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Vacation Rentals in Certaldo, Italy

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    1 / 13
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    1 / 20
    5 of 5 bubbles (5) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    1 / 15
    5 of 5 bubbles (4) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 22
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 21
    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    50052, Certaldo, Province of Florence
    5 of 5 bubbles Reviewed July 18, 2014
    Great location - in the middle of distance between Florence and Siena, close to San Giminiano and other tourist attractions. Plenty of places to visit within 1 h car drive range...
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    1 / 25
    5 of 5 bubbles (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    50052, Certaldo, Province of Florence
    5 of 5 bubbles Reviewed July 13, 2016
    This one bedroom apartment with a beautiful garden is clean and very comfortable with all that is required for a fine stay. Our host Isa was so good to us, welcoming us with...
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    1 / 72
    5 of 5 bubbles (1) Excellent
    9 Bedrooms, 7 Bathrooms, Sleeps 24 | Quick View
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    About this property
    All'interno di una tenuta di 200 ha. di boschi, campi, vigneti e oliveti si trova l'antico complesso di Villa Avanella, comprendente la tradizionale villa signorile di campagna composta da due grandi appartamenti, il caratteristico Fienile e, a circa 100 mt ci sono altri n. 4 appartamenti. Tutto il... View all property information
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    50052, Certaldo, Province of Florence
    5 of 5 bubbles Reviewed September 11, 2016
    We've just arrived home from Villa Avanella after the most amazing week visiting Tuscany. We hired out the bottom apartment which was ideal for our family which includes 3 little...
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    1 / 30
    5 of 5 bubbles (20) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    L'Antica Cisterna is an authentic traditional Tuscan farmhouse in San Donnino, Certaldo, and has been tastefully converted into a residential villa for holiday lets. The accommodation comprises four bedrooms (including two triples), three bathrooms, a kitchen, large dining room and living room.... View all property information
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    50052, Certaldo, Province of Florence
    5 of 5 bubbles Reviewed September 12, 2016
    took the family [14 of us] including 5 children, to villa Avanella for a week as we had a wedding to attend. on arrival we were all amazed at the space of the villa with all...
    5 of 5 bubbles Reviewed May 22, 2016
    Just finished up an amazing stay at Charley and Anne's farmhouse in Tuscany and I can't say enough about how great this place is! Charley and Anne were both amazing hosts, the...
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    1 / 13
    5 of 5 bubbles (18) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    A rustic 1st floor apartment in a villa set amongst vineyards and olive groves in one of the most beautiful corners of the Chianti region. Use of shared garden and pool and allocated outside eating area.<BR><BR>Located halfway between Florence and Siena, not only it provides an ideal base for... View all property information
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    50052, Certaldo, Province of Florence
    5 of 5 bubbles Reviewed July 21, 2016
    This apartment was a perfect home base for two adults and two teenagers visiting Tuscany. It's very clean and comfortable, and has all of the amenities needed to make it feel...
    5 of 5 bubbles Reviewed November 2, 2015
    We had a brilliant time in Tuscany and loved the apartment. The views are marvellous and it is so peaceful there and you supplied us with everything that we needed. Thank you so...
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    1 / 88
    5 of 5 bubbles (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    50052, Certaldo, Province of Florence
    5 of 5 bubbles Reviewed April 24, 2016
    What a charming place to stay! You are living in the town where Boccaccio may have been born but he definitely died here. You can visit his house which is now a museum. My wife...
    5 of 5 bubbles 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 / 79
    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    50052, Certaldo, Province of Florence
    5 of 5 bubbles Reviewed November 2, 2016
    This beautiful Italian villa was everything the pictures showed and more! It truly reflects Tuscan living! The house was spacious and had everything we needed for our family of 4...
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    1 / 11
    4.5 of 5 bubbles (6) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
    4 of 5 bubbles Reviewed October 20, 2016
    the house is set behind an enclosed courtyard, the owners live in the adjoining property and are on hand should you need anything, although we did not. The house is very...
    3 of 5 bubbles Reviewed June 18, 2016
    We enjoyed our stay Certaldo Alto, ideal location for visiting Tuscany, Florence and surrounding areas.
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    1 / 25
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    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 bubbles 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 bubbles Reviewed August 12, 2013
    After spending a day, and night, in Lucca, we made our way down to the barn. Our journey was surprisingly pleasant and the directions provided to us by Charlie were spot on. Our...
