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Vacation Rentals in Montespertoli, Italy

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    Travellers to Montespertoli are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    6 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Large apartment for 4 people located in Residenze Piandaccoli farmhouse. The apartment has: kitchen, living room with LCD TV, large bathroom, 1 double bedroom and 1 twin bedroom. Residenze Piandaccoli is an old farmhouse divided into holiday apartments, recently restored with luxury finishes and... View all property information
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    50055, Montespertoli, Province of Florence
    1 / 37
    Lucardo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
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    Lucardo, Montespertoli
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    Lucardo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
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    Lucardo, Montespertoli
    1 / 36
    Lucardo
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
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    Lucardo, Montespertoli
    1 / 36
    Lucardo
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
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    Lucardo, Montespertoli
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    Studio, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
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    Lucardo, Montespertoli
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    Lucardo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
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    Lucardo, Montespertoli
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    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    Villa l'Albero, its name meaning Tree Villa, is a marvelous 18th-century structure that has been completely renovated and transformed into a lovely home where guests can spend wonderful moments with family and friends. The villa lies only 3 km from the small hilltop town of Montespertoli, in the... View all property information
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    50025, Montespertoli, Province of Florence
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    Lucardo
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
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    Lucardo, Montespertoli
    7 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
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    CASALE IL POGGIARELLO - Country Holiday House<BR><BR>Enclosed in a 5000 sqm area in the heart of the Chianti, it is an oasis where you can enjoy an absolute relax and privacy. Situated in a dominant position on the Virginio Valley, our property will be for your own private use, offering you total... View all property information
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    50025, Montespertoli, Province of Florence
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    Lucardo
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    The elegant farmstead Villa Olivo is located in the most coveted region of central Tuscany. Strategically positioned in the middle of the Golden Triangle - Florence, Siena and Pisa - it sits on top of a hill looking out onto the panoramic valley to south-west. Surrounded by vast groves of olive... View all property information
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    Lucardo, Montespertoli
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    Lucardo
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
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    Lucardo, Montespertoli
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Washer
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    • Balcony
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    • Central Heating
    • Terrace
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    About this property
    Beautiful apartment in a recently restored farm-house, in the quiet countryside near Florence. In the farm-house there are two more apartments, where you can spend quiet and resting holidays. The pool is open from June to September inclusive. In this apartment there is a double bedroom, with an... View all property information
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    50025, Montespertoli, Province of Florence
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    Lucardo
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
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    Lucardo, Montespertoli
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
    About this property
    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
    1 Bedroom, 1 Bathroom, Sleeps 2 | 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 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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    50025, Montespertoli, Province of Florence
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    CASANOVA 1This is the biggest apartment of Casanova. It is on the first floor of the main building. It is about 100 m2 and it can receive 5 or 6 people. At the top of the staircase you can see a wide living room with a large ancient perfectly working fireplace. The kitchen is on the right. It is... View all property information
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    50025, Montespertoli, Province of Florence
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    1 / 38
    Lucardo
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    The elegant farmstead Villa Olivo is located in the most coveted region of central Tuscany. Strategically positioned in the middle of the Golden Triangle - Florence, Siena and Pisa - it sits on top of a hill looking out onto the panoramic valley to south-west. Surrounded by vast groves of olive... View all property information
    Location Information
    Lucardo, Montespertoli
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Central Heating
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    • x
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    About this property
    Villa rentals apartments Le Torri is a Tuscan farmhouse built in the XIII century and located in the beautiful Chianti area subdivided in 9 apartments. 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
    1 / 36
    Lucardo
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    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
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    • Shared Garden
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    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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    50025, Montespertoli, Province of Florence
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Garden
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    50025, Montespertoli, Province of Florence
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    ExteriorsVilla Chianti is conveniently located in the heart of the Chianti region and few kilometers from Florence.Fully restored to bring it back to its ancient original appearance, Villa Chianti offers full privacy, comfort and reserved luxury to its guests. This villa for rent in Chianti is... View all property information
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    50025, Montespertoli, Province of Florence
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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
    Location Information
    50051, Montespertoli, Province of Florence
    2 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Patio
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    • Outdoor Dining Area
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    • Mountain Views
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    About this property
    Recently restored in typical Tuscan Country Style Ex Priest Residence accomodates up to 7 guests. Located on top of a hill which offers astonishing views of the surrounding hills. Lovely Cosy Garden with Old Olive Tree and Sundeck with Outdoor Shower. Situated only at 30-40 minutes driving distance... 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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    • x
