapter Chianti, a Member of Design Hotels

Cavriglia

￥60,463 total

includes taxes & fees

Aug 3 - Aug 4

6. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Sachin

￥81,777 total

includes taxes & fees

Aug 3 - Aug 4

7. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Lin

￥25,577 total

includes taxes & fees

Jul 28 - Jul 29

8. Relais Vignale & Spa

Radda in Chianti

tera

￥41,689 total

includes taxes & fees

Jul 29 - Jul 30

9. Palagina la cascina

Figline e Incisa Valdarno

Igor

￥20,818 total

includes taxes & fees

Jul 22 - Jul 23

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

10. Hotel Villa Campomaggio

Radda in Chianti

Katelyn

￥41,174 total

includes taxes & fees

Aug 4 - Aug 5

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

11. Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

katherine

￥37,271 total

includes taxes & fees

Aug 19 - Aug 20

12. Hotel Il Viandante

Terranuova Bracciolini

Michelle

￥20,194 total

includes taxes & fees

Aug 16 - Aug 17

13. Castello di Meleto

Gaiole in Chianti

Vinesh

￥42,477 total

includes taxes & fees

Aug 6 - Aug 7

14. Castello di Tornano Wine Resort

Gaiole in Chianti

￥40,921 total

includes taxes & fees

Aug 5 - Aug 6

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

15. Tenuta CorteDomina

Radda in Chianti

Dustin

￥45,807 total

includes taxes & fees

Aug 21 - Aug 22

16. Dievole Wine Resort

Castelnuovo Berardenga

Pamela

￥62,859 total

includes taxes & fees

Jul 28 - Jul 29

Indoor pool, seasonal outdoor pool, sun loungers

17. Hotel Palazzo San niccolò & Spa

Radda in Chianti

gary

￥23,110 total

includes taxes & fees

Aug 4 - Aug 5

18. Hu Norcenni Girasole Village

Figline e Incisa Valdarno

Kalinka

￥16,976 total

includes taxes & fees

Jul 22 - Jul 23

19. Hotel Toscana Ambassador

Poggibonsi

Shalayna

￥12,551 total

includes taxes & fees

Aug 2 - Aug 3

20. B&B Poggiobonizio

Poggibonsi

Kody

￥12,758 total

includes taxes & fees

Jul 25 - Jul 26

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Vacation Rentals in Chianti Region

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

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...

Residence

Castello Del Nero - Podere San Filippo

Barberino Tavarnelle

"Beautiful property- perfect stay for our family of four (parents and two young adults). Breathtaking views and property. Pool was lovely. Very comfortable accommodations. Helpful staff."

Apartment

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

Villa Il Palagio

Rignano sull'Arno

"Clean room. Staff was amazing and friendly! Breakfast was delicious. The place is super relaxing. Pool is bra. Rooms are SQUEAKY CLEAN and spacious! Would absolutely come back!"

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"

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"

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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

hu Firenze Certosa camping in town

8/10 Good

"it was pleasant and clean"

Villa I Barronci Resort & Spa

10/10 Excellent

"An amazing place to stay and relax in Florence. Highly recommend if you want a place to relax and away from the crowds . The staff was very respectful, polite and accommodating. Breakfast was amazing especially the chocolate croissants. Great value for the price. Thank you villa I Barronci!"

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!"