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Montespertoli House Rentals

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    Travelers to Montespertoli are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    27 Matching Rentals in MontespertoliView all 285 rentals
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    3 bedrooms with garden in the heart of Chianti1 / 12
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    3 Bedrooms, 1 Bathroom, Sleeps 12 Quick View
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    Private Hayloft with Garden near Montespertoli1 / 37
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Casale Ginestra1 / 27
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Balcony
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 4, 2017
    Five stars is not enough for this fabulous villa. The pictures do not do it justice. From the very first contact David could not have been more accommodating. The communication...
    Reviewed August 2, 2017
    Casale Ginestra is a gorgeous comfortable home a short drive up the hill from the quaint village of Ginestra. We hiked through the vineyards daily and took short walks to the...
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    About this property
    Casale Ginestra is located 15 minutes from Florence, 35 minutes from Pisa airport, 10 minutes from Empoli, and 50 minutes from Siena and Forte dei Marmi. It is suitable for families with children of all ages, groups of friends or large families traveling together. We can organize trips of any kind:...
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    50055, Montagnana Val di Pesa, Montespertoli
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 16
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    6 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    50025, Montespertoli, Province of Florence
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    This private villa with pool near Florence is perfect for 10 people with 5 bedrooms, barbecue and many other amenities.
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    50051, Montespertoli, Province of Florence
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Patio
    • DVD Player
    • Private Yard
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    • Central Heating
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    Pet friendly
    Kid 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...
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    50025, Montespertoli, Province of Florence
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This surprising tuscan house, newly rifurbished and ristructured, distinguishes itself for its brightness and its furniture and decor unusually modern and elegant. Developed on 3 floors, it overspreads for about 200 Mq, over 20 Mq of panoramic terrace and a fenced garden of 150 Mq, safe for...
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    50025, Montespertoli, Province of Florence
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Studio, 35 Bathrooms, Sleeps 120 Quick View
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    • Central Heating
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid 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...
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    50025, Montespertoli, Province of Florence
    Rental Home - 35 Bathrooms, Sleeps 120
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Balcony
    • Grill
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    50025, Montespertoli, Province of Florence
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Large Tuscany Villa in the Chianti Region - Villa San Paolo1 / 52
    (6)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Central Heating
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid 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...
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    50025, Montespertoli, Province of Florence
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Terrace
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    Pet friendly
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    Smoking allowed
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    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Chianti is a wonderful villa for rent in the famouse chianti region in northern Tuscany close to florence, this Tuscan Villa can host up to 12+2 people, swimmingpool.
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    50025, Montespertoli, Province of Florence
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Tuscany Farmhouse Close to a Castle - Casa Berto1 / 20
    (2)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Central Heating
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    Pet friendly
    Kid 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...
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    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Private Yard
    • Washer
    • Parking
    • Wi-Fi
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    50025, Montespertoli, Province of Florence
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apartment for 4 persons (max 2 extra) with common pool and private terrace Casarimessa is situated in nice surroundings in Tuscany . There is a covered terrace and satellite TV and views from the terrace. Location: The apartment is approx. 5km from the town of Montespertoli . Here are the...
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    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Terrace
    • Balcony
    • Washer
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    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful country house 'Podere degli Olivi', surrounded by meadows and fields. 4 apartments in the residence. In a secluded, sunny position on top of a hill, in the countryside. For shared use: property (fenced) with lawn and plants, swimming pool (10 x 5 m, 28.04.-06.10.). Outdoor shower,...
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    50052, Lucardo, Montespertoli
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    50025, Montespertoli, Province of Florence
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Terrace
    • Internet Access
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apartment for 4 persons (possibility +1) with communal pool and private terrace. Brunelleschi 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, barbecue and children's pool. Inside: The...
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    50025, Montespertoli, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Mountain Views
    • Terrace
    • Parking
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apartment for 4 persons (max 2 extra) with common pool and private terrace with view Fieni is situated in nice surroundings in Tuscany . There is a covered terrace and satellite TV and great views from the terrace. Location: The apartment is approx. 5km from the town of Montespertoli . Here are...
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    50025, Montespertoli, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Apartment for 4 persons with common pool and private terrace. Camporaiolo 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 restaurant (in...
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    50025, Montespertoli, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apartment for 4 persons (possibility +1) with communal pool and private terrace. Damte 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 barbecue and children's pool. Inside: The...
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    50025, Montespertoli, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Terrace
    • Wi-Fi
    • Cable/satellite TV
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    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very beautiful country house 'Il Casolarino', semi-detached, from the 19th century, renovated, surrounded by meadows, fields and vineyards. 8 km from the centre of Certaldo, 38 km from the centre of Firenze, 16 km from the centre of San Gimignano, in a secluded, quiet position on top of a hill....
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    50052, Lucardo, Montespertoli
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Parking
    • Terrace
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apartment for 4 persons (possibility +1) with communal pool and private terrace. Cosimo 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....
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    50025, Montespertoli, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apartment for 4 persons (max 2 extra) with commonpool and private terrace Segatoio is situated 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 restaurant...
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    50025, Montespertoli, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    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...
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    20052, Montespertoli, Province of Florence
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Private Yard
    • Parking
    • Central Heating
    • Terrace
    • Balcony
    • Shared Yard
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 2 Bedrooms, 6 Bathrooms, Sleeps 8
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