Our top choices for Chianti Region hotels

La Certosa di Pontignano

Castelnuovo Berardenga

Ken

￥22,659 total

includes taxes & fees

Jul 16 - Jul 17

Agriturismo San Sano

Gaiole in Chianti

Shawn

￥21,018 total

includes taxes & fees

Jul 16 - Jul 17

B&B Poggiobonizio

Poggibonsi

Kody

￥12,746 total

includes taxes & fees

Jul 16 - Jul 17

Hotel Il Viandante

Terranuova Bracciolini

Michelle

￥20,095 total

includes taxes & fees

Aug 2 - Aug 3

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Sachin

￥88,850 total

includes taxes & fees

Aug 2 - Aug 3

Villa Castiglione

Impruneta

Lee

￥19,149 total

includes taxes & fees

Jul 28 - Jul 29

Hotel Toscana Ambassador

Poggibonsi

Shalayna

￥12,609 total

includes taxes & fees

Jul 28 - Jul 29

Chapter Chianti, a Member of Design Hotels

Cavriglia

￥60,269 total

includes taxes & fees

Jul 16 - Jul 17

Palagina la cascina

Figline e Incisa Valdarno

Igor

Castello di Meleto

Gaiole in Chianti

Vinesh

￥26,751 total

includes taxes & fees

Jul 16 - Jul 17

Hotel Bellavista Impruneta

Impruneta

Nancy

￥14,542 total

includes taxes & fees

Jul 19 - Jul 20

Capanna 1826

San Gimignano

Carlos

￥20,900 total

includes taxes & fees

Jul 23 - Jul 24

Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

￥43,934 total

includes taxes & fees

Aug 5 - Aug 6

Villa Sabolini

Colle di Val d'Elsa

￥30,591 total

includes taxes & fees

Aug 6 - Aug 7

Tenuta Decimo

San Gimignano

harman

￥13,425 total

includes taxes & fees

Jul 21 - Jul 22

Agriturismo Rebarco

Castelfiorentino

￥10,519 total

includes taxes & fees

Jul 16 - Jul 17

Hotel Casafrassi

Castellina in Chianti

Alex

￥13,865 total

includes taxes & fees

Jul 26 - Jul 27

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

Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

Gabriel

￥35,401 total

includes taxes & fees

Aug 1 - Aug 2

Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Lauren

￥40,618 total

includes taxes & fees

Jul 19 - Jul 20

Hotel Tenuta Il Burchio

Figline e Incisa Valdarno

OY

￥15,267 total

includes taxes & fees

Aug 2 - Aug 3

View all properties

Vacation Rentals in Chianti Region

Townhouse

Villa Curina Resort

Castelnuovo Berardenga

"This was our second stay. The property is beautiful and our room was lovely. The breakfast was one of the best on our trip in Italy."

Aparthotel

Borgo Argenina

Gaiole in Chianti

"Such a beautiful place to stay! The cottage was amazing, very spacious and clean. The grounds themselves were picturesque, was well above our expectations and the host was very welcoming and accommodating."

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."

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

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

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 "

See all vacation rentals

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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

Castello Vicchiomaggio

10/10 Excellent

"A true oasis in Tuscany, large rooms with every needed amenity, fantastic pool overlooking the vineyards"

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!"