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Vacation Rentals in Certaldo, Italy

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    1 / 30
    4.5 of 5 stars (16) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    1 / 13
    5 of 5 stars (17) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 20
    5 of 5 stars (5) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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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 / 65
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    50052, Certaldo, Province of Florence
    4 of 5 stars Reviewed October 29, 2015
    View was spectacular. The residence although was small it was quite comfortable and more importantly quiet at night. It was only a short walk down the hill to the main piazza and...
    5 of 5 stars Reviewed September 22, 2015
    A great location to visit all Tuscany has to offer. The apartment is a joy to stay in. Veronica is so pleasant to deal with. She went above and beyond when my partner was...
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    1 / 13
    5 of 5 stars (12) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    In the Chianti hills in Tuscany, in the country not far from Florence, S. Gimignano, Siena, Pisa, Lucca, you can holiday with us. Stillo house is an independent self catering house with separate kitchen with table, living room with fireplace, one king size bedroom with bathroom and a queen size... View all property information
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    50052, Certaldo, Province of Florence
    5 of 5 stars Reviewed October 27, 2012
    Travelling through Tuscany with a family of 5, we booked the Stillo House at Paluffo in last-minute for one night but quickly decided to stay on for a second night and would have...
    5 of 5 stars Reviewed September 2, 2012
    We stayed for a week with a group of friends and found the standard of the self-catering unit to be of superior quality. The bathrooms are modern and the unit had ample space...
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    50052, Certaldo, Province of Florence
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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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, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    La Certaldina Holiday Rental is on the top of a hill in the Chianti's country side at 6 Kms from the village of Certaldo. An ideal place for a relaxing holiday, with a panoramic swimming pool overlloking vineyards and olives threes.. The position is perfect as starting point, for visiting... View all property information
    Location Information
    50052, Certaldo, Province of Florence
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    1 / 17
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Mirtillo is a luxury bed and breakfast apartment on the first floor of a classic 18th century Tuscan manor house in an old park amongst vineyards and olive groves. It is located in the heart of Tuscany, midway between Florence and Siena in the most characteristic Chianti landscape. For detailed... View all property information
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    50052, Certaldo, Province of Florence
    1 / 50
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Location Information
    50052, Certaldo, Province of Florence
    5 of 5 stars Reviewed October 30, 2015
    We stay in three residences in Certaldo, and this was the best of the three. Conveniently located near the main piazza , the train station and Certaldo Alto and it was also close...
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    1 / 50
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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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 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    • Mountain Views
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    About this property
    La Certaldina Holiday Villa is on the top of a hill in the country side of Chianti An ideal place for a relaxing and peaceful holiday, with the swimming pool surrounded by olive trees and an nice view on the vineyards. The position is perfect as starting point, for visiting the Tuscan art's... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    1 / 60
    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
    Location Information
    Certaldo, Province of Florence
    1 / 38
    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
    Location Information
    Certaldo, Province of Florence
    1 / 27
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Porch
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    About this property
    La casa vacanze 'Poggio ai Venti' dispone di due ampi monolocali di circa 40 mq. ciascuno, con ingresso indipendente, finemente arredati in stile toscano e dotati di ogni confort e comodità. Gli appartamenti (Girasole e Papavero), dispongono di una zona pranzo composta da una graziosa ma funzionale... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Shared Outdoor Pool...
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    50052, Certaldo, Province of Florence
    1 / 26
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Central Heating
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    About this property
    Charming and welcoming apartment located in the medieval village of Certaldo Alto, in the heart of Tuscany, a few kilometers from Florence, Siena, Pisa, San Gimignano and Volterra. The apartment, on the ground floor with private entrance, has a kitchen / living room with sofa bed, two double... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    5 of 5 stars Reviewed December 31, 2015
    Loved this medieval apartment. Gracious hostess who provides all modern conveniences, advice and unexpected extras. We stayed here for 10 nights, including over christmas day. Was...
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
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    • Smoking allowed
    • Elder access
    Location Information
    50052, Certaldo, Province of Florence
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    1 / 14
    4.5 of 5 stars (8) Very good
    8 Bedrooms, 7 Bathrooms, Sleeps 15 | Quick View
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    • Private Outdoor...
