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Gaiole in Chianti, nestled in the picturesque Province of Siena in Tuscany, Italy, is a charming destination for travelers seeking a serene escape. Known for its idyllic landscapes, Gaiole offers a perfect blend of rustic charm and modern comforts. Visitors can explore the quaint neighborhoods, each offering unique experiences. The central area is ideal for those wanting to immerse themselves in local culture and cuisine.

Top attractions include the annual Strade Bianche bicycle race and the vintage cycling event, L'Eroica, which draws enthusiasts from around the world. These events highlight the region's scenic white gravel roads and vibrant community spirit. Additionally, the surrounding vineyards and historic castles provide a glimpse into the rich heritage of Chianti.

Whether you're a cycling aficionado or a lover of fine wine and history, Gaiole in Chianti promises an unforgettable stay.

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Gaiole in Chianti

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These properties may not be in the centre of Gaiole in Chianti, but are nearby and match your search.
Borgo Livernano
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Farm stay in Radda in Chianti · 4.80 mi from centre

9.1

 

323 reviews

Surrounded by forests, vines and olive groves, the Borgo Livernano offers historic accommodations in the heart of the Chianti Hills, close to both Siena and Florence.

The Borgo Livernano is also close to many local towns, historic sites, fine restaurants, and famous wineries.

The complete restoration of the entire estate began in 1990. Today, Borgo Livernano is a working farm, producing fine wines, excellent olive oil and honey, vegetables and fruits. All meals served at Borgo Livernano feature local produce.

Two of the estate's houses have been completely redesigned and furnished with local antiques, to accommodate guests.

A spacious swimming pool provides relaxing moments.

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La Porcilaia
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Apartment in Castelnuovo Berardenga · 4.82 mi from centre

La Porcilaia is located in Castelnuovo Berardenga, just 11 miles from Piazza del Campo and 22 miles from Piazza Matteotti. This apartment features air-conditioned accommodations with a balcony and free Wifi. Outdoor seating is also available at the apartment.

The spacious apartment is composed of 2 bedrooms, a dining area, a fully equipped kitchen, and 2 bathrooms. Towels and bed linen are available in the apartment. There's also a seating area and a fireplace.

La Porcilaia conveniently has an outdoor pool.

The Mall Luxury Outlet is 30 miles from the accommodation. Florence Airport is 41 miles from the property.

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Pinturicchio
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Holiday home in Castelnuovo Berardenga · 4.82 mi from centre

Pinturicchio offers accommodations in Castelnuovo Berardenga, 11 miles from Piazza del Campo and 22 miles from Piazza Matteotti. Both free Wifi and parking on-site are available at the vacation home free of charge. Outdoor seating is also available at Pinturicchio.

The spacious vacation home is composed of 2 bedrooms, a dining area, a fully equipped kitchen, and 2 bathrooms. Towels and bed linen are provided in the vacation home. There's also a seating area and a fireplace.

Guests can enjoy the outdoor swimming pool at the accommodation.

The Mall Luxury Outlet is 30 miles from Pinturicchio. Florence Airport is 41 miles away.

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La Capannina
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Castelnuovo Berardenga · 4.82 mi from centre

La Capannina offers accommodations in Castelnuovo Berardenga, 11 miles from Piazza del Campo and 22 miles from Piazza Matteotti. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Outdoor seating is also available at La Capannina.

The spacious vacation home is composed of 2 bedrooms, a dining area, a fully equipped kitchen, and 2 bathrooms. Towels and bed linen are available in the vacation home. There's also a seating area and a fireplace.

Guests can enjoy the outdoor swimming pool at the accommodation.

The Mall Luxury Outlet is 30 miles from La Capannina. Florence Airport is 41 miles from the property.

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La Torre
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Castelnuovo Berardenga · 4.82 mi from centre

La Torre is located in Castelnuovo Berardenga, just 11 miles from Piazza del Campo and 22 miles from Piazza Matteotti. Both free Wifi and parking on-site are available at the vacation home free of charge. Outdoor seating is also available at La Torre.

