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    Found 144 Chianti holiday homes for rent

    Apartment • 16 People • 7 4 pets pool wifi
    From
    376 /night
    Min Stay 7 nights

    Gaiole in Chianti, Italy 

    € 376 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    "Il Gufo n°1", 9-room apartment 180 m2 on 2 levels on 1st floor. Comfortable and wooden furniture furnishings: living/dining room with open-hearth fireplace. Small living room with 1 double sofabed (160 cm), satellite TV. 1 double bedroom. Kitchenette (4 hot plates, dishwasher, microwave). Shower/WC. Upper floor: 2 double bedrooms with sloping ceilings. 4 small rooms with sloping ceilings, each room with 2 beds. Shower/WC, 2 showers/bidet/WC. Facilities: Internet (WiFi, free). 1 pet/ dog allowed. Shower with no shower plate. Outdoor area with table and chairs. IT052013B5JO6MFE6T Outside Description: Carefully renovated "Podere La Massa" consists of a detached house and 8 apartments. It is surrounded by olive groves, fields and it enjoys a wonderful view over the Chianti hills. It is a very quiet position, ideal for nature lovers to enjoy walks or bicycle runs in the surroundings area. Each apartment has its private outdoor area fenced...More Details


    • Booked Available
    House • 2 People • 1 1 pets pool wifi
    From
    165 /night
    Min Stay 7 nights

    Gaiole in Chianti, Italy 

    € 165 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi
    Credit Cards Accepted

    "Tipologia Bilocale", 2-room semi-detached house 60 m2, on the upper ground floor. Comfortable and cosy furnishings: living/dining room with satellite TV and air conditioning. Exit to the veranda. 1 double bedroom with air conditioning. Kitchenette (4 hot plates, oven, dishwasher, toaster, kettle, microwave, freezer, electric coffee machine). Shower/bidet/WC. Heating, air-conditioning (extra). Terrace furniture, barbecue. Facilities: mosquito net, children's high chair, baby cot for up to 2 year olds, hair dryer. Internet (WiFi, free). Please note: non-smoking house. 1 pet/ dog allowed. Private entrance, smoke alarm, fire extinguisher. IT052013B4V9AYR9EU Outside Description: Resort "San Regolo", 460 m .. 6 houses in the resort. In the hamlet San Regolo 10 km from the centre of Gaiole in Chianti, 16 km from the centre of Radda in Chianti, 76 km from the centre of Firenze, in a sunny position on top of a hill, residential area (vil...More Details


    • Booked Available
    House • 4 People • 2 2 pets pool wifi
    From
    254 /night
    Min Stay 7 nights

    Gaiole in Chianti, Italy 

    € 254 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi
    Credit Cards Accepted

    "Tipologia Trilocale", 3-room semi-detached house 90 m2 on 2 levels, on the upper ground floor. Comfortable and cosy furnishings: living/dining room with satellite TV and air conditioning. Exit to the veranda. 1 double bedroom with air conditioning. Kitchenette (4 hot plates, oven, dishwasher, toaster, kettle, microwave, freezer, electric coffee machine). Shower/bidet/WC. Upper floor: 1 double bedroom with air conditioning. Shower/bidet/WC. Heating, air-conditioning (extra). Terrace furniture, barbecue. Facilities: mosquito net, children's high chair, baby cot for up to 2 year olds, hair dryer. Internet (WiFi, free). Please note: non-smoking house. 1 pet/ dog allowed. Private entrance, smoke alarm, fire extinguisher. IT052013B4V9AYR9EU Outside Description: Resort "San Regolo", 460 m .. 6 houses in the resort. In the hamlet San Regolo 10 km from the centre of Gaiole in Chianti, 16 km from the centre of Radda in Chianti, 76 km from...More Details


    • Booked Available
    House • 8 People • 3 3 pets pool wifi
    From
    477 /night
    Min Stay 7 nights

    Radda in Chianti, Italy 

    € 477 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi
    Credit Cards Accepted

    "Villa del Poggio", 4-room house 95 m2 on 2 levels. Beautiful and tasteful furnishings: living/sleeping room with 1 double sofabed, open-hearth fireplace, satellite TV, radio, CD-player and DVD. Exit to the terrace. 1 room with 1 french bed (160 cm), shower/bidet/WC. Exit to the garden. 1 room with 2 beds and shower/WC. Exit to the garden. Open kitchen (oven, dishwasher, 5 gas rings, toaster, kettle, microwave, freezer, electric coffee machine) with dining table. Exit to the garden. Upper floor: 1 room with sloping ceilings with 1 french bed (160 cm). Shower/WC. Gas heating, air-conditioning. Comfortable furnishings in the country house style. 2 terraces, porch. Terrace furniture, barbecue, deck chairs, box-room. Beautiful view of the garden, the countryside and the forest. Facilities: washing machine, safe, iron, mosquito net, children's high chair, baby cot. Internet (WiFi, free). Please note: non-smokers only. Maximum 2 small pets/ d...More Details


