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Vacation Rentals in Certaldo, Italy

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    Travelers to Certaldo are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This nice farm house surrounded by olive groves has been restored in the authentic Tuscan style. Downstairs there is a large living room with characteristic fire place used in the past by the old farmers, a sofa bed and a dining-room corner. From the kitchen there is access to a paved garden. It... View all property information
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    50052, Certaldo, Province of Florence
    1 / 56
    5 of 5 stars (1) Excellent
    2 Bedrooms, Sleeps 4 | Quick View
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    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
    Location Information
    Certaldo, Province of Florence
    5 of 5 stars Reviewed September 4, 2013
    Well located in the heart of Tuscany, clean, nice and excellent views.
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    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Shared Outdoor Pool...
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    About this property
    mmersed in the characteristic countryside of Tuscany, amongst olive groves, cypresses and vineyards, at 300m distance from the Farmhouse of a 19th Century Tuscan Villa , this small wonderfully restored stone house with woodbeamed ceilings and terracotta floors is ideal for a couple. It comes with a... View all property information
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    50052, Certaldo, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    About this property
    La Certaldina Holiday Vacation Rental is on the top of a hill in the country side of Chianti area at 6 Kms from the village of Certaldo. An ideal place for a relaxing holiday, with a panoramic swimming pool overlooking vineyards and olives threes. The position is perfect as starting point, for... View all property information
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    50052, Certaldo, Province of Florence
    1 / 10
    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
    5 of 5 stars Reviewed May 27, 2015
    My brother and I booked this beautiful house for 10 days in May. The house was clean and typically Tuscan, with everything we needed for a comfortable stay. The garden was huge...
    5 of 5 stars Reviewed May 7, 2015
    My wife and I stayed at Il Vecchio Forno for 8 days in April-May 2015. The apartment sits almost at the top of the main street of Certaldo Alto, a small, and apparently...
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    2 Bedrooms, 5 Bathrooms, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Location Information
    50052, Certaldo, Province of Florence
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Surrounded by the breathtaking Tuscan countryside, this country house offers an unforgettable holiday in the heart of Tuscany, only 12 Km from San Gimignano, 35km from Volterra, 45 km from Florence and Siena. The amazing medieval town of Certaldo (Boccaccio’s hometown) is only 2,6 km away. It’s... View all property information
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    50050, Certaldo, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    About this property
    La Certaldina Holidays House is a few steps from Florence and Siena, with 8 apartments restaured in an ancient Villa , overlooking the Chianti countryside. The Villa is sourrended of gardens, orchad , and with a pool overlooking vineyards and olive groves. A relaxing meeting room is available... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Outdoor Dining Area
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    About this property
    In oasis of peace, 30 m distance from the Farmhouse of a 19th Century Villa, lies a fine small red brick house surrounded by olive groves. From the big terrace, with its tiled floor there is a beautiful view of the Tuscan hills. The apartment is composed of a living room with a kitchen corner and a... View all property information
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    50052, Certaldo, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Central Heating
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • ?
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    About this property
    Looking to explore the Chianti region of Tuscany with all the comforts of home and more? This newly refurbished accommodation (all on one level!) in a Tuscany villa has it all! The owner, who lives on the estate in the family villa, is American and she's furnished the villa in Tuscany to American... View all property information
    Location Information
    Certaldo, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Outdoor Dining Area
    • Central Heating
    • Secure Parking
    • Washer
    • Wi-Fi
    • Shared Yard
    • Children's Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The elegance of a Resort and the family atmosphere of a Holiday Farm. Nestled away in the splendid Tuscan countryside, surrounded by olive groves and vineyards, the La Canonica Holiday Farm is located in an ideal position for reaching Tuscany's major historic and cultural attractions. Florence (50... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    About this property
    Panoramic Villa between Florence and Siena, on a top of a hill, sourrounded of olive grove and vineyards. Ideal place for a relaxing holiday and as starting point for visiting the Tuscan important cities. Florence, siena, Pisa, Volterra and San Gimignano are about 20 to max 50 minutes driving... View all property information
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    50052, Certaldo, Province of Florence
    1 / 20
    5 of 5 stars (5) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Grill
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    Location Information
    50052, Certaldo, Province of Florence
    5 of 5 stars Reviewed July 26, 2015
    Rented accommodation for family to discover Tuscany and the villa is ideally situated to do this, with Pisa Florence and Siena all within an hours drive. The rooms within the...
