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Montespertoli Luxury Rentals

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    Travelers to Montespertoli are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    47 Matching Rentals in MontespertoliView all 314 rentals
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    Studio, 35 Bathrooms, Sleeps 120 Quick View
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    Il Podere1 / 49
    (1)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    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...
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    50052, Lucardo, Montespertoli
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Internet Access
    • Washer
    • Parking
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid 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...
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    50051, Montespertoli, Province of Florence
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    PODERE LE RONDINI1 / 31
    (4)Excellent
    13 Bedrooms, 14 Bathrooms, Sleeps 29 Quick View
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    • Grill
    • Balcony
    • Patio
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 14, 2017
    I have never written a review for any place, yet this place was TOO good not to give it a review. Where to start....We stayed in a one bedroom villa with a huge bathroom...
    Reviewed October 4, 2015
    My daughter and son-in-law chose this Villa in Tuscany for their wedding based on all positive reviews. This was by far the most perfect location for their wedding. Nicola...
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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...
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    50025, Montespertoli, Province of Florence
    Rental Home - 13 Bedrooms, 14 Bathrooms, Sleeps 29
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    Poggio Rosemary - luxury farmhouse1 / 27
    (5)Excellent
    8 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • DVD Player
    • Washer
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 2, 2016
    This is the second time I have had the pleasure of staying at Poggio Rosemary and it was even more delightful than the first time! This year we were able to go in April rather...
    Reviewed June 10, 2015
    Our very warm and caring hosts helped make our stay an exceptionally memorable one. Thank you Egle and Claudia!!!! From the beautifully furnished spacious rooms, a kitchen...
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    About this property
    Nestled in the breathtaking Tuscan countryside, Poggio Rosemary offers splendid views of the vineyards and olive groves of the Chianti hills. The villa itself was originally a casa colonica or farmhouse, and formed part of a farmstead which has existed on this site since the 12th century. Despite...
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    50025, Montespertoli, Province of Florence
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    Suitability
    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. Villa Chianti is a wonderful villa for rent in the famouse chianti region in northern Tuscany close to florence, this Tuscan...
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    50025, Montespertoli, Province of Florence
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Villa Tuscany rental with private pool, a/c, wifi1 / 45
    (8)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Mountain Views
    • Washer
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 28, 2016
    Yves has done a wonderful job renovating this lovely villa, taking care to bring the Tuscan charm to life with cozy comforts and beautiful artwork. Unlike other villas I have...
    Reviewed September 7, 2016
    What a wonderful week we had at Villa Tuscany! This was a four generation family trip to celebrate a 35th wedding anniversary, a 61st wedding anniversary, an engagement, a law...
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    About this property
    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...
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    50025, Montespertoli, Province of Florence
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Mima is a splendid 18th century stone farmhouse that lies roughly equal distance between Florence, Siena, Pisa and the seaside. Gatherings of friends and family love this villa for its ideal location and dominant position with expansive views over the beautiful Chianti hills. Villa Mima rents...
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    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description: In a landscape of rare beauty 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...
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    50052, Lucardo, Montespertoli
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    4 Bedrooms, 9 Bathrooms, Sleeps 9 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    50025, Montespertoli, Province of Florence
    Rental Home - 4 Bedrooms, 9 Bathrooms, Sleeps 9
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Leonardo is a beautiful, private 12-acre estate tucked away in Chianti, the heart of Tuscany, between Florence and Siena. Located half way between Montespertoli and San Casciano Val di Pesa, the villa is 40 minutes away from Florence. The ultimate in privacy and independence, both the...
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    Montespertoli, Province of Florence
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Studio, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Central Heating
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid 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...
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    50025, Montespertoli, Province of Florence
    Rental Home - 4 Bathrooms, Sleeps 8
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    Villa la Gigliola1 / 10
    (2)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Grill
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Central Heating
    • Secure Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    50025, Montespertoli, Province of Florence
    Private Room - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description: An elegant Tuscan farmhouse with glorious views 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...