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    About this property
    Immerse yourself in the Victorian-era atmosphere of this Tuscany villa rental, an excellent choice for a family holiday, full of period furniture and elegant decor. Surrounded by olive trees, rolling hills, and the vineyards of Tuscany, you will be at your leisure to cool off in the private pool,... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    3 of 5 stars Reviewed July 6, 2013
    Very good. Convenient location and view. My grandchildren loved the pool. The key holder was a great help. We had lots of room. Close to many interesting and convenient places.
    5 of 5 stars Reviewed July 7, 2012
    The villa was wonderful. It was quiet and the view was beautiful. It was spacious and very clean. Proximity to Fireze was great. We would come and stay here again. The pool with...
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    1 / 25
    3 of 5 stars (2) Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Apartment in original Tuscan farmhouse located in the Chianti area near Certaldo. Close to Florence and Siena and surrounded by vineyards. The apartment is composed of two double bedrooms, one bedroom with twin beds, one bathroom and a livingroom. Apartment located in an original Tuscan farmhouse,... View all property information
    Location Information
    50022, Certaldo, Province of Florence
    4 of 5 stars Reviewed October 15, 2014
    We stayed here in August 2014 as 3 couples and thoroughly enjoyed our stay. The villa is recently renovated and yet still of an authentic style, with many of the building's...
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    1 / 73
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 15
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Casa al Cantone' apposite 12th Pretorio Palace offers guests the chance to experience the atmosphere of a medieval town in two charming independent apartment. Apart. 'La Terrazza' This apartment has traditional beamed ceilings and terracota floors Consists: sitting/dining room, kitchen fully... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    5 of 5 stars Reviewed October 5, 2015
    Our stay at this nicely outfitted apartment in magical Certaldo Alto was very peaceful. The apartment is located at the top of the main via through town- stick your head out any...
    5 of 5 stars Reviewed September 3, 2013
    We had a wonderful trip in late May 2013. The apartment is not fancy, but it was exactly what we needed. Central location, good train access, and wonderful dining experiences in...
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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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 8 | Quick View
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    About this property
    ' Casa Vacanze Poggio ai Venti ' è una splendida casa toscana adagiata su una collina panoramica composta da due monolocali indipendenti . Gli appartamenti (il Girasole e il Papavero), dispongono di una zona pranzo composta da una graziosa e funzionale cucina , un tavolo con panca e sedie per 4- 6... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    1 / 16
    8 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    About this property
    Staying at Farmhouse Villa Sticci, if even only for a few days, will allow you to spend valuable time indulging yourself and sharing special moments with your loved ones. Enjoy the birdsong, loose yourself in the marvelous sunset and taste this wonderful land through our excellent wines.... View all property information
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    Certaldo, Province of Florence
    1 / 21
    5 of 5 stars (2) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The apartment has two entrances and a large courtyard where you can park your car. Certaldo High is a medieval village still intact, is ideal for a holiday of peace, art and history. Here you can visit the house, the tower and the church with the tomb of Giovanni Boccaccio and the Palace... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    5 of 5 stars Reviewed October 9, 2015
    I travelled with my wife and sister in law and this appartment with two bedrooms with double bed and two bathrooms suited perfect. The appartment is spacious and the old Palazzo...
    5 of 5 stars Reviewed April 19, 2015
    We, a family of five, have just returned home after the most wonderful week in Tuscany. Certaldo Alto stole our hearts. It is a beautiful, unspoilt medieval town steeped in...
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | 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 / 25
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    Location Information
    50052, Certaldo, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Children's Pool
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    About this property
    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, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Yard
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    • Outdoor Dining Area
    • Children's Pool
    • Secure Parking
    • Washer
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Location Information
    50052, Certaldo, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Balcony
    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
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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
    Location Information
    50050, Certaldo, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Terrace
    • Balcony
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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
    Location Information
    50050, Certaldo, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other traveler has booked this property
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    • Central Heating
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    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    Location Information
    50052, Certaldo, Province of Florence
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other traveler has booked this property
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    • Balcony
    • Terrace
    • DVD Player
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    • Private Yard
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    Location Information
    50052, Certaldo, Province of Florence
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
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    • Child-friendly
    • x
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    • ?