    5 of 5 stars Reviewed May 31, 2014
    This villa is outstanding. It offers everything you could possibly want. Its location in the Tuscan Hills is beautiful, the villa itself is full of Italian charm and the grounds...
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    1 / 61
    1 Bedroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
    Location Information
    Certaldo, Province of Florence
    9 Bedrooms, 10 Bathrooms, Sleeps 18 | Quick View
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    • Patio
    • Grill
    • Hot Tub
    • Satellite TV
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    • Air Conditioning
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Villa Luxury located in the heart of the Chianti area between Certaldo and San Gimignano in Tuscany. it is suitable for up to 18 people who want to spend a relaxing holiday in the Chianti area. Silence and tranquility are guaranteed by the position of the villa, surrounded by a large park... View all property information
    Location Information
    50052, Certaldo, Province of Florence
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    1 / 50
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
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    Location Information
    50052, Certaldo, Province of Florence
    5 of 5 stars Reviewed November 9, 2015
    Dept. in the house of Boccaccio, what more do you want? Right in the old city of Certaldo, a good spot to explore Toscana by car on day trips.We loved it. Restaurants only a few...
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    1 / 14
    1 Bedroom, Sleeps 4 | Quick View
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    • Washer
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    About this property
    This beautiful holiday apartment is set amidst the green hills of Tuscany. The complex consists of three country houses that have been completely renovated and divided into fifteen tastefully-furnished apartments. On this complex guests will also find a typical Italian restaurant, there is also... View all property information
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    Certaldo, Province of Florence
    1 / 14
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Balcony
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    • Pet-friendly
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    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Albicocca is a luxury bed and breakfast apartment on the first floor of a classic Tuscan manor house in an old park among vineyard and olive groves. Building artistic restoration with high tech through own solar panels for air conditioning and heat pump.It is located in the heart of Tuscany, midway... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    It is a large flat close the centre of Certaldo, but in the border in a quite zone, parking free available everywhere around. Sunny and finely furnished, right in the heart of the green Tuscany. It has three bedrooms for 6 sleeping place: two double bedrooms with king-size bed and the other with... View all property information
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    50052, Certaldo, Province of Florence
    1 / 24
    9 Bedrooms, 10 Bathrooms, Sleeps 18 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    About this property
    If you require superior accommodation with an unmistakable touch of class, this fully refurbished, early 19th century, two-storey villa will not disappoint you. It is furnished with valuable antiques dating back to the 1700’s, complemented by elegant, Venetian-design mirrors, chandeliers and... View all property information
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    50052, Certaldo, Province of Florence
    1 / 29
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Washer
    • Shared Yard
    • Central Heating
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
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    50052, Certaldo, Province of Florence
    1 / 58
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • Central Heating
    • Grill
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    • Private Outdoor...
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    This Tuscany villa near Certaldo is ideal for a large group traveling together. Each of the nine double bedrooms has its own ensuite facilities, providing everyone staying at this Tuscany vacation rental with privacy and personal space when they need it. Otherwise, it's likely that everyone will be... View all property information
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    Certaldo, Province of Florence
    1 / 34
    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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    Certaldo, Province of Florence
    1 / 33
    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
    Location Information
    Certaldo, Province of Florence
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • x
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    50052, Certaldo, Province of Florence
    1 / 34
    Studio, 2 Bathrooms, Sleeps 2 | Quick View
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    • ?
