Our top choices for Chianti Region hotels

Torre a Cona Wine Estate

Rignano sull'Arno

Katie

Rp7.559.667 total

includes taxes & fees

1 Jun - 2 Jun

Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

Rp19.955.290 total

includes taxes & fees

4 Jun - 5 Jun

Castello Vicchiomaggio

Greve in Chianti

Steven

Rp5.137.360 total

includes taxes & fees

10 Jun - 11 Jun

La Certosa di Pontignano

Castelnuovo Berardenga

Alex

Rp2.986.122 total

includes taxes & fees

7 Jun - 8 Jun

Castello di Tornano Wine Resort

Gaiole in Chianti

lori

Rp4.345.910 total

includes taxes & fees

13 May - 14 May

Villa Sabolini

Colle di Val d'Elsa

Jose

Rp3.789.047 total

includes taxes & fees

19 May - 20 May

Borgo Vescine

Radda in Chianti

Hugh

Rp11.448.477 total

includes taxes & fees

29 May - 30 May

Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

Marie

Rp5.069.500 total

includes taxes & fees

2 Jun - 3 Jun

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Michael

Rp9.487.531 total

includes taxes & fees

13 May - 14 May

Dievole Wine Resort

Castelnuovo Berardenga

Pamela

Rp7.410.297 total

includes taxes & fees

13 May - 14 May

Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Lucas

Rp4.152.386 total

includes taxes & fees

5 Jun - 6 Jun

Hotel Le Fontanelle

Castelnuovo Berardenga

Maria

Rp10.932.385 total

includes taxes & fees

15 May - 16 May

Fattoria di Vegi

Castellina in Chianti

Rp6.100.357 total

includes taxes & fees

17 May - 18 May

Agriturismo San Sano

Gaiole in Chianti

Shawn

Rp1.969.202 total

includes taxes & fees

18 May - 19 May

Il Borro - Relais & Châteaux

Loro Ciuffenna

cory

Rp15.550.375 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.

Rp4.990.871 total

includes taxes & fees

27 May - 28 May

Pieve Aldina - Relais & Châteaux

Radda in Chianti

Lara

Rp13.550.748 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

Rp8.318.119 total

includes taxes & fees

2 Jun - 3 Jun

Borgo di Pietrafitta Relais

Castellina in Chianti

Simon

Rp3.257.588 total

includes taxes & fees

4 Jun - 5 Jun

Villa il Poggiale - Dimora Storica

San Casciano in Val di Pesa

Nancy

Rp2.402.215 total

includes taxes & fees

12 May - 13 May

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Holiday Rentals in Chianti Region

Residence

Riserva di Fizzano Residence

Castellina in Chianti

"We loved it!"

Townhouse

Indoor pool, seasonal outdoor pool, pool umbrellas, pool 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

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

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

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."

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...

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”...

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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

Villa Sabolini

10/10 Excellent

"Beautiful hotel and amazing staff. I specifically want to call out Bruno (I believe that's his name) He was so helpful during our stay and went above and beyond to make us feel comfortable and gave us good tips to explore nearby. He even stayed late to help my husband with my birthday suprise. What a perfect stay in Tuscany and good in-house restaurant and beautiful location. "

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! "