    • Booked Available
    Advertisement
    Apartment • 8 People • 4 2 pool wifi
    From
    175 /night
    Min Stay 7 nights

    Radda in Chianti, Italy 

    € 175 /Night (minimum stay 7 nights)
  • Swimming Pool
    WiFi
    Credit Cards Accepted

    6-room house 230 m2 on 2 levels, on the upper ground floor. Rustic and cosy furnishings: living/dining room with open-hearth fireplace, dining table and satellite TV. Exit to the terrace. 2 rooms, each room with 1 french bed (160 cm). Kitchen (oven, dishwasher, 4 gas rings, toaster, electric coffee machine). Exit to the terrace. Shower/bidet/WC. On the lower ground floor: dining room, ceiling height 220 cm with dining table. Exit to the garden. 2 rooms, each room with 1 french bed (160 cm). Shower/bidet/WC. Heating (extra). Small balcony, large terrace 25 m2, roofed. Terrace furniture, barbecue, deck chairs (14). Beautiful panoramic view of the valley, the countryside, the forest and Val d'Arno. Facilities: washing machine, children's high chair, baby cot for up to 2 year olds. Internet (WiFi, free). Parking (fenced 2 cars) at the house. Please note: non-smokers only. No mandatory extra charges to be paid on-site except for local tax. W...More Details


    • Booked Available
    Farmhouse • 10 People • 5 3
    From
    343 /night
    Min Stay 7 nights

    Radda in Chianti, Italy 

    € 343 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    6-room semi-detached house 180 m2 on 2 levels. Rustic and cosy furnishings: living/dining room with satellite TV. Exit to the loggia. Kitchen (4 hot plates, oven, microwave, freezer, electric coffee machine). Upper floor: 1 double bedroom with shower/bidet/WC. 1 room with 2 beds. 1 double bedroom with shower/bidet/WC. 1 double bedroom. 1 double bedroom. Shower/bidet/WC. Facilities: Internet (WiFi, free). 1 pet/ dog allowed. When there are less than the maximum number of guests staying at the property, not all of the bedrooms will be available for use. IT052023B5JQ8ODLDB Outside Description: Typical Tuscan stone farmhouse and annex 50 m away, situated in the heart of Chianti Classico. The house is attached to the owner's house on 1 side only. The heating is not available in the property. Set in the grounds of the farming estate of 24 ha. Private angling lake, 500 m. The original construction has been retained ...More Details


    • Booked Available
    Farmhouse • 4 People • 2 2
    From
    138 /night
    Min Stay 7 nights

    Radda in Chianti, Italy 

    € 138 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    3-room house 55 m2, on the ground floor. Fully renovated, rustic and cosy furnishings: living/dining room with open-hearth fireplace and satellite TV. Exit to the terrace. 1 double bedroom with shower/bidet/WC. 1 double bedroom with shower/bidet/WC. Kitchenette (4 hot plates, oven, electric coffee machine). Heating. Facilities: Internet (WiFi, free). 1 pet/ dog allowed. This dependance is at about 50 m from main house . IT052023B5JQ8ODLDB Outside Description: Typical Tuscan stone farmhouse and annex 50 m away, situated in the heart of Chianti Classico. The house is attached to the owner's house on 1 side only. The heating is not available in the property. Set in the grounds of the farming estate of 24 ha. Private angling lake, 500 m. The original construction has been retained in both houses. Wine tasting and cookery lessons on request. 12 bottles of Chianti Classico offered by the owner with a mi...More Details


    • Booked Available
    Farmhouse • 14 People • 7 5
    From
    436 /night
    Min Stay 7 nights

    Radda in Chianti, Italy 

    € 436 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    9-room house 235 m2 on 2 levels. Rustic and cosy furnishings: living/dining room with satellite TV. Exit to the loggia. Living/dining room with open-hearth fireplace and satellite TV. Exit to the terrace. 1 double bedroom with shower/bidet/WC. 1 double bedroom with shower/bidet/WC. Kitchen (4 hot plates, oven, microwave, freezer, electric coffee machine). Upper floor: 1 double bedroom with shower/bidet/WC. 1 room with 2 beds. 1 double bedroom with shower/bidet/WC. 1 double bedroom. 1 double bedroom. Shower/bidet/WC. Facilities: washing machine. Internet (WiFi, free). 1 pet/ dog allowed. No internal connecting door between the separated properties. Only the annex is equipped with heating. IT052023B5JQ8ODLDB Outside Description: The Le Bonatte farm located in the heart of the Chianti Classico is made up of two real estate units (the farmhouse and the annex). The farmhouse, which can accommodate up to ten people, is not equipped with hea...More Details


