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Vacation Rentals in Montespertoli, Italy

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    Travelers to Montespertoli are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    Lucardo
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Il Podere is a beautiful farmhouse located halfway between Florence and Siena, in the heart of the Chianti Hills. This is one of the most popular regions in central Tuscany, and the scenery around this house is of incredible beauty. Vineyards, olive groves and fields form a paradise-like landscape,... View all property information
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    Lucardo, Montespertoli
    10 Bedrooms, 8 Bathrooms, Sleeps 21 | Quick View
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    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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    50025, Montespertoli, Province of Florence
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    50056, Montespertoli, Province of Florence
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Apartment in the farm about 200 meters from the main farmhouse, from the swimming pool and from the restaurant. Apartment on ground floor.60 mq, 4 bed places and composed by kitchen - living room with oven, 1 double bedroom, 1 bedroom with 2 single beds, bathroom with shower. TV SAT. Internet wi... View all property information
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    50025, Montespertoli, Province of Florence
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Terrace
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    Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool. Apartment of 80 mq on two floors. 5 bed places and composed by kitchen-dining room, 1 double bedroom, 1 single bedroom, 1 bedroom with two single beds, bathroom with shower. The double... View all property information
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    50025, Montespertoli, Province of Florence
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    43 Bedrooms, 35 Bathrooms, Sleeps 120 | Quick View
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    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
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    50025, Montespertoli, Province of Florence
    1 / 17
    Lucardo
    9 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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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
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool. Apartment on ground floor,sqm 70. 4 bed places and composed by kitchen – living room with oven, 1 double bedroom, 1 bedroom with 2 single beds, bathroom with shower. TV SAT. Internet wi... View all property information
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    50025, Montespertoli, Province of Florence
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    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool. Apartment of 110 mq on first floor. 5 bed places and composed by kitchen – living room, 1 double bedroom, 1 bedroom with 2 single beds, 1 bedroom with a single bed, one bathroom with... View all property information
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    50025, Montespertoli, Province of Florence
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    5 of 5 stars (3) Excellent
    13 Bedrooms, 14 Bathrooms, Sleeps 29 | Quick View
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    • Grill
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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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    50025, Montespertoli, Province of Florence
    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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    50025, Montespertoli, Province of Florence
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    8 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    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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    50025, Montespertoli, Province of Florence
    1 / 45
    5 of 5 stars (6) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    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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    50025, Montespertoli, Province of Florence
    1 / 59
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    You’ll find us in the heart of Tuscany, in the area known as the “Chianti towns”. We're located in Montespertoli, a typical Tuscan town easily reached from all over the region. This is a land of gentle hills dotted with vineyards that denote authentic Tuscan scenery. It is a fertile land, whose... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
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    • 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
    Location Information
    50025, Montespertoli, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool.Apartment on first floor. Apartment of 50 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
    Location Information
    50025, Montespertoli, Province of Florence
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Yard
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    • Pet-friendly
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    • Smoking allowed
    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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    50025, Montespertoli, Province of Florence
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Terrace
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    50025, Montespertoli, Province of Florence
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    4 of 5 stars (2) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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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
    50025, Montespertoli, Province of Florence
    1 / 36
    Lucardo
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • ?
    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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    50052, Lucardo, Montespertoli
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    50025, Montespertoli, Province of Florence
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
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    50025, Montespertoli, Province of Florence
    1 / 12
    5 of 5 stars (15) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    • x
    About this property
    This traditional Tuscan barn has been lovingly restored by the current owner to a very high standard. They have maintained all of the original charm whist making it a luxurious and stylish holiday home. <BR>On the ground floor there is a family room with a comfortable double sofa bed, this room has... View all property information
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    50025, Montespertoli, Province of Florence
    1 / 39
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Central Heating
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    • Pet-friendly
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    • ?
    • ?