    About this property
    Casa Belguardo is a former ancient stone kiln on two levels that has recently been renovated to create a beautiful hilltop villa surrounded by one of the most stunning landscapes of the Chianti district filled with olive-groves and vineyards. Poppiano is a charming medieval village dominated by... 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
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Casa Monticello is an elegant Tuscan farmhouse with glorious views over the rolling hills of Chianti. Art lovers will be exposed to an illimited choice of interesting excurtions. The location is ideal - between Florence and Siena and close to Certaldo, Montespertoli and San Gimignano, in the very... View all property information
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    Montespertoli, Province of Florence
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    A fine and elegant villa rental situated in Montespertoli in a scenic position surrounded by olive groves and large vineyards from which one of the best Tuscany wines is produced, the famous “Chianti Classico”. Perfect for those wanting to relax in the Chianti countryside, this property is also... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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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    50025, Montespertoli, Province of Florence
    4 Bedrooms, 9 Bathrooms, Sleeps 9 | Quick View
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    • x
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    About this property
    Poggio Rosemary is a luxurious Tuscan traditional villa that offers its guests exclusive holiday with the comfort and tranquility of the Tuscan hills. <BR>Poggio Rosemary is a beautiful building from the beginning of 1600, completely renovated, with architecture typical of the Tuscan countryside... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    Montagnana Val di Pesa
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    About this property
    Indipendent Villa on top of a hill in the Chianti with panoramic view on the vineyards<BR><BR>Montegufoni Villa with 8 beds is situated atop a hill, with panoramic view over the vineyards of the Chianti countryside, near the small town Montespertoli location 'Montegufoni. Quiet and peaceful a place... View all property information
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    50025, Montagnana Val di Pesa, Montespertoli
    1 / 17
    Lucardo
    9 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    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 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    Location Information
    50025, Montespertoli, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Renovated farmhouse in panoramic position surrounded by Chianti vineyards. The house surrounded has a private Garden of 100 m2 with a gazebo allowed the guest to have breakfast or dinner in front of a stunning view of tuscan's hills landscape. The Guest can also relax in the shared swimming pool... View all property information
    Location Information
    20052, Montespertoli, Province of Florence
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    EDERA Property 75sqm- Sleeps 4 The apartment is on two floors: the first floor there are dining room , kitchen and a small bathroom ; while on the first floor there are two bedrooms with bath . Guests also have their own outdoor space , a patio with table and chairs for lunch / dinner . The kitchen... View all property information
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    50025, Montespertoli, Province of Florence
    1 / 20
    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
    Location Information
    50020, Montagnana Val di Pesa, Montespertoli
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Terrace
    • Wi-Fi
    • Satellite TV
    • Shared Garden
    • Shared Outdoor Pool...
    • Parking
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    Il Gelsomino, a 2 room apartment on the ground floor, furnished with typical Tuscan furnishings. <BR>Living / Kitchen: Living room with sofa, free WiFi, satellite TV, safe, table and chairs. <BR>Kitchen with 2 burner stove, microwave, refrigerator/freezer and plates and utensils. <BR>Double room... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 21
    Montagnana Val di Pesa
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Secure Parking
    • Wi-Fi
    • Balcony
    • Satellite TV
    • Washer
    • Grill
    • Outdoor Dining Area
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    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
    Location Information
    50020, Montagnana Val di Pesa, Montespertoli
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Shared Outdoor Pool...
    • Wi-Fi
    • Patio
    • Satellite TV
    • Central Heating
    • Grill
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    FOCOLARE apartment is made of one double bedroom, 1 bathroom, a large living-kitchen of 24 squared metres with a double sofa bed and a wonderful old fireplace large more than 3 metres! The kitchen is fully equipped with fridge, oven, freezer, dish-washer, kettle, Italian coffee-maker,... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool...
    • Air Conditioning
    • Satellite TV
    • Outdoor Dining Area
    • Wi-Fi
    • Grill
    • Secure Parking
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    The farmhouse RONDINI BLU, to which belongs the apartment UVA rented to tourists, is located in the heart of the Chianti region, in the open countryside, 0,5 km far from the small village of Poppiano (where you may visit the ancient Poppiano Castle that dates back to the X century), and it is... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Grill
    • Terrace
    • Wi-Fi
    • Parking
    • Patio
    • Balcony
    • Shared Outdoor Pool...
    • Shared Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    GIRASOLE Property 55sqm - Sleeps 2 The apartment is on a ground floor . Externally there is a large porch with a table and chairs and a sofa . The kitchen has an open floor plan with the living room with a sofa with TV . The kitchen is complete with oven , dishwasher, fridge and freezer , and... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 36
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    --> Villa Cabbiavoli. Nestled in the heart of the Chianti Valley, the Castle is found just 30 km from Florence. It is located on the Via Francigena, the historic road that connected France with Rome. The Villa’s story goes back to the 13th century. This beautiful building was later turned into an... View all property information
    Location Information
    Montespertoli, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Grill
    • Secure Parking
    • Private Garden
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    MIMOSA Property 105 sqm - Sleeps 4+2 The Mimosa apartment is the largest we have , and is great for groups or families of 6 persons . Spread over three floors, the ground floor is a large open space with living room and kitchen / dining room ; on the first floor there are two double bedrooms with... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa de’Medici’s two units are on one side of the 17th century, beautifully restored villa, while the owners occupy the other along with a smaller cottage 30 feet away. The family’s dogs one German shepherd and one Black Lab roam freely in the part of the villa in common with the owners. A... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 59
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other traveller has booked this property
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    • Parking
    • Children's Pool
    • Outdoor Dining Area
    • Wi-Fi
    • Mountain Views
    • Washer
    • Shared Garden
    • Central Heating
    Suitability
    • 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
    1 / 28
    6 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    --> Villa Bassa. The charming Villa Bassa is found between Florence and Siena, in the Chianti hills which are rich with history and captivating natural scenery. The Villa is surrounded by pristine countryside, abundant vineyards, ancient olive groves, and imposing cypresses. This is the cradle of... View all property information
    Location Information
    Montespertoli, Province of Florence