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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
    Location Information
    Certaldo, Province of Florence
    1 / 12
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Certaldo, Province of Florence
    1 / 64
    4 of 5 stars (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Central Heating
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    50052, Certaldo, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Location Information
    193 206 50052, Certaldo, Province of Florence
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    • DVD Player
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    • Outdoor Dining Area
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    • Pet-friendly
    • Wheelchair access
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    Location Information
    50052, Certaldo, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Children's Pool
    • Central Heating
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    • Terrace
    • Balcony
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    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
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    About this property
    The elegance of a Resort and the family atmosphere of a Holiday Farm. Nestled away in the splendid Tuscan countryside, surrounded by olive groves and vineyards, the La Canonica Holiday Farm is located in an ideal position for reaching Tuscany's major historic and cultural attractions. Florence (50... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    About this property
    Paluffo features four independent apartments, each of them with a private garden – Torre, Stillo, Forno and Frantoio -, and the owner's Main House, with four rooms available for B&B. Located on top of the ancient olive oil mill, Frantoio house features a spacious living room with dining room and a... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Location Information
    50052, Certaldo, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 50
    6 Bedrooms, 10 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • DVD Player
    • Shared Outdoor Pool...
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    • Hot Tub
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    About this property
    Located in the Tuscan countryside, Castello di Renai is a magnificent property just 30' away from Florence. Surrounded by a beautiful garden with a private pool (10 x 5 m), set on its own terrace, it can be reached from a flight of open stairs from the entrance courtyard, with an adjacent enclosed... View all property information
    Location Information
    Certaldo, Province of Florence
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    2 Bedrooms, Sleeps 6 | Quick View
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    About this property
    This beautiful property is set amidst the beautiful green hills of Tuscany. The complex consists of three country houses that have been completely renovated and divided into fifteen tastefully-furnished apartments. Here guests will find a typical Italian restaurant and riding lessons are available... View all property information
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    Certaldo, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
    • Central Heating
    • Patio
    • Outdoor Dining Area
    • Shared Yard
    • Terrace
    • Secure Parking
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    • Pet-friendly
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    About this property
    This lovely restored farm house with woodbeamed ceilings and tiled floors is situated in the garden of a beautiful 19th s century Tuscan Villa the main building. Although Casa Azalea shares the same big garden with other guests, the beautiful Azaleas give the opportunity for creating one's own... View all property information
    Location Information
    52100, Certaldo, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    2-room apartment 50 m2, on the ground floor. Spacious, renovated, beautiful and rustic furnishings: 1 double bedroom. Large kitchen-/living room (4 hot plates, electric coffee machine) with dining table, 1 double sofabed. Exit to the garden. Shower/WC. Small garden, lawn. Terrace furniture,... View all property information
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    50052, Certaldo, Province of Florence
    1 / 61
    1 Bedroom, Sleeps 2 | Quick View
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    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
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    Certaldo, Province of Florence
    1 / 73
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    About this property
    Beautiful former barn situated in quiet and panoramic location on the Chianti hills. This house has been recently and carefully restored and turned into a charming country house offering welcoming, tastefully furnished interiors. Outside guests can enjoy use of a beautiful, well-groomed garden with... View all property information
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    50052, Certaldo, Province of Florence
    1 / 20
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Satellite TV
    • Central Heating
    • Washer
    • Grill
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    Location Information
    50052, Certaldo, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
    • Parking
    • Private Yard
    • Outdoor Dining Area
    • Internet Access
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    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • ?
    • x
    About this property
    The benefits of my apartment are the absolute tranquility and proximity to the center of the country that allows you to do errances on foot. To live in my house is made unique by the care with which it has been beautifully renovated and furnished. All the furniture are of the highest quality and... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Terrace
    • Air Conditioning
    • Shared Yard
    • Balcony
    • Shared Outdoor Pool...
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    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    he B&B Liberty bedroom is located In the owner's Main House B&B where four double bedrooms are available all richly furnished, with fresco paintings and with well finished private en-suite bathrooms (only the Affrescata has a private but not en-suite bathroom). Paluffo is an historic 15th century... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
    • Washer
    • Parking
    • Grill
    • Central Heating
    • Terrace
    • Balcony
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    Location Information
    50052, Certaldo, Province of Florence