Our top choices for Chianti Region hotels

Torre a Cona Wine Estate

Rignano sull'Arno

Katie

Rp6.176.699 total

includes taxes & fees

3 May - 4 May

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Michael

Rp8.337.601 total

includes taxes & fees

29 Apr - 30 Apr

La Certosa di Pontignano

Castelnuovo Berardenga

Alex

Rp3.246.899 total

includes taxes & fees

18 May - 19 May

Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

Marie

Rp3.916.708 total

includes taxes & fees

30 Apr - 1 May

Villa Sabolini

Colle di Val d'Elsa

Jose

Rp3.180.913 total

includes taxes & fees

14 May - 15 May

Castello di Tornano Wine Resort

Gaiole in Chianti

lori

Rp3.941.418 total

includes taxes & fees

27 Apr - 28 Apr

Dievole Wine Resort

Castelnuovo Berardenga

Gimbert

Rp6.923.105 total

includes taxes & fees

4 May - 5 May

Borgo San Felice Resort

Castelnuovo Berardenga

Maria D

Rp14.989.146 total

includes taxes & fees

28 Apr - 29 Apr

Borgo Vescine

Radda in Chianti

Hugh

Rp10.415.638 total

includes taxes & fees

26 Apr - 27 Apr

Castello Vicchiomaggio

Greve in Chianti

Steven

Rp4.152.450 total

includes taxes & fees

4 May - 5 May

2 restaurants, breakfast, lunch, dinner served; international cuisine

COMO Castello Del Nero

Barberino Tavarnelle

Maryam

Rp17.292.060 total

includes taxes & fees

26 Apr - 27 Apr

Villa il Poggiale - Dimora Storica

San Casciano in Val di Pesa

Nancy

Rp2.368.568 total

includes taxes & fees

26 Apr - 27 Apr

Hotel Borgo San Luigi

Monteriggioni

David

Rp5.238.424 total

includes taxes & fees

3 May - 4 May

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

Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

Nadia

Rp4.592.515 total

includes taxes & fees

13 May - 14 May

Fattoria di Vegi

Castellina in Chianti

Rp6.014.909 total

includes taxes & fees

3 May - 4 May

Castello di Meleto

Gaiole in Chianti

Anna

Rp4.625.182 total

includes taxes & fees

24 May - 25 May

La Pensione di Vignamaggio

Panzano in Chianti

Rob

Rp4.119.935 total

includes taxes & fees

10 May - 11 May

Il Borro - Relais & Châteaux

Loro Ciuffenna

cory

Rp12.396.155 total

includes taxes & fees

12 May - 13 May

Villa Le Barone

Greve in Chianti

Jared

Rp5.447.302 total

includes taxes & fees

26 Apr - 27 Apr

Hotel Le Fontanelle

Castelnuovo Berardenga

Maria

Rp8.063.235 total

includes taxes & fees

9 May - 10 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"

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."

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! "

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

Farmhouse in Castiglion Fibocchi

Castiglion Fibocchi

"Marisol was so welcoming and helpful. Beautiful apartment and scenery. Would definitely recommend "

Apartment

Farmhouse in Tuscany With Olive Grove Views

Bucine

"Operated by a hospitable father-daughter duo, who were happy to help when needed. The house is clean, big and has everything needed for a comfortable stay, all furniture is high-quality wood metal and stone. You will wake up above the rolling hills of the Tuscan countryside with a faint chiming of a local church bell, sun spilling into the valley. All in the palm of your hand viewed from the windows of your bedroom. And if you get bored of relaxing in the cushy beds, you can take the...

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Stay near popular Mediterranean 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 churches and wineries in this walkable area.

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Night view of the architecture of the small town of Florence, Shanghai

The Mall Luxury Outlet

4.4/5 (355 reviews)

During your visit to Leccio, you can enjoy retail therapy at The Mall Luxury Outlet. Discover the acclaimed art galleries and stunning cathedral 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 Casagrande Resort & SPA

10/10 Excellent

"L’ambiance est exceptionnelle, le service est chaleureux et prévenant, et le restaurant est aussi excellent. Je recommande chaleureusement."

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! "