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Holiday Rentals and Homes in Montespertoli, Italy

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    Travellers to Montespertoli are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Montagnana Val di Pesa
    8 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 18
    5 of 5 stars (1) Excellent
    Montagnana Val di Pesa
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Terrace
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    About this property
    Our Villa is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. <BR>Complete with vaulted ceilings downstairs and chestnut coffered ones upstairs, stables, a pigeon loft and a graceful loggia on the second floor, this villa is... View all property information
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    Montagnana Val di Pesa, Montespertoli
    1 / 24
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Garden
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    Montespertoli, Province of Florence
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Montespertoli, Province of Florence
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Children's Pool
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    About this property
    Le Torri Tuscany.<BR><BR>Villa apartments with pool, Le Torri is a Tuscan farmhouse built in the XIII century and located in the beautiful Chianti area. All your needs will be taken care of by the owners themselves, ensuring a relaxing break. The stone farmhouse has a swimming-pool, and is within... View all property information
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    Montespertoli, Province of Florence
    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Highlights Part of a farm estate located in Chianti, just thirty kilometres from Florence. Situated on a lovely small hill in the countryside. Surrounded by beautiful gardens and cypress trees. Located on the ground floor there is a spacious living room and a big kitchen, sofa-bed, fireplace. Two... View all property information
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    Montespertoli, Province of Florence
    1 / 43
    5 of 5 stars (7) Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Grill
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    • Washer
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    VILLA FOR RENT BY OWNER with private pool, air conditioning and wifi, available all the year for weekly rental from Saturday 5 pm to Saturday 10 am - sleeps up to 14 persons Villa Tuscany is an authentic old stone Tuscan property totally restored. The house sits on a wonderful 10-acre/4 hectare... View all property information
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    Montespertoli, Province of Florence
    1 / 13
    5 of 5 stars (6) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This is a brand new apartment in Old England style. It is located in Montespertoli (Florence). It is near the bus station for Florence, Pisa, Siena, Volterra etc. <BR><BR>The location is very convenient because you can reach easily the most beautiful places in Tuscany, very close to Chianti and to... View all property information
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    Montespertoli, Province of Florence
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    1 / 39
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Garden
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    About this property
    This beautiful country property is immersed in the verdant hills around Florence, an ideal retreat for country lovers seeking beautiful countryside and tranquillity. We let the beautifully converted and restored barn near the house of about 100 square metres. The cottage is located on the same... View all property information
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    Montespertoli, Province of Florence
    1 / 38
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • ?
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    About this property
    Casa Egle is an elegant Tuscan farmhouse set in a beautiful garden.  This villa features a nice pool and stunning views over the rolling hills of this wonderful region.  Olive groves, vineyards, woods and country estates are all in view.  Its location is between Florence and Siena, with the towns... View all property information
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    Montespertoli, Province of Florence
    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
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    About this property
    Apartment in the farm about 200 meters from the main farmhouse, from the swimming pool and from the restaurant. Apartment on first floor. Apartment of 45 mq., 2 bed places and composed by kitchen - living room, 1 double bedroom, bathroom with shower. TV SAT. Internet wi fi connection. This holiday... View all property information
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    Montespertoli, Province of Florence
    1 / 21
    Montagnana Val di Pesa
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Enjoy noble splendor in this gracious antique villa which is both close to Florence and immersed in tranquility. Villa Il Turco is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. Complete with vaulted ceilings downstairs... View all property information
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    Montagnana Val di Pesa, Montespertoli
    1 / 25
    Montagnana Val di Pesa
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Montagnana Val di Pesa, Montespertoli
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Nice private villa with pool situated near the small town of Montespertoli, approx. 30 km from Florence away. This former barn has been recently and carefully restored preserving the original architectural features and turned into a welcoming house offering beautiful panoramic views over the... View all property information
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    Montespertoli, Province of Florence
    1 / 36
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • Mountain Views
    • Parking
    • Private Garden
    • Central Heating
    • Wi-Fi
    • Hot Tub
    • Private Outdoor...
