Our top choices for Chianti Region hotels

Breakfast included

1. La Certosa di Pontignano

Castelnuovo Berardenga

Ken

￥23,889 total

includes taxes & fees

Jul 27 - Jul 28

2. Agriturismo San Sano

Gaiole in Chianti

Shawn

￥21,700 total

includes taxes & fees

Jul 19 - Jul 20

3. B&B Poggiobonizio

Poggibonsi

Kody

￥12,779 total

includes taxes & fees

Jul 27 - Jul 28

4. Hotel Il Viandante

Terranuova Bracciolini

Michelle

￥20,194 total

includes taxes & fees

Aug 16 - Aug 17

5. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Sachin

￥89,288 total

includes taxes & fees

Aug 2 - Aug 3

6. Villa Castiglione

Impruneta

Lee

￥21,751 total

includes taxes & fees

Jul 31 - Aug 1

7. Hotel Toscana Ambassador

Poggibonsi

Shalayna

￥12,310 total

includes taxes & fees

Aug 17 - Aug 18

8. Chapter Chianti, a Member of Design Hotels

Cavriglia

￥60,561 total

includes taxes & fees

Jul 25 - Jul 26

9. Palagina la cascina

Figline e Incisa Valdarno

Igor

￥15,838 total

includes taxes & fees

Jul 23 - Jul 24

10. Castello di Meleto

Gaiole in Chianti

Vinesh

￥42,544 total

includes taxes & fees

Jul 19 - Jul 20

11. Hotel Bellavista Impruneta

Impruneta

Nancy

￥15,566 total

includes taxes & fees

Jul 19 - Jul 20

12. Capanna 1826

San Gimignano

Carlos

￥21,002 total

includes taxes & fees

Jul 19 - Jul 20

13. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

￥40,989 total

includes taxes & fees

Aug 6 - Aug 7

14. Villa Sabolini

Colle di Val d'Elsa

Jose

￥35,812 total

includes taxes & fees

Aug 4 - Aug 5

15. Tenuta Decimo

San Gimignano

harman

￥13,167 total

includes taxes & fees

Jul 20 - Jul 21

16. Agriturismo Rebarco

Castelfiorentino

￥12,517 total

includes taxes & fees

Jul 20 - Jul 21

17. Hotel Casafrassi

Castellina in Chianti

Alex

￥13,004 total

includes taxes & fees

Jul 19 - Jul 20

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

18. Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

Gabriel

￥38,285 total

includes taxes & fees

Aug 9 - Aug 10

19. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Lauren

￥36,181 total

includes taxes & fees

Jul 28 - Jul 29

20. Hotel Tenuta Il Burchio

Figline e Incisa Valdarno

OY

￥16,480 total

includes taxes & fees

Aug 4 - Aug 5

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Vacation Rentals in Chianti Region

Townhouse

Villa Curina Resort

Castelnuovo Berardenga

"Beautiful property"

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

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Castelnuovo Berardenga

"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "

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."

Townhouse

Rocca di Castagnoli

Gaiole in Chianti

"It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well "

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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 Vicchiomaggio

10/10 Excellent

"Incredible stay."

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!"

Villa Sabolini

10/10 Excellent

"We came to this hotel unexpectedly and were so happy we found it. The staff are truly exceptional, friendly, attentive, accommodating, effective, welcoming. We arrived due to my wife having emergency surgery in Siena, we were supposed to be in Venice, and this hotel staff went to work making sure we were taken care of. The grounds are stunning as well, an amazing place to recover after surgery. The pool is beautiful and the restaurant is fantastic. I truly have enjoyed each meal I have had. The lunch I ordered of sliced beef with rocket, pecorino and tomato was perfectly cooked and so tasty. The bartender Bruno makes a fantastic Negroni and I have had the chance to taste it with 3 different small gins all from this region. The front office staff from Silvia, Valentina and each person we interacted with have been amazing. We were looking forward to the basset hounds as well, we have seen them lounging about but hope to get to meet them before our stay ends. A wonderful place to stay in the Tuscan countryside, and only a 20 minute drive to Siena."

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", 8 ensuite bedrooms,A/C, Private Pool, WiFi, Florence

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!"