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    Found 139 Chianti holiday homes for rent

    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 pets pool wifi
    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 pets pool wifi
    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 pets pool wifi
    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
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    Farmhouse • 6 People • 3 2 pets wifi
    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 • 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
    House • 10 People • 5 5
    From
    1,795 /night
    Min Stay 1 night

    Radda in Chianti, Italy 

    € 1,795 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Chianti Sunset


    Nestled in the Chianti countryside between Siena and Florence, this home has serenity running through its core. Sat atop a hill, surrounded by olive groves and vineyards (the site is actually an active organic winery), it’s impossible not to relax here. Inside, this traditional home has been respectfully renovated to offer a homely retreat which is ideal for families and groups of all sizes, while the outdoor space is sure to be a hit with all. A private pool, sun-drenched terraces and alfresco dining opportunities – including a wood-fired pizza oven for authentic Italian cuisine – what’s not to love? *The owners live on-site with their two friendly dogs, who you may see during your stay – please don't feed them. If you have severe allergies to pets, this home may not be best suited to you. *Three of the five bedrooms can be set up as super kings or twins on request. *Your host can provide a cot and high chair for free. You'll need t...More Details


    • Booked Available
    House • 12 People • 6 3
    From
    991 /night
    Min Stay 1 night

    Radda in Chianti, Italy 

    € 991 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    The Hilltop Dream


    With breathtaking views across the Chianti countryside, this home will captivate you from the moment of arrival. There’s also a private pool, a peaceful garden and a pergola with a barbecue – perfect for alfresco dining. Inside, the rooms are set across two floors and offer plenty of character along with home comforts. You might never want to leave this hilltop sanctuary, but it’s just 2 kilometres to Radda in Chianti where you’ll find shops, restaurants and bars. It’s also possible to drive to Siena and San Gimignano. *Private parking is available for up to four cars. *This home is spread across two floors with stairs. Please also note bedrooms five and six have small double beds which are best suited to one adult or two children. *If you're travelling with little ones, your host can provide two cots and two high chairs for free. You'll need to request them in advance. *Please note the swimming pool is available for use from appr...More Details


    • Booked Available
    House • 10 People • 5 7
    From
    4,401 /night
    Min Stay 1 night

    Radda in Chianti, Italy 

    € 4,401 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Tuscan Bloom


    Breathtaking views, a private pool and an abundance of charm – this home welcomes you to enjoy it all from its privileged spot in Chianti. Outside, you’ll find everything you could need to sit back and savour the beauty of this special location. There’s a terrace for alfresco dining and a little playground for children. Inside, the wine cellar offers the perfect spot for wine tastings, while the steam room and gym cover all your wellness needs. Plus, a welcome dinner is provided, housekeeping is included and a private chef can be arranged on request. It’s also just a short drive to Radda in Chianti, while Sienna and Florence are also within easy reach. *Please note the housekeeper lives in a detached cottage on-site. *A complimentary welcome dinner and daily housekeeping are included in your stay along with daily laundry service and a twice weekly linen change. *The house is set across three floors with stairs. *If you’re travelling...More Details


    • Booked Available
    House • 6 People • 3 2
    From
    474 /night
    Min Stay 1 night

    Radda in Chianti, Italy 

    € 474 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Vineyard Sunset


    Nestled in the Tuscan countryside with a private pool, serene outdoor space and views across Chianti’s vineyard-laced hills – what’s not to love about this home? Comfortable for a family or group of friends, inside, you’ll find a seamless blend of traditional and modern. And, when you fancy a spot of sightseeing or some authentic Italian cuisine, you can walk to the hilltop town of Radda, just two minutes away, or for jaunts further afield, hop in the car for a day trip to Florence or Siena. *There's no air conditioning here, but fans are provided for guests' comfort. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open from May until mid-October, isn't fenced. Children will need to be supervised at all times. *There are steps to access this home. It may not be the best option for those with reduced mobility. *We recommend hiring a car to get the most out of ...More Details


    • Booked Available
    House • 8 People • 4 3
    From
    440 /night
    Min Stay 1 night

    Castellina in Chianti, Italy 

    € 440 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Like Sweetness


    If you’re looking to experience the natural beauty of Chianti, this home delivers a charming solution. You’ll be welcomed by stunning views across the surrounding vineyards and there’s a private swimming pool for leisurely dips. Inside, the rooms are traditional, family-friendly and full of character. Your host is on hand to help organise sweet extras like private chefs, walking excursions and guided tours. Plus, it’s just a short drive to the nearest amenities while Siena is also within easy driving distance. *Please note the owners live next door with a dog and a cat – you may see them during your stay. *It is possible for the two single beds in the second bedroom to be arranged as a double bed on request. *Please note the swimming pool is open from May to September. *If you’re travelling with little ones, your host can provide a cot for free on request. *Private parking is available for up to three cars. *One well behaved dog is...More Details


    • Booked Available
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