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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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These properties may not be in the centre of Gaiole in Chianti, but are nearby and match your search.
Casale Rosennano - Padronale
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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, Rosennano · 5.86 mi from centre

8.0

 

1 review

29 miles from Piazza Grande in Rosennano, Casale Rosennano - Padronale features accommodations with access to a sauna. 30 miles from Piazza Matteotti and 31 miles from The Mall Luxury Outlet, the property provides a garden and barbecue facilities. Free Wifi is available throughout the property and Piazza del Campo is 19 miles away.

The air-conditioned apartment 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 apartment. For added privacy, the accommodation features a private entrance.

Florence Airport is 48 miles from the property.

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Casale Rosennano - Loggia
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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, Rosennano · 5.86 mi from centre

9.1

 

7 reviews

30 miles from Piazza Matteotti in Rosennano, Casale Rosennano - Loggia provides accommodations with access to a sauna. The air-conditioned accommodation is 29 miles from Piazza Grande. Free Wifi is available throughout the property and Piazza del Campo is 19 miles away.

The apartment features 2 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 1 bathroom with a hair dryer. Towels and bed linen are provided in the apartment. For added privacy, the accommodation features a private entrance.

Guests can make the most of the warm weather with the property's barbecue facilities.

Guests can relax in the garden at the property.

The Mall Luxury Outlet is 31 miles from Casale Rosennano - Loggia. Florence Airport is 48 miles away.

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La Loggia di Rosennano
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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, Rosennano · 5.86 mi from centre

10.0

 

6 reviews

La Loggia di Rosennano offers accommodations in Rosennano, 19 miles from Piazza del Campo and 29 miles from Piazza Grande. This property offers access to a balcony, free private parking, and free Wifi.

Featuring a terrace and garden views, the spacious apartment includes 2 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 2 bathrooms with a walk-in shower and a bidet. Featuring air conditioning, this unit has a dressing room and a fireplace. For added privacy, the accommodation has a private entrance and soundproofing.

Both a bicycle rental service and a car rental service are available at the apartment.

Piazza Matteotti is 30 miles from La Loggia di Rosennano, while The Mall Luxury Outlet is 31 miles from the property. Florence Airport is 48 miles away.

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Villa Nova by PosarelliVillas
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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.

Country house in Castelnuovo Berardenga, Rosennano · 5.88 mi from centre

8.7

 

3 reviews

Villa Nova by PosarelliVillas offers accommodations in Rosennano, 24 miles from Piazza Matteotti. The air-conditioned accommodation is 14 miles from Piazza del Campo, and guests can benefit from private parking available on site and free Wifi.

Providing a terrace and mountain views, the spacious country house includes 2 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 1 bathroom with a bath and a shower. Towels and bed linen are provided in the country house. There's also a seating area and a fireplace.

During warmer months, you can make use of the barbecue facilities and eat on the private patio.

Guests can enjoy the pool with a view and garden at the country house.

Florence Airport is 51 miles away.

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Agriturismo Rosetta
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Farm stay in Chianti Region, Montevarchi · 5.88 mi from centre

Agriturismo Rosetta is a recently renovated farm stay in Montevarchi where guests can make the most of the garden and terrace. The property is around 16 miles from The Mall Luxury Outlet, 18 miles from Piazza Matteotti, and 23 miles from Piazza Grande. There's an outdoor fireplace and guests can use free Wifi and free private parking.

The farm stay consists of 2 separate bedrooms, 1 bathroom, and a living room. The accommodation is non-smoking.

Piazza del Campo is 25 miles from the farm stay, while Uffizi Gallery is 30 miles away. Florence Airport is 35 miles from the property.

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Casa Minuccia
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 · 5.89 mi from centre

8.0

 

1 review

Casa Minuccia offers accommodations in Castelnuovo Berardenga, 14 miles from Piazza del Campo and 24 miles from Piazza Matteotti. Guests can benefit from a balcony and an outdoor pool. Outdoor seating is also available at the apartment.