    • Booked Available
    Farmhouse • 6 People • 3 2
    From
    179 /night
    Min Stay 7 nights

    Radda in Chianti, Italy 

    € 179 /Night (minimum stay 7 nights)
  • Pets Allowed
    WiFi
    Credit Cards Accepted

    "La Terrazza", 4-room semi-detached house 150 m2 on 2 levels. Practical and antique furnishings: large entrance hall. Living/dining room with TV. Exit to the terrace. Large kitchen (4 hot plates, oven, toaster, kettle, microwave, freezer, electric coffee machine) with open-hearth fireplace. Sep. WC. Upper floor: 1 double bedroom 25 m2. 1 double bedroom 25 m2 with shower/bidet/WC. 1 room 20 m2 with 2 beds. Shower/bidet/WC. Terrace 10 m2. Terrace furniture, barbecue. Panoramic view of the countryside. Facilities: washing machine, iron, children's high chair, baby cot for up to 2 year olds, hair dryer. Internet (WiFi, free). 2 pets/ dogs allowed. IT052023C25AZMXXFP Outside Description: La Terrazza is a typical manor house, located in the heart of the Chianti Classico area, which preserves the atmosphere of the original late 19th century architectural structure with authentic furniture from the same period. Inside, the house has ample spa...More Details


    • Booked Available
    House • 4 People • 2 1
    From
    65 /night
    Min Stay 7 nights

    San Polo-in-Chianti, Italy 

    € 65 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    "Chiesa", 3-room apartment 65 m2 on 2 levels. Practical and antique furnishings: living/dining room with open-hearth fireplace, dining table and satellite TV (flat screen). Small kitchen (oven, dishwasher, 4 gas rings, toaster, kettle, microwave, electric coffee machine). Exit to the garden. Upper floor: 2 double bedrooms. Shower/bidet/WC. Heating (extra). Natural stone floors. Terrace partly roofed, patio. Terrace furniture, barbecue, box-room. Marvellous panoramic view of Chianti. Facilities: children's high chair, baby cot for up to 2 year olds, hair dryer. Parking (1 car) at the house. Please note: suitable for families. Non-smokers only. Maximum 2 pets/ dogs allowed. Private entrance. IT048021B5HUDSPMZM Outside Description: Manor house "Panzalla", detached, surrounded by fields and vineyards. 6 apartments in the residence. Property composed of main house and outbuilding 4 km from the centre of San Polo in Chianti, 16 km from the ...More Details


    • Booked Available
    House • 4 People • 2 1
    From
    62 /night
    Min Stay 7 nights

    San Polo-in-Chianti, Italy 

    € 62 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    "Capella", 3-room apartment 65 m2 on 2 levels. Practical and rustic furnishings: 1 double bedroom. Small kitchen (oven, 4 gas rings, toaster, kettle, microwave, electric coffee machine) with dining table. Upper floor: living room with satellite TV (flat screen). 1 double bedroom. Shower/bidet/WC. Heating (extra). Natural stone floors. Terrace. Terrace furniture, barbecue. Very beautiful panoramic view of Chianti. Facilities: children's high chair, baby cot for up to 2 year olds. Parking (1 car) at the house. Please note: suitable for families. Non-smokers only. Maximum 2 pets/ dogs allowed. Private entrance. IT048021B5HUDSPMZM Outside Description: Manor house "Panzalla", detached, surrounded by fields and vineyards. 6 apartments in the residence. Property composed of main house and outbuilding 4 km from the centre of San Polo in Chianti, 16 km from the centre of Impruneta, 23 km from the centre of Firenze, in a secluded, sunny, elevat...More Details


    • Booked Available
    House • 8 People • 4 2
    From
    117 /night
    Min Stay 7 nights