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    50025, Montespertoli, Province of Florence
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    13 Bedrooms, 13 Bathrooms, Sleeps 38 Quick View
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    • Children's Pool
    • Satellite TV
    • Wi-Fi
    • Secure Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa La Cappella is nestled into a park of Ancient cypressus with a panoramic view over the Chianti countryside.Our villa will serve as your home in Tuscany for large groups from 20 up to 40 people. Our staff will ensure that every request will be handled with care. Villa La Cappellla is one of...
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    Location Information
    50025, Montespertoli, Province of Florence
    Condo/Apartment - 13 Bedrooms, 13 Bathrooms, Sleeps 38
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    50025, Lucardo, Montespertoli
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Terrace
    • DVD Player
    • Balcony
    • Satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An elegant Tuscan farmhouse with glorious views 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...
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    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Studio, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ideal for a family, this charming farmhouse is one of 5 properties (a large villa and 4 apartments) for rent on a beautiful Tuscan estate. The farmhouse is next to another farmhouse with 4 units for rent, but has its own private outdoor area for dining and relaxation. Casa Gilda and the 4...
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    Location Information
    50052, Lucardo, Montespertoli
    Rental Home - 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Washer
    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Contact us for a special discount on bookings from May 27 to June 10! 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...
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    50052, Lucardo, Montespertoli
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    50025, Lucardo, Montespertoli
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This a prestigious country house from middle of the 16th century, once the property of a noble florentine family. The furnishings consist of valuable antique pieces from the 18th and 19th centuries, and of particularly interest are the splendid lacunar ceilings, the frescoes and the old consecrated...
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    50025, Montespertoli, Province of Florence
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description: In a beautiful landscape Collinella is a beautiful house located halfway between Florence and Siena, in the heart of the Chianti. The house is accessed from the main road connecting the villages of Fiano and Marcialla, and it has amazing views of the valley and the surrounding hills of...
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    50052, Lucardo, Montespertoli
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 11
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    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 Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    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...
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    50020, Montagnana Val di Pesa, Montespertoli
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Location Information
    50020, Montagnana Val di Pesa, Montespertoli
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Villa Casa di Monte with Private pool in Chianti1 / 24
    (4)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Porch
    • Washer
    • Central Heating
    • Patio
    • Private Outdoor Pool (Unheated)
    • Grill
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2016
    Perfect in every way! We hired both villas for 4 couples with three children under five and it was perfect. Plenty of room, a wonderful pool, lovely gardens, set amongst olive...
    Reviewed September 6, 2015
    We just returned with our extended family of 10 and had a wonderful experience. The villa was beautiful and provided plenty of space for all of us. We were able to go to...
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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...
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    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description: Stunning views from the private terrace La Grande Terrazza is a very large section of a stately 18th century villa. It comprises the entire Piano Nobile (elegant upper floor) of this ancient villa with tower dating back to around the year 1000. (See picture below: the upper level with...
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    Location Information
    50052, Lucardo, Montespertoli
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description: A house with wonderful views This elegant farmstead 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. Capanna Olivo takes its name from the vast groves of olive...
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    Location Information
    50052, Lucardo, Montespertoli
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    5 bedrom Villa private pool 30min from Florence1 / 18
    (1)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Balcony
    • Shared Yard
    • Private Yard
    • Wi-Fi
    • Grill
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 29, 2015
    Myself and my family stayed in Villa Il Turco in June this year for my birthday and honestly had a perfect trip.We were met by Viola who manages the property, who was...
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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...
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    Location Information
    50025, Montagnana Val di Pesa, Montespertoli
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Studio, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    Suitability
    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
    Condo/Apartment - 3 Bathrooms, Sleeps 9
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Patio
    • Private Yard
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The COTTAGE, fully independent and free on the 4 sides, consists of two units: - the FIRST UNIT is made of 2 double bedrooms (of which one may be changed with 2 twin beds; one may be changed in a triple on request), 2 bathrooms (each one with shower, bidet, wc, basin), a large livingroom with a...