The air-conditioned apartment is composed of 2 separate bedrooms, a fully equipped kitchen with a dishwasher and an oven, and 3 bathrooms. Towels and bed linen are offered in the apartment. For added privacy, the accommodation features a private entrance.

Florence Airport is 51 miles from the property.

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Casa Maria
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Apartment in Castelnuovo Berardenga · 5.89 mi from centre

Casa Maria offers accommodations in Castelnuovo Berardenga, 14 miles from Piazza del Campo and 24 miles from Piazza Matteotti. Both free Wifi and parking on-site are available at the apartment free of charge. Outdoor seating is also available at Casa Maria.

The air-conditioned apartment is composed of 2 separate bedrooms, a fully equipped kitchen with a dishwasher and an oven, and 3 bathrooms. Towels and bed linen are provided in the apartment. For added privacy, the accommodation features a private entrance.

Guests can enjoy the outdoor swimming pool at the accommodation.

Florence Airport is 51 miles away.

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Villa Nova
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Villa property in Castelnuovo Berardenga · 5.89 mi from centre

Located in Castelnuovo Berardenga, this villa is within a 10-minute drive of San Felice Winery and Vittorio Alfieri Theater. This villa is 14.1 mi (22.6 km) from Piazza del Campo and 3.6 mi (5.8 km) from Castle of Brolio.

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Casa Maria Luisa by PosarelliVillas
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Holiday home in Castelnuovo Berardenga, San Gusmè · 5.89 mi from centre

Featuring barbecue facilities, Casa Maria Luisa by PosarelliVillas offers accommodations in San Gusmè. The air-conditioned accommodation is 24 miles from Piazza Matteotti. Free Wifi is available throughout the property and Piazza del Campo is 14 miles away.

Offering a patio and garden views, the spacious vacation home includes 2 bedrooms, 2 living rooms, flat-screen TV, an equipped kitchen, and 3 bathrooms with a bidet and a shower. Guests can take in the ambience of the surroundings from an outdoor dining area or keep warm by the fireplace on colder days. For added privacy, the accommodation features a private entrance.

Guests can enjoy the outdoor swimming pool and garden at the vacation home.

Florence Airport is 51 miles from the property.

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Casa Minuccia
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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.

Holiday home in Castelnuovo Berardenga · 5.89 mi from centre

9.4

 

5 reviews

Providing a garden, Casa Minuccia provides accommodations in Castelnuovo Berardenga. Guests can benefit from a patio and a barbecue. The vacation home offers an outdoor swimming pool with a fence and free Wifi.

With direct access to a balcony, the air-conditioned vacation home consists of 2 bedrooms. Offering a terrace with garden views, this vacation home also features a TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a shower and a hair dryer. For added privacy, the accommodation features a private entrance.

Piazza del Campo is 14 miles from the vacation home, while Piazza Matteotti is 24 miles from the property. Florence Airport is 51 miles away.

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Cozy house in the Chianti region
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Holiday home in Castelnuovo Berardenga · 5.90 mi from centre

10.0

 

3 reviews

Cozy house in the Chianti region offers accommodations in Castelnuovo Berardenga, 14 miles from Piazza del Campo and 24 miles from Piazza Matteotti. This property offers access to a patio, free private parking, and free Wifi. The property features barbecue facilities and outdoor furniture.

The air-conditioned vacation home consists of 1 bedroom, a living room, a fully equipped kitchenette with a microwave and a coffee machine, and 1 bathroom with a bidet and a hair dryer. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance.

Guests at the vacation home can enjoy hiking nearby, or make the most of the garden.

Florence Airport is 58 miles from the property.

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Poggiolivo
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Holiday home in Chianti Region, Starda · 5.97 mi from centre

9.0

 

2 reviews

21 miles from Piazza Grande in Starda, Poggiolivo features accommodations with access to a sauna. This property offers a private pool, free Wifi, and free private parking. Piazza del Campo is 27 miles from the vacation home.