    San Polo-in-Chianti, Italy 

    € 117 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    "Fienile", 5-room semi-detached house 110 m2 on 2 levels. Spacious, rustic and antique furnishings: large living/dining room with open-hearth fireplace, dining table and satellite TV. Exit to the terrace. 2 double bedrooms. Small kitchen (2 hot plates, oven, dishwasher, 4 gas rings, toaster, kettle, microwave, electric coffee machine). Exit to the balcony. Shower/bidet/WC. Upper floor: 1 double bedroom. 1 room with 2 beds (80 cm). Shower/bidet/WC. Heating (extra). Natural stone floors. Balcony, large terrace 40 m2 partly roofed. Terrace furniture, balcony furniture, barbecue. Marvellous panoramic view of Chianti. Facilities: children's high chair, baby cot for up to 2 year olds, hair dryer. Parking (2 cars) at the house. Please note: suitable for families. Non-smokers only. Maximum 2 pets/ dogs allowed. Private entrance. IT048021B5HUDSPMZM Outside Description: Manor house "Panzalla", detached, surrounded by fields and vineyards. 6 apa...More Details


    • Booked Available
    Apartment • 8 People • 4 2
    From
    112 /night
    Min Stay 7 nights

    San Polo-in-Chianti, Italy 

    € 112 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    "Rondini", 5-room apartment 100 m2, on the ground floor. Rustic and antique furnishings: living/dining room with open-hearth fireplace, dining table and satellite TV (flat screen). 4 double bedrooms. Open kitchen (oven, 4 gas rings, toaster, kettle, microwave, freezer, electric coffee machine). 2 showers/bidet/WC. Heating (extra). Natural stone floors. Terrace. Terrace furniture, barbecue. Very beautiful panoramic view of Chianti. Facilities: children's high chair, baby cot for up to 2 year olds. Parking (2 cars) at the house. Please note: suitable for families. Non-smokers only. Maximum 2 pets/ dogs allowed. Private entrance. IT048021B5HUDSPMZM Outside Description: Manor house "Panzalla", detached, surrounded by fields and vineyards. 6 apartments in the residence. Property composed of main house and outbuilding 4 km from the centre of San Polo in Chianti, 16 km from the centre of Impruneta, 23 km from the centre of Firenze, in a secl...More Details


    • Booked Available
    Apartment • 3 People • 1 1
    From
    46 /night
    Min Stay 7 nights

    San Polo-in-Chianti, Italy 

    € 46 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    "Rustico", 2-room apartment 45 m2, on the ground floor. Object suitable for 2 adults + 1 child. Practical and rustic furnishings: living/sleeping room with 1 sofabed, open-hearth fireplace, dining table and satellite TV (flat screen). 1 double bedroom with shower/bidet/WC. Open kitchen (oven, 4 gas rings, kettle, freezer, electric coffee machine). Heating (extra). Natural stone floors. Terrace partly roofed, garden. Terrace furniture, barbecue. Marvellous panoramic view of Chianti. Facilities: children's high chair, baby cot for up to 2 year olds, hair dryer. Internet (WiFi, free). Parking (1 car) at the house. Please note: suitable for families. Non-smokers only. Maximum 2 pets/ dogs allowed. Private entrance. IT048021B5HUDSPMZM Outside Description: Manor house "Panzalla", detached, surrounded by fields and vineyards. 6 apartments in the residence. Property composed of main house and outbuilding 4 km from the centre of San Polo in Ch...More Details


    • Booked Available
    Cottage • 12 People • 6 6
    From
    415 /night
    Min Stay 7 nights

    San Polo-in-Chianti, Italy 

    € 415 /Night (minimum stay 7 nights)
  • Swimming Pool
    Air Conditioning
    WiFi
    Credit Cards Accepted

    "Policleto", 9-room house 270 m2 on 3 levels. Spacious, partly renovated in 2023, comfortable and cosy furnishings: living/dining room with dining table, satellite TV, wood-burning stove and air conditioning. 2 double bedrooms, each room with shower/bidet/WC and air conditioning. Exit to the garden. 1 double bedroom with shower/bidet/WC and air conditioning. Kitchen (oven, dishwasher, 5 gas rings, toaster, kettle, microwave, freezer, electric coffee machine) with air conditioning. On the lower ground floor: (exterior staircase) living/dining room with kitchen corner. Exit to the garden. 1 double bedroom. Shower/bidet/WC. Upper floor: living/dining room with open-hearth fireplace, satellite TV and air conditioning. Open kitchen (oven, dishwasher, 4 gas rings, toaster). Shower/bidet/WC. 2nd upper floor: 2 double bedrooms, each room with air conditioning. Bath/shower/bidet/WC. Electric heating (extra), air-conditioning (extra). Parquet flo...More Details


    • Booked Available
    Farmhouse • 8 People • 4 2
    From
    282 /night
    Min Stay 7 nights