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    50025, Montespertoli, Province of Florence
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    Gorgeous Stone Vacation House in Certaldo, Tuscany1 / 26
    (6)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Parking
    • Grill
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 12, 2011
    Having a vacation in november, in an unknown place at first might be strange...I was looking for a peaceful and quite place to rest, to read, to relax.... and at "La...
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    A house with wonderful views This elegant farmstead 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. Capanna Olivo takes its name from the vast groves of olive trees that...
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    50052, Lucardo, Montespertoli
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Detached Tuscan villa with private garden1 / 27
    (31)Very good
    7 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Washer
    • Grill
    • Balcony
    • Patio
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 19, 2016
    Absolutely beautiful location with stunning views of the countryside. Convenient location in the Tuscany countryside that is still close to public transit to take you to...
    Reviewed April 24, 2016
    Value for money apartment compared with many over priced alternatives. Only 45 minutes from Pisa and Florence airports. Well positioned for exploring northern and central...
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    A lovely, comfortable house [200m2] situated in a wonderful hilltop position,reached only by a private road and surrounded by the hills and valleys of the Florentine countryside. <BR><BR>The house is divided into three apartments of various sizes located on two levels that can accommodate from 2 to...
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    50025, Montespertoli, Province of Florence
    Rental Home - 7 Bedrooms, 4 Bathrooms, Sleeps 13
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    Suitability
    Pet friendly
    Kid 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...
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    50025, Montagnana Val di Pesa, Montespertoli
    Condo/Apartment - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Grill
    • Washer
    • Satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Raffaella is a characteristic farmhouse located halfway between Florence and Siena, in the heart of the Chianti. The farmhouse is accessed from the main road connecting the villages of Fiano and Marcialla and has expansive views of the valley and the surrounding hills of the Val d`Elsa. This is one...
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    Location Information
    50052, Lucardo, Montespertoli
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 11
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    Large Tuscany Villa in the Chianti Region - Villa San Paolo1 / 52
    (6)Excellent
    Studio, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Central Heating
    • Grill
    • Internet Access
    • 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 - 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid 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...
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    Location Information
    50025, Montagnana Val di Pesa, Montespertoli
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Casolare is located on a hilltop between Certaldo, the hometown of Boccaccio, and Montespertoli. The surrounding countryside is covered with olive groves and vineyards , offering a particularly beautiful and relaxing view. The building dates back to the 1800s and was renovated in 2014 adding...
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    Location Information
    50052, Lucardo, Montespertoli
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Casale Il Poggiarello1 / 26
    (2)Very good
    6 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Washer
    • Balcony
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Air Conditioning
    • Porch
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 20, 2016
    My husband and I, along with my cousin,his wife and 3 daughters, were fortunate enough to experience this authentic Tuscan estate in the hills near Florence. We spent a week at...
    Reviewed May 9, 2014
    The house is an old house sitting in an excellent location. The house is beutiful and view is amqzing. It has its large back yard you can stay at, just looking at the winery and...
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    About this property
    CASALE IL POGGIARELLO - Country Holiday House 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 predominant position on the Virginio Valley, our property will be for your own private use, offering you total...
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    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 13
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    Suitability
    Pet friendly
    Kid 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...
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    Location Information
    50025, Montagnana Val di Pesa, Montespertoli
    Condo/Apartment - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 1 Bathroom, Sleeps 12 Quick View
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    • Parking
    • Satellite TV
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 12
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Washer
    • Wi-Fi
    • Grill
    • Satellite TV
    • Outdoor Dining Area
    Suitability
    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 property,...
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    Location Information
    50025, Montespertoli, Province of Florence
    Rental Home - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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