    • x
    Location Information
    50052, Certaldo, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Satellite TV
    • Central Heating
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    • Outdoor Dining Area
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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
    Location Information
    50052, Certaldo, Province of Florence
    5 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    • Children's Pool
    • Wi-Fi
    • Patio
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    • Housekeeping...
    • Central Heating
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
    Location Information
    50052, Certaldo, Province of Florence
    1 / 50
    6 Bedrooms, 10 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • Parking
    • Air Conditioning
    • Hot Tub
    • Satellite TV
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    • Pet-friendly
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    • ?
    • ?
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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
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    Certaldo, Province of Florence
    1 / 25
    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    This charming country cottage was recently converted from a traditional Tuscan barn. It is surrounded by a garden set in 5 hectares of olive grove and has a sun terrace and private pool affording breathtaking views over the Elsa valley, with San Gimignano in the distance. The owners produce their... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    5 of 5 stars Reviewed November 10, 2015
    My wife and I stayed in the cottage for 10 days in October, 2015. We found it to be ideal for a quiet, peaceful stay in the Tuscan countryside. The views were spectacular, and...
    5 of 5 stars Reviewed September 16, 2013
    This was our first trip to Italy and it will not be our last. It was a truly amazing experience. A beautiful cottage,lovely welcoming people, amazing food and breathtaking views...
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    1 / 29
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Central Heating
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    • Shared Outdoor Pool...
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
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    • Elder access
    • ?
    • ?
    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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    • Children's Pool
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    • Mountain Views
    • Grill
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    • Central Heating
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Nestling in the green heart of Tuscany, an Area of Outstanding Natural Beauty, The house is a self-contained self-catering apartment. Step outside your door and you have unparalleled access in every direction of footpaths that crisscross their wineyards and oliveyards of the stunning tuscanian... View all property information
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    50052, Certaldo, Province of Florence
    1 / 30
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • Patio
    • Hot Tub
    • Parking
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    • Satellite TV
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    • Internet Access
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    • Pet-friendly
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    • Child-friendly
    • ?
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    • ?
    • ?
    About this property
    Villa il Sole is a villa in Tuscany with swimming pool, located in one of the hills that characterize the landscape, a few steps from Certaldo, an ancient town located halfway between Siena and Florence, suitable to spend holidays in Tuscany for groups. Beautiful and unique, it is perfect for give... View all property information
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    50052, Certaldo, Province of Florence
    1 / 26
    5 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • Balcony
    • Mountain Views
    • Internet Access
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    • Shared Outdoor Pool...
    • Waterfront
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    • Pet-friendly
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    • Child-friendly
    • ?
    • ?
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    • Elder access
    • ?
    About this property
    This Villa is perched high atop the lush countryside of the Maremma Valley in Tuscany. It has been recently restored to perfection. * This Villa can accommodate from 12 to 30 guests. The price will be based on the number of guests and specific unit you will be occupying* Great for large groups... View all property information
    Location Information
    58011, Certaldo, Province of Florence
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
    • Wheelchair access
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    • x
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    • Elder access
    • x
    • x
    About this property
    In the pinewood, close to Villa Bacìo, a finely furnished first floor apartment consisting of a wide living-room with kitchenette, 4 bedrooms, 2 bathrooms, and a little storage room. The surrounding pinewood gives the guests the opportunity of living in a peaceful area in complete relaxation. The... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Shared Outdoor Pool...
    • Washer
    • Internet Access
    • Satellite TV
    • Mountain Views
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    About this property
    La Certaldina Holiday Villa overlooking vineyards is on the top of a hill in the Chianti country side, with private gardens and a swimming - pool. The Villa is situated in the heart of Tuscany, the position is perfect for visiting the most important Tuscan cities; Florence, Siena, Pisa, Lucca,... View all property information
    Location Information
    50052, Certaldo, Province of Florence