The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a shower. Guests can take in the ambience of the surroundings from an outdoor dining area. For added privacy, the accommodation features a private entrance.

The Mall Luxury Outlet is 22 miles from the vacation home, while Piazza Matteotti is 26 miles from the property. Florence Airport is 40 miles away.

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Agriturismo Oliviera
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Agritourism property in Castelnuovo Berardenga · 6.03 mi from centre

8.0

 

2 reviews

Breakfast available

Located in Castelnuovo Berardenga, Agriturismo Oliviera is a 2-minute drive from Borgo Scopeto e Caparzo Srl and 6 minutes from Chianti Sculpture Park. This farm stay is 8.8 mi (14.1 km) from Piazza del Campo and 3.6 mi (5.7 km) from Az. Agr.Losi Querciavalle.

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Agriturismo Oliviera Winery
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Farm stay in Castelnuovo Berardenga, Vagliagli · 6.05 mi from centre

9.0

 

519 reviews

Providing a garden, Agriturismo Oliviera Winery offers accommodations in Vagliagli. This property offers access to a terrace, free private parking, and free Wifi. The farm stay provides garden views and a picnic area.

Accessible via private entrance, all rooms have air conditioning, soundproofing, wardrobe, and a private bathroom with a bidet. All rooms are fitted with a kettle, while selected rooms have a fully equipped kitchen with an oven, a toaster, and a fridge. At the farm stay, all units are fitted with bed linen and towels.

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

The area is popular for cycling, and bike rental is available at Agriturismo Oliviera Winery.

Piazza del Campo is 8.3 miles from the accommodation, while Piazza Matteotti is 19 miles away. Florence Airport is 38 miles from the property.

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La Casaccia Guelfi
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Farm stay in Castelnuovo Berardenga · 6.10 mi from centre

8.9

 

13 reviews

Offering garden views, La Casaccia Guelfi in Castelnuovo Berardenga offers accommodations and barbecue facilities. This property offers a pool with a view, free Wifi, and free private parking. When staying at the farm stay, guests can use private entrance.

All units comprise a seating area with a sofa, a dining area, and a fully equipped kitchen with various cooking facilities, including a dishwasher, an oven, a toaster, and a fridge. A stovetop and kitchenware are also offered, as well as a coffee machine and a kettle. At the farm stay, the units have a wardrobe, a flat-screen TV, and a private bathroom.

Outdoor play equipment is also available at La Casaccia Guelfi, while guests can also relax in the garden.

Piazza del Campo is 16 miles from the accommodation, while Piazza Matteotti is 26 miles from the property. Florence Airport is 48 miles away.

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Tregole
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Agritourism property in Castellina in Chianti · 6.15 mi from centre

10.0

 

3 reviews

Breakfast available

When you stay at Tregole in Castellina in Chianti, you'll be within a 10-minute drive of Mazzei Winery and City Hall Castellina In Chianti. This farm stay is 12.9 mi (20.8 km) from Piazza del Campo and 3.1 mi (5 km) from Casa Vinicola Luigi Cecchi.

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Casa Matilde Chianti - Jeky Stay
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Apartment in Castelnuovo Berardenga · 6.18 mi from centre

9.5

 

40 reviews

Featuring a garden, Casa Matilde Chianti - Jeky Stay offers accommodations in Castelnuovo Berardenga. Both free Wifi and parking on-site are accessible at the apartment free of charge. The accommodation features a shuttle service, while a bicycle rental service is also available.

The air-conditioned apartment consists of 2 bedrooms, a living room, a fully equipped kitchen with an oven and a coffee machine, and 1 bathroom with a bidet and a hair dryer. A private entrance leads guests into the apartment, where they can enjoy some wine or champagne and chocolates or cookies. This apartment is non-smoking and soundproof.

For those times when you'd rather not eat out, you can cook on the barbecue.

