Our top choices for Chianti Region hotels

Torre a Cona Wine Estate

Rignano sull'Arno

Katie

RM1,433 total

includes taxes & fees

31 May - 1 Jun

Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

RM4,557 total

includes taxes & fees

3 Jun - 4 Jun

Castello Vicchiomaggio

Greve in Chianti

Steven

RM1,159 total

includes taxes & fees

10 Jun - 11 Jun

La Certosa di Pontignano

Castelnuovo Berardenga

Alex

RM663 total

includes taxes & fees

18 May - 19 May

Castello di Tornano Wine Resort

Gaiole in Chianti

lori

RM1,002 total

includes taxes & fees

12 May - 13 May

Villa Sabolini

Colle di Val d'Elsa

Jose

RM855 total

includes taxes & fees

19 May - 20 May

Borgo Vescine

Radda in Chianti

Hugh

RM2,582 total

includes taxes & fees

29 May - 30 May

Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

Marie

RM951 total

includes taxes & fees

11 May - 12 May

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Michael

RM2,140 total

includes taxes & fees

13 May - 14 May

Dievole Wine Resort

Castelnuovo Berardenga

Pamela

RM1,672 total

includes taxes & fees

13 May - 14 May

Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Lucas

RM937 total

includes taxes & fees

5 Jun - 6 Jun

Hotel Le Fontanelle

Castelnuovo Berardenga

Maria

RM2,310 total

includes taxes & fees

30 May - 31 May

Fattoria di Vegi

Castellina in Chianti

RM1,376 total

includes taxes & fees

17 May - 18 May

Agriturismo San Sano

Gaiole in Chianti

Shawn

RM396 total

includes taxes & fees

13 May - 14 May

Il Borro - Relais & Châteaux

Loro Ciuffenna

cory

RM3,157 total

includes taxes & fees

24 May - 25 May

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

Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

Kieran J.

RM855 total

includes taxes & fees

13 May - 14 May

Pieve Aldina - Relais & Châteaux

Radda in Chianti

Lara

RM3,057 total

includes taxes & fees

4 Jun - 5 Jun

Indoor pool, outdoor pool, pool loungers

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

Catherine

RM1,876 total

includes taxes & fees

2 Jun - 3 Jun

Borgo di Pietrafitta Relais

Castellina in Chianti

Simon

RM605 total

includes taxes & fees

11 May - 12 May

Villa il Poggiale - Dimora Storica

San Casciano in Val di Pesa

Nancy

RM719 total

includes taxes & fees

11 May - 12 May

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Holiday Rentals in Chianti Region

Townhouse

Villa Cassia di Baccano

Loro Ciuffenna

"The staff were great and the villa was amazing"

Aparthotel

Borgo Argenina

Gaiole in Chianti

"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "

Residence

Seasonal outdoor pool, pool umbrellas, pool loungers

Villa San Filippo

Barberino Tavarnelle

"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."

Villa

Relais Badia a Passignano

Barberino Tavarnelle

"A beautiful estate in a scenic Chianti location. The villa was freshly renovated and perfect for a few days of relaxation and wine tours."

Townhouse

L' Eroico

Gaiole in Chianti

"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."

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 "

Townhouse

Villa Curina Resort

Castelnuovo Berardenga

"Pros: 1. Beautiful property with an amazing view. 2. Spacious family suite 3. Comfortable bed 4. Quiet, waking up to birds singing in the morning. Cons: 1. Stink bugs in the suite; once we understood they are common this time of year and easy to capture and release outside, it was ok. 2. Showers are very small. 3. A/C not turned on this time of year; was not offered fans until the last day. 4. Minimal amenities. 5. Few outlets The villa is beautiful, just be prepared for a “rustic”...

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"

Townhouse

Villa Rosa Panzano

Greve in Chianti

"The facilities were great, including access to the swimming pool. The staff were very friendly and helpful. Breakfast options were good. Parking on site. Villa is a 10 minute drive to two lovely Tuscan towns (Greve and Panzano). Would stay here again - it was so atmospheric! "

Residence

Rocca Palazzaccio

Impruneta

"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...

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Stay near popular Chianti Region attractions

A woman on a spiral stairway, part of the modern architecture at Antinori Winery Nel Chianti Classico, San Casciano in Val di Pesa, Tuscany, Italy.

Antinori nel Chianti Classico

4.7/5 (16 reviews)

You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Visit the stunning cathedral 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

Top Chianti Region Hotel Reviews

La pietra del cabreo

10/10 Excellent

"I cannot say enough wonderful things about this hotel. From the beautiful grounds, the friendly and accommodating staff, to the luxurious rooms, this was the best hotel we stayed at during our trip to Europe. Will definitely be back again. "

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Hotel located in a gorgeous mountain settings, the views absolutely stunning, the food was ok, fresh and decent choices on the menu. Room was very clean, but moldy smell was still in the room. The service was excellent. Spa i was not impressed at all. Chlorine smell inside the facility, average massage treatment, would not recommend it. Outdoor pool has breath taking views, in the summer time it will be the best place to spend your mornings or evenings to watch Sunrise and Sunsets. Overall I do recommend to visit this place for at least a few days."

Castello Vicchiomaggio

10/10 Excellent

"LOVED our stay. I can’t describe how perfect our stay was. It was more beautiful than the pics we’d seen on hotels.com. Beautiful spacious room/apartment. Fabulous dinner in the restaurant, wine tour & tasting. Very helpful staff. Absolutely stunning views. Convenient parking, close to Greve, the town. Perfection. "

Villa I Barronci Resort & Spa

10/10 Excellent

"A Tuscan Gem with Unmatched Hospitality We had a wonderful stay at Villa I Barronci Resort & Spa! From the moment we arrived, the staff made us feel incredibly welcome with their warm and attentive service. Our rooms were spotless and well-maintained, providing a comfortable retreat after a day of exploring. We also had a fantastic dinner at the resort. The food was absolutely delicious and a true highlight of our visit. While there was some construction taking place during our stay, it truly didn't take away from the natural beauty of the grounds. The resort is situated in the perfect location for visiting Tuscany’s most scenic spots, and the nearby town of San Casciano in Val di Pesa is such a quaint, lovely place to walk around. Highly recommended for anyone looking for a beautiful and welcoming base in the heart of Chianti! "