The spacious vacation home is composed of 4 bedrooms, a dining area, a fully equipped kitchen, and 2 bathrooms. Towels and bed linen are featured in the vacation home. There's also a seating area and a fireplace.

Guests can enjoy the outdoor swimming pool at the accommodation.

The Mall Luxury Outlet is 30 miles from La Torre. Florence Airport is 41 miles away.

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BORGO A MONTI di Sotto
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Gaiole in Chianti · 4.85 mi from centre

9.6

 

146 reviews

12 miles from Piazza del Campo in Gaiole in Chianti, BORGO A MONTI di Sotto offers accommodations with access to a public bath and open-air bath. Private parking is available on site at this recently renovated property. The rooms are equipped with a balcony with garden views.

The air-conditioned units have a fully equipped kitchen with a dishwasher, kettle, and a toaster. Every room includes a coffee machine, a private bathroom, and free Wifi, while selected rooms are equipped with a terrace and some have pool views. At the vacation home, every unit includes bed linen and towels.

There is a coffee shop, and a mini-market is also available.

Guests at the vacation home will be able to enjoy activities in and around Gaiole in Chianti, like walking tours. In addition to a seasonal outdoor pool, BORGO A MONTI di Sotto also provides outdoor play equipment.

Piazza Matteotti is 23 miles from the accommodation. Florence Airport is 61 miles away.

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L'Aiolina
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This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Apartment in Castelnuovo Berardenga, Vagliagli · 4.89 mi from centre

8.6

 

79 reviews

Featuring garden views, L'Aiolina in Vagliagli features accommodations and a bar. There's a private entrance at the apartment for the convenience of those who stay. There's a sun terrace and guests can access free Wifi and free private parking.

All units comprise a seating area with a sofa, a dining area, and a fully equipped kitchenette with various cooking facilities, including an oven, a fridge, a stovetop, and kitchenware. Every room comes with a private bathroom with a bidet and a hair dryer, while certain rooms are fitted with a balcony. At the apartment complex, every unit comes with bed linen and towels.

Sightseeing tours are available within easy reach. Guests can swim in the infinity pool, go cycling or hiking, relax in the garden, and use the barbecue facilities.

Piazza del Campo is 10 miles from the apartment, while Piazza Matteotti is 17 miles away. Florence Airport is 37 miles from the property, and the property offers a paid airport shuttle service.

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Malvasia
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Castelnuovo Berardenga · 4.92 mi from centre

10.0

 

3 reviews

Malvasia offers accommodations in Castelnuovo Berardenga, 12 miles from Piazza del Campo and 22 miles from Piazza Matteotti. Both free Wifi and parking on-site are available at the vacation home free of charge. Outdoor seating is also available at Malvasia.

The spacious vacation home is composed of 2 bedrooms, a dining area, a fully equipped kitchen, and 2 bathrooms. Towels and bed linen are featured in the vacation home. There's also a seating area and a fireplace.

The accommodation conveniently has an outdoor pool.

The Mall Luxury Outlet is 30 miles from Malvasia. Florence Airport is 53 miles away.

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I Cipressi
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Apartment in Castelnuovo Berardenga · 4.92 mi from centre

I Cipressi offers accommodations in Castelnuovo Berardenga, 12 miles from Piazza del Campo and 22 miles from Piazza Matteotti. This apartment provides air-conditioned accommodations with a balcony and free Wifi. Outdoor seating is also available at the apartment.

The spacious apartment is composed of 2 bedrooms, a dining area, a fully equipped kitchen, and 2 bathrooms. Towels and bed linen are provided in the apartment. For added privacy, the accommodation features a private entrance.

I Cipressi conveniently has an outdoor pool.

The Mall Luxury Outlet is 30 miles from the accommodation. Florence Airport is 53 miles away.

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Vin Santo
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Castelnuovo Berardenga · 4.92 mi from centre

10.0

 

1 review

Vin Santo is located in Castelnuovo Berardenga, just 12 miles from Piazza del Campo and 22 miles from Piazza Matteotti. Both free Wifi and parking on-site are available at the vacation home free of charge. Outdoor seating is also available at Vin Santo.