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

Piazza del Campo is 17 miles from Casa Matilde Chianti - Jeky Stay, while Piazza Matteotti is 25 miles from the property. Florence Airport is 51 miles away.

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Casa Nataly Chianti - Jeky Stay
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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.

Holiday home in Castelnuovo Berardenga · 6.18 mi from centre

9.5

 

28 reviews

14 miles from Piazza del Campo and 25 miles from Piazza Matteotti, the property provides a garden and barbecue facilities. There's a sun terrace and guests can use free Wifi and free private parking.

The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bidet and bathrobes. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area.

A bicycle rental service is available at Casa Nataly Chianti - Jeky Stay.

Florence Airport is 51 miles away.

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Villa Di Sotto
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Farm stay in Castelnuovo Berardenga · 6.18 mi from centre

9.0

 

88 reviews

Villa Di Sotto offers a spa center and an indoor pool, as well as air-conditioned accommodations in Castelnuovo Berardenga, 14 miles from Piazza del Campo. The farm stay, housed in a building dating back to 1970, is 25 miles from Piazza Matteotti. The accommodation features a sauna, free Wifi throughout the property, and family rooms.

At the farm stay, units have a wardrobe, a flat-screen TV, a private bathroom, bed linen, and towels. There's also a well-equipped kitchen in some units equipped with an oven, a stovetop, and kitchenware. The rooms are equipped with heating facilities.

A selection of options including local specialities, fresh pastries, and juice are available for the buffet breakfast. Guests are welcome to eat at the on-site family-friendly restaurant, which is open for dinner, lunch, brunch, and cocktails.

The farm stay offers a variety of wellness options, including a hot tub, a wellness packages, and yoga classes. For guests with children, the farm stay provides outdoor play equipment. Guests can swim in the infinity pool, relax in the garden, or go cycling.

Florence Airport is 50 miles from the property.

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Borgo Villa a Sesta
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Resort in Castelnuovo Berardenga, San Gusmè · 6.19 mi from centre

8.2

 

24 reviews

Villa Di Sotto is a 19th-century farmhouse offering a countryside setting in the middle of Tuscany, a 20-minute drive from Siena. Its garden is surrounded by vineyards and olive groves and features 2 outdoor panoramic pools and 3 wellness areas.

Rooms and apartments at this Villa overlook the surrounding nature and come with TV, external wifi and antique wooden furniture. Apartments have a living/dining area with fully equipped kitchen.

The property’s à la carte restaurant is the ideal place to enjoy local cuisine, Italian classics and wines from the Chianti area. Booking for lunch and/or dinner is not obligatory, but is strongly recommended as we also host guests from outside the Bed and Breakfast. There is a well furnished wine shop on site where you can compare a wide selection of local and not local wines, as well as tasting and buying them.

Guests can relax in the two outdoor panoramic swimming pools area open in summer from 08:00 a.m. to 08:00 p.m. (shared with other guests - included in the stay).
Moreover, upon reservation, guests can also relax in the Relax Area/SPA with a panoramic infinity pool, a Jacuzzi and a sun terrace or in the Wellness Island with an outdoor Jacuzzi near the olive grove or in the Cave (minimum entry age: 16) with Finnish sauna or biosauna, sensory shower and jacuzzi hot tub. (exclusive use of one of the three Wellness Areas for 1 hour per day, per accommodations - included in the stay).
To book your relaxation time in the wellness areas you can email us two days before arrival or you can request it during your check-in.
Access to the relaxation area and the wellness island requires one towel/bathrobe per person, which may be rented from us, or it can be the guest's property.
Access to the cave requires two towels/one towel and one bathrobe per person, which may be rented from us or may be the guest's property.
For your aperitif in the relaxation area, in the wellness area and in the cave, you can order it and we'll bring it to you by the pool (charges apply).

This guest house is set in the small medieval town of Villa a Sesta. The A1 motorway is around 17 mi away.

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