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    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
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    50025, Montespertoli, Province of Florence
    1 / 13
    5 of 5 stars (3) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    • Smoking allowed
    • 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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    50025, Montespertoli, Province of Florence
    1 Bedroom, Sleeps 3 | Quick View
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    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
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    50025, Montespertoli, Province of Florence
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Yard
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    50025, Montespertoli, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Children's Pool
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    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
    50025, Montespertoli, Province of Florence
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • Pet-friendly
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    • 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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    50025, Montespertoli, Province of Florence
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • 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
    Location Information
    50025, Montespertoli, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • 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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    50025, Montespertoli, Province of Florence
    1 / 30
    Montagnana Val di Pesa
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    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
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    Montagnana Val di Pesa, Montespertoli
    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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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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    50051, Montespertoli, Province of Florence
    1 / 30
    Montagnana Val di Pesa
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    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
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    Montagnana Val di Pesa, Montespertoli
    Montagnana Val di Pesa
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    50025, Montagnana Val di Pesa, Montespertoli
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • Mountain Views
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    • Private Yard
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    • Hot Tub
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    Location Information
    50025, Montespertoli, Province of Florence
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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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
    Location Information
    50025, Montespertoli, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Outdoor Pool...
    • Outdoor Dining Area
    • Central Heating
    • Balcony
    • Patio
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    • 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
    Location Information
    50025, Montespertoli, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Internet Access
    • Parking
    • Washer
    • Shared Yard
    • Balcony
    • Shared Outdoor Pool...
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Apartment for 2 persons (possibility +1) with communal pool and private terrace. Giotto is one of several apartments in a converted old farm and you have a wonderful view over the hills of Chianti. There is a private terrace, large communal pool, several barbeque facilities and children's pool.... View all property information
    Location Information
    Montespertoli, Province of Florence
    1 / 9
    Private Room, 30 Bathrooms, Sleeps 36 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    • Parking
    • Balcony
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • 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
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 51
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • Grill
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nandina is a 75 m2  charming apartment on two floors.On the Ground Floor there is the living room with kitchenette and exit to two outdoor areas (a smaller one facing south, the other one facing north is spacious and very private), located just in front of the apartment each 1 double bedroom 1... View all property information
    Location Information
    50052, Montespertoli, Province of Florence
    1 / 46
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Central Heating
    • Washer
    • Private Outdoor...
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Take in views of the rolling hills of Tuscany from a charming farmhouse located on an olive oil estate. Situated between Florence and Siena, the property features a lovely garden, swimming pool and several alfresco dining areas, making it a great spot to soak up the beauty of the Italian... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Shared Yard
    • Balcony
    • Internet Access
    • Terrace
    • Shared Outdoor Pool...
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Apartment for 2 persons (possibility for +1) with common pool and private terrace Stalla is situated in nice surroundings in Tuscany. There is a covered terrace and satellite TV. Location: The apartment is approx. 5km from the town of Montespertoli . Here are the nearest shops too. The nearest... View all property information
    Location Information
    Montespertoli, Province of Florence
    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
    50025, 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 Yard
    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
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 11
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Shared Yard
    • Shared Outdoor Pool...
    • Outdoor Dining Area
    • Internet Access
    • Parking
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    La Cipressaia is an independent house of 85 m2 with 4 rooms on 2 floors furnished in a comfortable and tasteful way. Dining room / living room with satellite TV, safe, sofa, armchairs, table and chairs. Kitchenette with 4 points fire, microwave, fridge / freezer. 1 large double bedroom, 1 single... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Yard
    • Shared Outdoor Pool...
    • Balcony
    • Washer
    • Internet Access
    • Terrace
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Apartment for 2 persons (possibility +1) with communal pool and private terrace. Machiavelli is one of several apartments in a converted old farm and you have a wonderful view over the hills of Chianti. There is a private terrace, large communal pool, several barbeque facilities and children's... View all property information
    Location Information
    Montespertoli, Province of Florence