The spacious vacation home is composed of 2 bedrooms, a dining area, a fully equipped kitchen, and 2 bathrooms. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance.

Guests can enjoy the outdoor swimming pool at the accommodation.

The Mall Luxury Outlet is 30 miles from Vin Santo. Florence Airport is 53 miles away.

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La Torre Vecchia
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Castelnuovo Berardenga · 4.92 mi from centre

10.0

 

1 review

La Torre Vecchia offers accommodations in Castelnuovo Berardenga, 12 miles from Piazza del Campo and 22 miles from Piazza Matteotti. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Outdoor seating is also available at La Torre Vecchia.

The air-conditioned vacation home is composed of 2 separate bedrooms, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance.

Guests can enjoy the outdoor swimming pool at the accommodation.

The Mall Luxury Outlet is 30 miles from La Torre Vecchia. Florence Airport is 53 miles from the property.

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Sangiovese
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Castelnuovo Berardenga · 4.92 mi from centre

Sangiovese is located in Castelnuovo Berardenga, just 12 miles from Piazza del Campo and 22 miles from Piazza Matteotti. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Outdoor seating is also available at Sangiovese.

The spacious vacation home is composed of 3 bedrooms, a dining area, a fully equipped kitchen, and 2 bathrooms. Towels and bed linen are offered in the vacation home. There's also a seating area and a fireplace.

Guests can enjoy the outdoor swimming pool at the accommodation.

The Mall Luxury Outlet is 30 miles from Sangiovese. Florence Airport is 53 miles from the property.

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La Locanda Cuccuini
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Farm stay in Chianti Region, Cavriglia · 4.94 mi from centre

9.1

 

97 reviews

Breakfast available

Offering a garden, La Locanda Cuccuini provides accommodations in Cavriglia. This farm stay offers free private parking and luggage storage space. Free Wifi is available throughout the property, as well as a terrace and a restaurant. The property also offers accommodation for disabled guests.

The farm stay offers bed linen, towels, and laundry service.

As an added convenience, the farm stay offers packed lunches for guests to bring on excursions and other trips off-property.

If you'd like to discover the area, cycling is possible in the surrounding area, and La Locanda Cuccuini can arrange a bicycle rental service.

The Mall Luxury Outlet is 16 miles from the accommodation, while Piazza Matteotti is 22 miles away. Florence Airport is 40 miles from the property.

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Il Poggetto a Vescinino
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Villa in Radda in Chianti · 4.95 mi from centre

Il Poggetto a Vescinino is located in Radda in Chianti, just 13 miles from Piazza Matteotti and 18 miles from Piazza del Campo. This property offers access to a balcony, free private parking, and free Wifi. Outdoor seating is also available at the villa.

Il Poggetto a Vescinino includes 3 bedrooms, 2 bathrooms with an a bath or shower, a seating area, and a fully equipped kitchen with a dishwasher. Towels and bed linen are featured in the villa. The accommodation has a fireplace.

The Mall Luxury Outlet is 28 miles from the accommodation, while Ponte Vecchio is 30 miles away. Florence Airport is 34 miles from the property.

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Sangiovese all'Aia
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Villa in Gaiole in Chianti · 4.98 mi from centre

8.5

 

2 reviews

Sangiovese all'Aia offers accommodations in Gaiole in Chianti, 13 miles from Piazza del Campo and 24 miles from Piazza Matteotti. This property offers access to a balcony, free private parking, and free Wifi. Outdoor seating is also available at the villa.

The air-conditioned villa is composed of 2 separate bedrooms, a fully equipped kitchen with a dishwasher and a microwave, and 2 bathrooms. Towels and bed linen are provided in the villa. There's also a seating area and a fireplace.

Florence Airport is 54 miles away.

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Tenuta San Jacopo - Agriturismo
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Apartment in Chianti Region, Cavriglia · 4.98 mi from centre

9.2

 

46 reviews

Tenuta San Jacopo - Agriturismo provides a solarium and air-conditioned accommodations in Cavriglia, 20 miles from The Mall Luxury Outlet. The property is around 22 miles from Piazza Matteotti, 27 miles from Piazza del Campo, and 28 miles from Piazza Grande. There's a seasonal outdoor pool and guests can make use of free Wifi, free private parking, and an electric vehicle charging station.

