Chianti Accommodation

Visited and reviewed by our Team

Take a look at our reviews of properties in Chianti we have stayed at or visited to see what we loved the most about them, who we recommend it to and why!

There are a lof of different choices as far as accommodation in Chianti is concerned. We get a lot of requests for recommendations, often based of quite specific needs, such as a family traveling with small children or another wanting to stay in the countryside within easy to reach of public transportation. We travel a lot around Chianti and Tuscany so, keeping in mind a wider variety of requests and needs, we've decided to start writing more in-depth reviews and interviews of the places we stay at and visit and share our impressions!

We speak directly with the owners and those who work in close daily contact with guests, hearing and experiencing the passion they put into their hospitality and the work they do. Our aim is to introduce them to you as you are searching for and considering which is the perfect place to stay at during your time in Tuscany - and that you'll book a place feeling like you already know them!

Highlights & Top Picks

Editor's selection
Villa Il Poggiale: Our Stay at a Chianti Country Resort
DiscoverTuscany.com
Villa Il Poggiale: Our Stay at a Chianti Country Resort

The 20 room Renaissance Villa il Poggiale in Tuscany promises a charming Tuscan styled atmosphere The small B&B outside of San Casciano is surrounded by well-maintained grounds with stunning views over Chianti will delight you with the easy access to local sites and the warm hospitality.

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Viticcio: Enjoy staying in the heart of a Tuscan wine estate
Farmhouses
Viticcio: Enjoy staying in the heart of a Tuscan wine estate

Perched on a prominent hillside in the heart of the Chianti Classico region, the Viticcio wine estate with vacation apartments boast the perfect position to base yourself for your Tuscan holidays: 360° vineyard views, large saltwater pool and its location within walking distance of…

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Podere Villabassa: Your Paradise in Chianti
Villas
Podere Villabassa: Your Paradise in Chianti

The Tuscany holiday accommodations located just minutes outside of Montespertoli promise typical Chianti vistas & a tranquil, spacious stay. You can’t help but appreciate the gardens, the decor, and the fabulous pool area.

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LaRocca di Cispiano, Just outside of Castellina in Chianti
Accommodation
LaRocca di Cispiano, Just outside of Castellina in Chianti

Surrounded by vineyards and olive trees, La Rocca di Cispiano villa rental and holiday apartments are located near Castellina in Chianti. A large garden, spectacular pool and cantina are just some of th special characteristics of this enchanting farm.

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Villa Le Torri: A Tuscan Holiday
DiscoverTuscany.com
Villa Le Torri: A Tuscan Holiday

A charming country destination in Chianti, Villa Le Torri is surrounded by history, olive groves and great hospitality. Enjoy cooking lessons in a familiar, informal setting with its vacation rental apartments nestled in the landscape between Florence and Siena.

Holiday Apartment Rentals at Villa Le Torri →
B&B Ancora del Chianti,  between Florence & Greve in Chianti
Bed and Breakfasts
B&B Ancora del Chianti, between Florence & Greve in Chianti

Amid the beauty & tranquility of Chianti, you will find a B&B that respects tradition and its surroundings while offering you a typical Tuscan welcome, comfortable rooms, hearty breakfast and an ideal base for your vacation.

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Villas

The elegant family home of Cabbiavoli Villa, set in the hills of Chianti just 30 km from Florence is the vacation spot for groups of up to 12 people.  The luxurious villa has 6 double rooms with en suite bathroom, a private pool, garden & terraces where you can enjoy the Tuscan countryside.

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Montalbino: an agritourism experience
DiscoverTuscany.com
Montalbino: an agritourism experience

An authentic Tuscan farm just 30 minutes outside of Florence, Agriturismo Montalbino, will bring the whole family back to enjoy natural fun. Apartments and rooms, restaurant, two swimming pools, a tree fort, petting zoo, pizza nights and more are only some of the features to expect at this charming…

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Tenuta Moriano, Family Vineyard & Comfort
DiscoverTuscany.com
Tenuta Moriano, Family Vineyard & Comfort

Immersed in the green hills of Chianti, near Montespertoli you will find a special agriturismo & family run vineyard with spacious apartments, pool, soccer field, tennis court & bowling green. The family run winery and agriturismo is the ideal setting for family reunions &…

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Il Borghetto, the Spirit of Tuscany
DiscoverTuscany.com
Il Borghetto, the Spirit of Tuscany

The elegant, country style self catering apartments at il Borghetto will give you the opportunity to savor the many relaxing flavours of San Gimignano and Tuscany in absolute comfort.  Read our review of the service, the extras and the apartments.

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B&B Palazzo Malaspina, a slice of history
Bed and Breakfasts
B&B Palazzo Malaspina, a slice of history

The romantic rooms, delicious breakfast, and gorgeous views of the countryside from B&B Palazzo Malaspina is the perfect location for exploring Tuscany.  Enjoy fine foods, strolling historic vias and visiting wineriers in Chianti from here.

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Panoramic Views in Every Direction @Agriturismo Vernianello
Farmhouses
Panoramic Views in Every Direction @Agriturismo Vernianello

There are several play areas and a pool that keep kids happy and busy while parents relax nearby at Agrituismo Vernianello. The restaurant is open only for guests, who enjoy dinner on the terrace and a stupendous view.

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Villa Vianci:  Enchantment between Florence & Siena
DiscoverTuscany.com
Villa Vianci: Enchantment between Florence & Siena

Villla Vianci is perched on the top of a prodominent hill near Monteriggioni. Perfect for up to 12 people, the villa is the ideal home away from home, and an elegant setting for a relaxing wedding.

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Borgo Argenina: Love at First Sight
Bed and Breakfasts
Borgo Argenina: Love at First Sight

Borgo Argenina is a wild display of the whimsical colors of Chianti in fresh blooms, washed graystone buildings and crisp green vineyards. Visit Elena at her B&B in the Chianti Senese and learn to cook a new dish or relax on her panoramic terrace. It's all good as you enjoy time in Tuscany!

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Your Family in Tuscany at B&B Del Giglio
Bed and Breakfasts
Your Family in Tuscany at B&B Del Giglio

The family run B&B del Giglio is set in the ancient walls of San Donato in Poggio, and guarantes enchanting views of Chianti.  Small & cozy with only two double bedrooms, there is a small kitchenette for a quick meal.  Close to Florence, Siena and Pisa - this is your ideal holiday…

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The Real Tuscany at Tenuta Quadrifoglio
DiscoverTuscany.com
The Real Tuscany at Tenuta Quadrifoglio

The family friendly estates of Tenuta Quadrifoglio include playgrounds, horses and lots of green space for the kids.  Organized with family sized apartments & double B&B  that host up to 3 persons it is easy to plan a vacation in Tuscany.  Host your wedding or special event

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Pieve Marsina, a perfect retreat for body and soul
Apartments
Pieve Marsina, a perfect retreat for body and soul

This renovated medieval village offers vacation apartments in the heart of Chianti Classico to let you enjoy the quiet and charm of the famous wine region, including the warm hospitality of your host Gabriele.

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Quiet and Privacy at Agriturismo La Sala
Farmhouses
Quiet and Privacy at Agriturismo La Sala

Five country styled vacation apartments on 18 hectares of uncontaminated land in the heart of Chianti. A holiday surrounded by the tranquility of the family run olive grove close to restaurants & shopping in Greve & Florence with its monuments & museums.

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Tours & Experiences

Handpicked & bookable
Experiences worth booking via Viator