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    • Pet-friendly
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    • x
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    Montespertoli, Province of Florence
    1 / 37
    Lucardo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
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    About this property
    * 1 living room with fireplace and additional bed (access to the inner court) * 1 small kitchen with small oven * 1 double bedroom with outdoor access (can be prepared as twin bedroom) * 1 en suite bathroom (bathtub) Le Volte is located in an adjoining building on the rear of the villa (the park is... View all property information
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    Lucardo, Montespertoli
    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Il Gelsomino, a 2 room apartment on the ground floor, furnished with typical Tuscan furnishings. Living / Kitchen: Living room with sofa, free WiFi, satellite TV, safe, table and chairs. Kitchen with 2 burner stove, microwave, refrigerator/freezer and plates and utensils. Double room with fan,... View all property information
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    Montespertoli, Province of Florence
    1 / 34
    Lucardo
    Studio, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    * 1 frescoed room with double bed (bed cannot be divided into single beds), sitting area by the window and a small kitchenette (in the corner between the bedroom and bathroom) * 1 en suite bathroom (shower) Affresco is located in the villa, on the Piano Nobile (elegant upper floor). Affresco offers... View all property information
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    Lucardo, Montespertoli
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    1 / 24
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    The villa is situated in a small and charming village called Renai, 3 km from Castelfiorentino, surrounded by vineyards and olive groves. In the small village of Castelfiorentino you will find: railway station, supermarket, banks, post office, pharmacies, hospital, all kind of shops, gyms and... View all property information
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    Montespertoli, Province of Florence
    1 / 25
    10 Bedrooms, 8 Bathrooms, Sleeps 21 | Quick View
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    • Air Conditioning
    • Mountain Views
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Surrounded by olive groves and vineyards, the villa (21 sleeps) stands in panoramic position atop a hill offering a magnificent view of the Tuscan countryside stretching as far as the eye can see. It lies at the centre of the triangle Florence, Pisa and Sienna, Central place in Tuscany to visit... View all property information
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    Montespertoli, Province of Florence
    1 / 23
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Balcony
    • Satellite TV
    • Outdoor Dining Area
    • Central Heating
    • Shared Outdoor Pool...
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    This beautiful and well equipped apartment with exposed beams and terracotta floor,sits on a large estate (10.000 square meters) with olive groves and vineyards with pool directly by the house.It is well connected to the most important Tuscan cities.<BR><BR>Polvereto is set on 2 levels (both with... View all property information
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    Montespertoli, Province of Florence
    1 / 24
    5 of 5 stars (4) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Porch
    • Washer
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    • Patio
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    • Pet-friendly
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    • x
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    • ?
    About this property
    Our VILLA CASA DI MONTE is a country-villa that dates back to the beginning of the XIX Century and that has been recently restored preserving the original structure of the house. The whole villa consists of 2 units, but we only rent the VILLA all together to a single group at a time, as in fact as... View all property information
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    Montespertoli, Province of Florence
    1 / 17
    Lucardo
    9 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    • ?
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    • ?
    About this property
    Farmhouse Villa Sticci allows guests to spend valuable time indulging and sharing special moments with loved ones. Enjoy the birdsong, the marvellous sunsets and the excellent wines of this wonderful lane. Surrounded by a magical landscape of vineyards and olive-groves, in the heart of Tuscany,... View all property information
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    Lucardo, Montespertoli
    1 / 22
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • Terrace
    • Balcony
    • Grill
    • DVD Player
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    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    The poetry of yesterday & the comfort of today Villa Virginia is a private estate tucked away in the Chianti region, in the heart of Tuscany half way between between Florence and Siena. The detached villa is surrounded by 12 hectares of private ground. The house is secluded from the bituminised... View all property information
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    Montespertoli, Province of Florence
    1 / 31
    5 of 5 stars (6) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Central Heating
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    With its location in the hills of the Chianti wine zone, this Tuscany villa is a great destination for the wine lover! Just three kilometers away from this Tuscany vacation rental is the renowned Wine Culture Center in Montespertoli, along with plenty of opportunities to go wine tasting. This... View all property information
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    Montespertoli, Province of Florence
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Grill
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Villa Gasparri, stylish restored mansion on Chianti Hills, with private pool in exclusive use, is perfectly placed for exploring this fascinating area and glorious cities as Florence (25 km), Siena (55 km), San Gimignano (35 km), Pisa (60 km), offering a first class accommodation. <BR><BR>Set in... View all property information
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    Montespertoli, Province of Florence
    1 / 9
    Private Room, 30 Bathrooms, Sleeps 36 | Quick View
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    • ?