    Strada-in-Chianti, Italy 

    € 282 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    5-room house 110 m2 on 2 levels, on the ground floor. Comfortable and cosy furnishings: living/dining room with TV. 1 double bedroom. 1 double bedroom. 1 room with 2 beds. Kitchenette (4 hot plates, oven, dishwasher, toaster, kettle, microwave, freezer). Shower/bidet/WC. On the lower ground floor: 1 room, without window with 2 beds. Shower/WC. Terrace furniture, barbecue. Panoramic view of the countryside. Facilities: washing machine, children's high chair, baby cot for up to 2 year olds, hair dryer. Internet (WiFi, free). Suitable for families. 1 pet/ dog allowed. When there are less than the maximum number of guests staying at the property, not all of the bedrooms will be available for use. IT048021C2BABTABEJ Outside Description: Country house "Pilar", detached. 1 km from the centre of Strada in Chianti, 11 km from the centre of Greve in Chianti, 20 km from the centre of Firenze, in a quiet, sunny position on a slope, in the country...More Details


    • Booked Available
    Room • 1 Person • 1 1
    From
    41 /night
    Min Stay 14 nights

    Greve in Chianti, Italy 

    € 41 /Night (minimum stay 14 nights)

  • Room in the Chianti hills


    We welcome you in a quiet, historical place, surrounded by gorgeous hillsides of vineyards and olive groves, interspersed with farmhouses, turreted castles and fortresses and ancient hamlets: this is the typical Chianti landscape, possibly the best-known of all of Tuscany. We are located above Greve in Chianti in the heart of Tuscany, between two great cities of the Renaissance: Florence & Siena. From the town of Greve in Chianti, we are on the road winding through the hills that connects the Greve Valley from the Pesa Valley, here is the Pieve di San Cresci. The relaxed atmosphere of Chianti and the splendid historic building, from the 10th century, form an exciting combination. We run a residency for artists, a very creative community! The space allows guests to live and work surrounded by history, nature, and local traditions. Wifi internet connection has been tested by numerous guests who have stayed and worked here and who hav...More Details


    • Booked Available
    Room • 4 People • 2 2
    From
    85 /night
    Min Stay 30 nights

    Radda in Chianti, Italy 

    € 85 /Night (minimum stay 30 nights)
  • WiFi

    Romanita bella


    Features:  •  Internet Access   •   Laundry   •   Garden   •   Parking Pets at the property: Name: type:Dog lives indoor: 1 My mother Romanita , me Antonella , my son Federico and our beloved boxer Pina, pets are also welcome Local Amenities: Shopping Centre Local Bus Stop Park Health Club Restaurant...More Details


    • Booked Available
    Room • 4 People • 2 2
    From
    110 /night
    Min Stay 30 nights

    Castellina in Chianti, Italy 

    € 110 /Night (minimum stay 30 nights)
  • WiFi

    Chianti Tuscany rooms and apartment


    Features:  •  TV   •   Patio   •   Barbecue   •   Internet Access   •   Garden   •   Swimming Pool   •   Parking Our House is situated in Castellina, in the heart of classic Chianti and Tuscany. Surrounded by gentle hills, it offers an incomparable panoramic view of the valley. Outdoor pool. It is the ideal starting point to explore the surrounding region and we would like to recommend special itineraries and places in order to make your holiday unforgettable. From the windows of your room, you can enjoy the beautiful view of vineyards and the scent of wild herbs surrounding the swimming pool. At sunset, you can relax at the tables in the garden with a glass of Chianti or even enjoy a Florentine-style steak that you can cook on the barbecue. Local Amenities: Muse...More Details


    • Booked Available
    House • 14 People • 7 6
    From
    1,411 /night
    Min Stay 1 night

    Radda in Chianti, Italy 

    € 1,411 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    An Italian Tale


    This former lookout tower once guarded the passage between Florence and Siena. Today, it exists as a calm sanctuary offering idyllic views, a private pool and serene grounds. The rooms are spread across the main house and two independent apartments – making this a great option for groups looking to stretch out and socialise. All of the bedrooms have air conditioning and it’s a sweet option for families with plenty to explore in the surroundings. You will need a car to get around here, but it’s just 3 kilometres to Castellina in Chianti, while Siena is just a forty-minute drive away. *Please note this home is spread across a main house for six guests, a guest house for four guests and a pool house for four guests. *The housekeeper also lives on site but will respect total privacy. *If you're travelling with little ones, your host can provide a high chair for free upon request. *The swimming pool is only available from May to Septembe...More Details


    • Booked Available
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