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    1 / 40
    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    La Certaldina Holidays House is a few steps from Florence and Siena, with self catering apartment overlooking the wonderful Chianti countryside. The Villa is sourrended of gardens, orchad and a pool overlooking vineyards and olive groves and the position is perfect for visiting the most... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    4 of 5 bubbles Reviewed July 6, 2014
    From the beginning, the response to emails from the manager, Alba, was very good. She is a huge asset to the establishment and was around most days to help if needed. The...
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    1 / 74
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Welcoming country house with private pool situated in quiet location on the Chianti hills, a short distance away from the charming medieval villages of Certaldo (5 km away) and San Gimignano (18 km away). This villa has been recently restored and provides nice, tastefully furnished interiors. The... View all property information
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    50052, Certaldo, Province of Florence
    1 / 31
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    La Certaldina Holiday house overlooking vineyards is positioned ion the top of a hill in the Chianti country side, with gardens and a swimming pool. Ideal place for a relaxing holiday and as starting point for visiting the most Tuscan cities. Pisa, Florence, Siena, San Gimignao and Volterra... View all property information
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    50052, Certaldo, Province of Florence
    5 of 5 bubbles Reviewed May 31, 2015
    The whole experience was a joy. The apartment was beautiful -clean, immaculate and with a wonderful view, with the scent of jasmine everywhere. On the first night, Alba and the...
    5 of 5 bubbles Reviewed October 23, 2014
    The Villa was perfectly situated to tour the towns in Tuscany. Beautiful scenery and a well furnished apartment. The manager was very helpful and a meal prepared was excellent...
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    1 / 104
    4.5 of 5 bubbles (4) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
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    50052, Certaldo, Province of Florence
    5 of 5 bubbles 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 / 19
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
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    50052, Certaldo, Province of Florence
    1 / 15
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 61
    1 Bedroom, Sleeps 2 | Quick View
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    About this property
    Camino is located in the main house. This large apartment is located on the ground floor: 1 open-plan living-dining room with arches, decorative fireplace (can not be used) and long wooden table (18 people can be seated) and sofa bed (for one person) 1 small kitchen 1 double bedroom 1 shower room... View all property information
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    Certaldo, Province of Florence
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    1 / 73
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Hot Tub
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    • Pet-friendly
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    • x
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    • 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 / 32
    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    La Certaldina Holiday Villa overlooking the Chianti country side, has 8 self-catering apartments 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 like, Florence, Siena, Pisa, Volterra... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    4 of 5 bubbles Reviewed July 13, 2015
    La Certaldina is a very pretty Tuscan property converted into apartments with a lovely pool. It is a typical rustic property and although it did not have air conditioning it was...
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    1 / 97
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 94
    12 Bedrooms, 12 Bathrooms, Sleeps 24 | Quick View
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    • ?
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    • ?
    About this property
    Ideal for a large group, this villa and its remarkable outbuildings boast nine beautifully renovated and authentic Tuscan apartments. Ideal for couples or multiple families traveling together, each apartment has its own outdoor area while the estate offers a private pool and outdoor seating and... View all property information
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    50052, Certaldo, Province of Florence
    1 / 80
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 16
    8 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    • x
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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.<BR><BR>Enjoy the birdsong, loose yourself in the marvelous sunset and taste this wonderful land through our excellent... View all property information
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    Certaldo, Province of Florence
    1 / 21
    5 of 5 bubbles (2) Excellent
    Private Room, 2 Bathrooms, Sleeps 5 | Quick View
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    • Shared Yard
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    • ?
    • Smoking allowed
    • x
    About this property
    Mirtillo is a luxury 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. The rooms are spacious and... View all property information
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    50052, Certaldo, Province of Florence
    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 60
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, Sleeps 4 | Quick View
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    About this property
    Loggia is located in the main house. A private external stairway leads up to a covered patio located on the upper floor: 1 open-plan living-dining room with kitchenette 2 double bedrooms (one bedroom with additional single bed on request) 2 shower rooms On the upper floor there is a covered patio... View all property information
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    Certaldo, Province of Florence
    1 / 59
    1 Bedroom, Sleeps 2 | Quick View
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    About this property
    Quercia is located in the small barn. Ground floor: 1 kitchen-dining room 1 double bedroom 1 shower room An open wooden stairway leads up to the mezzanine: TV lounge in the rafters There is a covered patio in front of the apartment for al fresco dining. Satellite TV, dishwasher, hair dryer, ceiling... View all property information
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    Certaldo, Province of Florence
    1 / 15
    5 of 5 bubbles (2) Excellent
    9 Bedrooms, 16 Bathrooms, Sleeps 18 | Quick View
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    • Washer
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    • Porch
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    50052, Certaldo, Province of Florence
    5 of 5 bubbles Reviewed July 21, 2015
    as a group of painters, we were 11 people. the house was big for all with some spare room. the size gives privecy. fresh air as its on the top of th emountain, the food was great...