    • Smoking allowed
    About this property
    A charming inn housed in the former premises of a deconsecrated chapel in the vineyards of Chianti. You arrive at the inn along a narrow country road through the vineyards of the Val di Pesa, near Florence. The Old Chapel is situated on a hilltop in a panoramic position on each side and you can... View all property information
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    Montespertoli, Province of Florence
    1 / 30
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • ?
    • ?
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    • ?
    About this property
    Beautiful brick villa situated in quiet and panoramic location amidst the green hills of the Chianti region with enchanting views over the surrounding vineyards and olive groves. This property has been skilfully restored with all its original architectural features preserved and turned into a... View all property information
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    Montespertoli, Province of Florence
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • Outdoor Dining Area
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    • ?
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    Location Information
    Montespertoli, Province of Florence
    1 / 36
    Lucardo
    5 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • ?
    • ?
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    • ?
    About this property
    Located in the heart of the Chianti region between Florence and Siena (each are about 35 km away), Villa Castiglioni is a beautiful and spacious farmhouse that enjoys a particularly panoramic and quiet position.  Vineyards, olive groves and cypress trees grace the extraordinary landscape modeled by... View all property information
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    Lucardo, Montespertoli
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    MARGHERITE apartment is made of 2 double bedrooms, 2 bathrooms (one with a Jacuzzi-type bath-tub, WC, basin, bidet; the other is with shower, WC, basin, bidet), a large living-room with a double sofa bed, a dining room able to sit up to 15 persons, a kitchen fully equipped with fridge, oven,... View all property information
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    Montespertoli, Province of Florence
    1 / 20
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Il Nido (The Nest), part of an ancient mansion on Chianti hills, is perfectly named, nestled in a lovely park with centennial cypresses and olive trees, amidst the sweet bird song: a little heaven of quiet and beauty on a sea of hills rolling to the horizon.<BR><BR>Only 5 minutes from... View all property information
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    Montespertoli, Province of Florence
    1 / 23
    4 of 5 stars (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
    • Smoking allowed
    About this property
    La Pergola is a 3-room apartment on the ground floor furnished with care and warmly. Living / Kitchen: Living room with sofa and armchairs, free WiFi, satellite TV, safe, table and chairs. Kitchen with 4 hotplates, microwave, fridge / freezer and utensils. 1 double bedroom with fan and 1 room... View all property information
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    Montespertoli, Province of Florence
    1 / 15
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Appartment in small farmhouse (max. 12 people) with private equipped terrace with wonderful view on the sorrounding countryside. <BR>The house is situated in a fantastic hilltop position, reached only by a private road that brings you to the small village Martignana in the middle between... View all property information
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    Montespertoli, Province of Florence
    1 / 9
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    Montespertoli, Province of Florence
    1 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
    • Air Conditioning
    • Grill
    • Shared Garden
    • Internet Access
    • Washer
    • Satellite TV
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    (Minimum of one week rental required) Casa Apuane Alps is decorated with beautiful terracotta tiles and beamed ceilings, it measures 450 sqm divided into two floors: Ground floor: Entry hall with beautiful mirrors and cloakroom. Guests bathroom. On the left, large double living room elegantly... View all property information
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    Montespertoli, Province of Florence
    1 / 57
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Private Garden
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    • Children's Pool
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    VENERE ( 5+2 people - 2 bedrooms - 1 bathroom - kitchen ) This is an self-contained apartment (accommodating 7 people) located in the old farm house, comprising a spacious and airy kitchen/lounge . The kitchen consists of a cooktop with four hobs and an electric oven. There is a toaster,... View all property information
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    Montespertoli, Province of Florence
    1 / 21
    5 of 5 stars (3) Excellent
    13 Bedrooms, 14 Bathrooms, Sleeps 29 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
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    About this property
    Our ancient master-house called COLONICA villa, has been recently restored originating a villa made of 9 bedrooms (of which 5 double-bedrooms and 4 rooms that can be used as triple-, twin- or double-bedrooms), 10 bathrooms (each one with shower, bidet, wc, basin; one is suitable for handicapped... View all property information
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    Montespertoli, Province of Florence
    1 / 19
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Washer
    • Patio
    • DVD Player
    • Private Garden
    • Parking
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Casa indipendente di campagna in bellissima posizione collinare e panoramica. E' situata nel comune di Montespertoli, la città del vino, nella zona del Chianti e da qui sono facilmente raggiungibili Firenze, Siena, San Gimignano, Pisa, Volterra. E' spaziosa e confortevole adatta ad ospitare anche... View all property information
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    Montespertoli, Province of Florence
    1 / 17
    2 of 5 stars (1) Poor
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
    • Patio
    • Grill
    • Washer
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool...