All units come with a seating area, a flat-screen TV with cable channels, and a private bathroom with a hair dryer, bidet, and shower. All rooms are equipped with a coffee machine, while selected rooms come with a fully equipped kitchen with a dishwasher and an oven. At the apartment complex, all units are equipped with bed linen and towels.

A selection of options including local specialities and juice are served for the Italian breakfast.

Guests can also relax in the garden.

Florence Airport is 39 miles away, and the property offers a paid airport shuttle service.

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Agriturismo Tenuta San Jacopo
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Agritourism property in Chianti Region, Cavriglia · 4.99 mi from centre

Breakfast available

Located in Cavriglia, Agriturismo Tenuta San Jacopo is in a rural location, a 4-minute drive from Gianfranco Carla Fineschi Botanical Rose Garden and 5 minutes from Le Miccine. This farm stay is 4.4 mi (7.1 km) from Accademia Valdarnese del Poggio Library and 4.4 mi (7.1 km) from Museum of San Lorenzo.

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Chiantissima, Tuscany
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This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Apartment in Gaiole in Chianti, Starda · 5.03 mi from centre

7.7

 

10 reviews

Housed in a historic building, the recently renovated Chiantissima, Tuscany provides accommodations with a garden and free Wifi. The apartment, set in a building dating from 19th century, is 20 miles from Piazza del Campo and 24 miles from Piazza Grande. Free private parking is available and the apartment also offers bike rental for guests who want to explore the surrounding area.

The air-conditioned apartment consists of 2 bedrooms, a living room, a fully equipped kitchen with a microwave and a coffee machine, and 1 bathroom with a bidet and a hair dryer. Guests can take in the ambience of the surroundings from an outdoor dining area or keep warm by the fireplace on colder days. The apartment offers bed linen, towels, and laundry service.

Guests at the apartment will be able to enjoy activities in and around Starda, like cycling and hiking. The apartment has a picnic area where you can spend the day outdoors.

The Mall Luxury Outlet is 25 miles from Chiantissima, Tuscany, while Piazza Matteotti is 25 miles away. Florence Airport is 43 miles from the property.

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Grazioso appartamento alle porte del chianti
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Apartment in Chianti Region, Castelnuovo deʼ Sabbioni · 5.04 mi from centre

10.0

 

1 review

Grazioso appartamento alle porte del chianti offers accommodations in Castelnuovo deʼ Sabbioni, 16 miles from The Mall Luxury Outlet and 17 miles from Piazza Matteotti. This property offers access to a terrace and free private parking. The property offers bike rental and features a garden and outdoor fireplace.

With free Wifi, this 1-bedroom apartment features a flat-screen TV, a washing machine, and a fully equipped kitchen with an oven and microwave. Towels and bed linen are offered in the apartment. For added privacy, the accommodation has a private entrance and is protected by full-day security.

The apartment has a picnic area where you can spend the day outdoors.

Ponte Vecchio is 28 miles from the apartment, while Uffizi Gallery is 28 miles from the property. Florence Airport is 41 miles away.

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La Canonica Di Nusenna
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Bed and breakfast in Gaiole in Chianti · 5.04 mi from centre

9.4

 

118 reviews

Featuring mountain views, La Canonica Di Nusenna in Gaiole in Chianti provides accommodations and a garden. Housed in a building dating back to 18th century, this bed and breakfast is 23 miles from Piazza del Campo and 24 miles from Piazza Grande. The accommodation features free Wifi throughout the property, as well as a terrace and a romantic restaurant.

At the bed and breakfast, every unit comes with a desk. There's a private bathroom with shower in all units, along with a hair dryer and free toiletries. At the bed and breakfast, each unit includes bed linen and towels.

The area is popular for cycling and walking tours, and bike rental is available at the bed and breakfast.

The Mall Luxury Outlet is 25 miles from La Canonica Di Nusenna, while Piazza Matteotti is 25 miles away. Florence Airport is 43 miles from the property, and the property offers a paid airport shuttle service.

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