Our top choices for Chianti Region hotels

Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

Steve

HK$921 total

includes taxes & fees

17 Feb - 18 Feb

Villa Cassia di Baccano

Loro Ciuffenna

Ralphvincent

HK$1,022 total

includes taxes & fees

26 Jan - 27 Jan

La Certosa di Pontignano

Castelnuovo Berardenga

Xuejie

HK$891 total

includes taxes & fees

14 Feb - 15 Feb

Torraccia di Chiusi

San Gimignano

Anthony

HK$1,592 total

includes taxes & fees

13 Feb - 14 Feb

Castello di Meleto

Gaiole in Chianti

Anna

HK$1,377 total

includes taxes & fees

26 Jan - 27 Jan

Agriturismo La Posta Reale

Castiglion Fibocchi

Michael

HK$1,415 total

includes taxes & fees

28 Jan - 29 Jan

Torrebianca Tuscany

Rignano sull'Arno

christine

HK$744 total

includes taxes & fees

1 Feb - 2 Feb

Hotel Il Viandante

Terranuova Bracciolini

Michelle

HK$983 total

includes taxes & fees

15 Feb - 16 Feb

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

Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Claire

HK$870 total

includes taxes & fees

10 Feb - 11 Feb

Antica Pieve B&B

Barberino Tavarnelle

Jessica

HK$986 total

includes taxes & fees

8 Feb - 9 Feb

Hotel Borgo San Luigi

Monteriggioni

Allyson

HK$1,064 total

includes taxes & fees

4 Feb - 5 Feb

Casa di Palaia

Greve in Chianti

Eli

HK$769 total

includes taxes & fees

20 Jan - 21 Jan

Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

Michelle

HK$868 total

includes taxes & fees

6 Feb - 7 Feb

Villa il Fedino

San Casciano in Val di Pesa

James

HK$1,264 total

includes taxes & fees

26 Jan - 27 Jan

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Agriturismo Nerbona

Colle di Val d'Elsa

JULISSA

HK$842 total

includes taxes & fees

18 Feb - 19 Feb

Agriturismo Montemagni di Sopra

Greve in Chianti

Rachel

HK$850 total

includes taxes & fees

20 Jan - 21 Jan

Dimora Casa Eugenia

Loro Ciuffenna

Shannon

HK$1,221 total

includes taxes & fees

3 Feb - 4 Feb

Fattoria Lornano Winery

Monteriggioni

Tamara

HK$1,197 total

includes taxes & fees

20 Jan - 21 Jan

Chiantirooms Guesthouse

Greve in Chianti

Pasquale

HK$986 total

includes taxes & fees

20 Jan - 21 Jan

L' Eroico

Gaiole in Chianti

Perry

HK$1,266 total

includes taxes & fees

25 Jan - 26 Jan

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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

Riserva di Fizzano Residence

Castellina in Chianti

"Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. "

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."

Apartment

Poggio Cennina Resort

Bucine

"The resort is in the most stunning setting. The pool is fantastic. The accommodation is comfortable and has everything you need. The staff were very friendly and helpful. We would highly recommend and would return for another stay."

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

Seasonal outdoor pool, pool umbrellas, pool loungers

Farmhouse in Castiglion Fibocchi

Castiglion Fibocchi

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

Residence

Chianti Village Morrocco

Barberino Tavarnelle

"Spacious room in large resort style complex, set up as fully self contained with kitchen and dining furniture. Peaceful location with lovely views. Very pleasant staff and exceptional breakfast. "

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 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

4.4/5 (7 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

4.3/5 (336 reviews)

During your visit to Leccio, you can enjoy retail therapy at The Mall Luxury Outlet. Discover the acclaimed art galleries and churches 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

"Always beautiful when I stay here, staff are helpful and every room clean and tidy "

Hotel Toscana Ambassador

10/10 Excellent

"We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, stay here with no hesitation. "

Castello Vicchiomaggio

10/10 Excellent

"This beautiful property stole our hearts back in 2019, when my now-wife first visited this magical place. Six years later, we returned — this time to celebrate our wedding reception after tying the knot a few months earlier. From start to finish, everything was beyond wonderful. A special mention to Sandra, the amazing coordinator who made everything run so smoothly, and her fantastic team — Delfina and the lovely lady (whose name, unfortunately, I’ve forgotten) who graciously welcomed and ushered our guests upon arrival. Every detail was handled with care and professionalism. The food and Chianti wines during our celebration were absolutely exceptional — truly a highlight that everyone still talks about! The breakfast and dinner staff were attentive, kind, and ensured everything was perfect throughout our stay. Our rooms were clean, comfortable, and beautifully maintained, with housekeeping doing a fantastic job. We also had the privilege of meeting Mr. John Matta, the owner — such a gracious and inspiring man who leads an extraordinary team. All of our guests loved their stay, and we left with hearts full of joy and gratitude. We can’t wait to come back again — hopefully for our anniversary next time."