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Ample appartment in farmhouse (composed of 3 appartments max 12 guests) in a wonderful peacefull hilltop position reached only by a 600 metres private road.<BR>The appartment has two private terraces with breathtaking views on the sorrounding countryside. Around the house a large (more that 4.000... View all property information
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    Montespertoli, Province of Florence
    1 / 43
    1 of 5 stars (1) Terrible
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Outdoor Dining Area
    • Private Garden
    • Grill
    • Parking
    • Air Conditioning
    • Washer
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    Montespertoli, Province of Florence
    1 / 32
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Parking
    • Private Outdoor...
    • Satellite TV
    • Grill
    • Air Conditioning
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Casale Castiglioni is located in the Chianti countryside, surrounded by olive groves and vineyards approximately 20 kilometers from the center of Florence. Thanks to its location it is an excellent starting point for day trips to Volterra, Vinci, San Gimignano, Siena, Lucca and Pisa. The property,... View all property information
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    Montespertoli, Province of Florence
    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Central Heating
    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    At Castello Sonnino you have the chance to stay in an exclusive apartment situated in the thirteenth-century tower. The decor has been designed with the greatest care, in harmony with the traditions and taste of Tuscan houses. The traditional materials, the colours with their warm hues and the... View all property information
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    Montespertoli, Province of Florence
    1 / 39
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Central Heating
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    If you have ever had a hankering to stay in a historic Castle in Tuscany amidst vineyards and Chianti towns, this fits the bill. Owned by a Florentine family, this castle estate is well located for day trips throughout the region. There is a restaurant onsite open six days a week and a lovely... View all property information
    Location Information
    Montespertoli, Province of Florence
    1 / 21
    Lucardo
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Set in the very heart of Tuscany, and resting in the middle of its own 12-acre estate is the charming Villa Leonardo, Chianti, Tuscany. It is located in the Chianti region, and surrounded by idyllic scenery comprised of vineyards, lavender fields, rows of cypresses and the famous Tuscan hills. The... View all property information
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    Lucardo, Montespertoli
    1 / 23
    1 Bedroom, Sleeps 3 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Tenuta Moriano is part of an antique territory, the Chianti, dedicated to the agricultural tradition and culture of its wines. Immersed by the atmosphere of the Tuscan country and located very closely to the heart of one of the most antique art cities in the entire world.<BR><BR>Tenuta Moriano is... View all property information
    Location Information
    Montespertoli, Province of Florence
    1 / 14
    Montagnana Val di Pesa
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Welcoming farmhouse with private pool situated in quiet and panoramic location on hills surrounding Florence. This property is a short distance away from the village of Montagnana and from the nice town of San Casciano Val di Pesa. The interiors are nicely furnished in a rustic style and are... View all property information
    Location Information
    Montagnana Val di Pesa, Montespertoli
    1 / 10
    5 of 5 stars (1) Excellent
    Private Room, 7 Bathrooms, Sleeps 14 | Quick View
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    • Wi-Fi
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Central Heating
    • Secure Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Gigliola is pronounced “jeel-YOH-lah”. What we like about Gigliola, above all else, is its location, just 3 kilometers outside the lovely hilltown of Montespertoli, about 30 minutes southwest of Florence. It’s pushed off just a tiny bit from Chianti Classico, which means fewer crowds and a more... View all property information
    Location Information
    Montespertoli, Province of Florence