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    1 / 11
    9 Bedrooms, 10 Bathrooms, Sleeps 18 | Quick View
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    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
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    50052, Certaldo, Province of Florence
    1 / 34
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • Central Heating
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    • Mountain Views
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    • x
    About this property
    Panoramic Villa in the Chianti between Florence and Siena with a pool sourrounded of olive grove . Ideal for a relaxing holiday and as starting point for visiting the Tuscan important cities. The bright and tastfully furnidhed 2 rooms apartment is at the first floor of the villa; with a large... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    5 of 5 bubbles Reviewed August 16, 2016
    It is a wonderful villa with very nice appartements (kitchen, some with garden); the garden area with barbecue (for all guests) and the pool is big, great to relax and everything...
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    1 / 51
    9 Bedrooms, 10 Bathrooms, Sleeps 18 | Quick View
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    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 / 50
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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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
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    50052, Certaldo, Province of Florence
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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 five windows... View all property information
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    Certaldo, Province of Florence
    1 / 15
    5 of 5 bubbles (1) Excellent
    Private Room, 4 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Our Locanda has been open to guests since 1987, is an epoch home dating back to approximately the XIV century. The interior has been restructured with extreme care and the furnishings, fabrics and various objects carefully chosen after a lengthy and scrupulous historical research. Everithing... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    5 of 5 bubbles Reviewed June 2, 2016
    We loved Locando Linando II - a comfortable, quiet and unique place to stay in an incredibly picturesque Medieval Tuscan hill town. Our stay was a delight, helped enormously by...
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    1 / 49
    9 Bedrooms, 10 Bathrooms, Sleeps 19 | Quick View
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    • Pet-friendly
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    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 / 60
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Casa al Cantone' apposite 12th Pretorio Palace offers guests the chance to experience the atmosphere of a medieval town in two charming independent apartment.<BR><BR>Apart. "La Terrazza" <BR>This apartment has traditional beamed ceilings and terracota floors<BR>Consists: sitting/dining room,... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    5 of 5 bubbles 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 bubbles 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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    1 / 21
    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    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. <BR><BR>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 bubbles 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 bubbles 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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    1 / 54
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • ?
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    Atop a hill with sweeping views over its vast estate of vineyards, olive groves and farmland in the beautiful Chianti country, this grand villa with pool and chapel is the ideal setting for a special wedding or luxury holiday. Atop a hill with sweeping views over its vast estate of vineyards, olive... View all property information
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    50051, Certaldo, Province of Florence
    1 / 97
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 31
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Outdoor Dining Area
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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
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    50052, Certaldo, Province of Florence
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 20
    4.5 of 5 bubbles (9) Very good
    8 Bedrooms, 7 Bathrooms, Sleeps 15 | Quick View
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    • ?
    • ?
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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
    4 of 5 bubbles Reviewed July 22, 2016
    Very beautiful old Tuscany villa. Very nice pool with a view to die for. 8 bedrooms only 6 with aircon. One Tv not working. Free internet , working in a part of the...
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    1 / 12
    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 27
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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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
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    50052, Certaldo, Province of Florence
    1 / 18
    5 of 5 bubbles (3) Excellent
    Private Room, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Albicocca is a luxury apartment on the first floor of a classic Tuscan manor house in an old park among vineyard and olive groves. Guests have at disposal spacious and bright rooms, furnished with antique Tuscan furniture, creating a romantic atmosphere. Building artistic restoration with high... View all property information
    Location Information
    50052, Certaldo, Province of Florence
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Secure Parking
    • Terrace
    • Washer
    • Children's Pool
    • Central Heating
    • Private Yard
    • Wi-Fi
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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