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Holiday stays and homes in Certaldo| Luxury and Exclusive


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Il Casolare

from 2.450,00 2.086,00 EUR/Week
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Il Casolare, Children friendly in Tuscany
Area: Certaldo - Tuscany View Map

15% off12% off6% off

  • Property type: Villa
  • Sleeps: 10
  • Double bedrooms: 5
  • Bathrooms: 6
  • Featured pool: Private pool

Rating: 10/10 based upon 1 reviews

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 the[...]


Nido del Merlo

from 2.940,00 EUR/Week
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Nido del Merlo, Children friendly in Tuscany
Area: San Gimignano - Tuscany (5.79Km from Certaldo ) View Map
  • Property type: Independent house
  • Sleeps: 12-15
  • Double bedrooms: 6
  • Bathrooms: 4
  • Featured pool: Private pool

Rating: 10/10 based upon 4 reviews

Large countryside villa, built in the seventies, 500 sq. m. with 5 double bedrooms, a triple bedroom, a double sofa bed and 4 bathrooms capable of holding up to 15 persons with a garden, private swimming pool and wide open areas perfect for spending your time outdoors. The bedrooms are equipped with[...]

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Nido del Merlo with 8 Sleeps

from 1.687,00 EUR/Week


Casale Arcangelo

from 4.991,00 EUR/Week
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Casale Arcangelo, Children friendly in Tuscany
Area: San Gimignano - Tuscany (6.24Km from Certaldo ) View Map
  • Property type: Independent house
  • Sleeps: 18
  • Double bedrooms: 9
  • Bathrooms: 9
  • Featured pool: Private pool

Casale Arcangelo is part of a farm that from the top of a hill overlooks the surrounding countryside, surrounded by Vernaccia wine vineyards and olive groves. The accommodation has been created from the renovation of an ancient house and has become a beautiful holiday home perfect for groups of friends[...]


Dimora del Castello

from 7.651,00 6.503,00 EUR/Week
No booking fees Best Price Guaranteed

Dimora del Castello, Domestic help in Tuscany
Area: Castelfiorentino - Tuscany (7.69Km from Certaldo ) View Map

15% off

  • Property type: Villa
  • Sleeps: 12
  • Double bedrooms: 6
  • Bathrooms: 6
  • Featured pool: Private pool

In a beautiful position in the Chianti hills near San Gimignano, just 30 km from Florence, is located the Dimora del Castello, built on the ancient Via Francigena, that connected France to Rome during the Middle-age. The origins of the Dimora del Castello date back to the early 13th century. It was the[...]


Fienile di Cafaggiola

from 1.561,00 EUR/Week
No booking fees Best Price Guaranteed

Fienile di Cafaggiola, Children friendly in Tuscany
Area: San Gimignano - Tuscany (9.86Km from Certaldo ) View Map
  • Property type: Independent house
  • Sleeps: 6
  • Double bedrooms: 3
  • Bathrooms: 2
  • Featured pool: Private pool

Rating: 9/10 based upon 1 reviews

Typical converted stone barn, 130 sq. m., holding up to 6 persons with 3 double bedrooms and 2 bathrooms. The house has two large verandas perfect for outdoor meals, a barbecue, large garden and private swimming pool and is an ideal solution for groups of friends or families with children who love relaxing[...]


Villa Arnilù

from 7.602,00 6.839,00 EUR/Week
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Villa Arnilù 10, Children friendly in Tuscany
Area: San Gimignano - Tuscany (11.11Km from Certaldo ) View Map

10% off6% off

  • Property type: Villa
  • Sleeps: 10
  • Double bedrooms: 5
  • Bathrooms: 5
  • Featured pool: Private pool

An ageless country house measuring 380 sq.m. enjoying a wonderful view with a large garden and private swimming pool. The accommodation has 5 double bedrooms and 5 bathrooms and suitable to sleep 10 people. A furnished annex, by the pool, becomes a distinctive kitchen in the summer. The furnishing renders[...]

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Villa Arnilù with 14 Sleeps

from 7.560,00 EUR/Week


Villa dei Finzi

from 5.901,00 EUR/Week
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Villa dei Finzi, Children friendly in Tuscany
Area: Gambassi Terme - Tuscany (13.63Km from Certaldo ) View Map
  • Property type: Villa
  • Sleeps: 18
  • Double bedrooms: 9
  • Bathrooms: 6
  • Featured pool: Private pool

“Villa dei Finzi” is a large villa rental accommodation surrounded by a large wood and is part of a farm near San Gimignano and Montaione. Its location, half way between Florence and Siena, elected sites chosen by tourists who are in love with Tuscany from all over the world, makes it perfect for groups[...]


Villa le Nuvole

from 2.513,00 EUR/Week
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Villa le Nuvole, Children friendly in Tuscany
Area: Montaione - Tuscany (13.75Km from Certaldo ) View Map
  • Property type: Villa
  • Sleeps: 6
  • Double bedrooms: 3
  • Bathrooms: 3
  • Featured pool: Private pool

Rating: 10/10 based upon 3 reviews

Villa le Nuvole is a villa rental of recent construction built in Tuscan stone, situated on the Montaione hills in the countryside between Florence and Volterra. It is part of a large property with meadows and woods giving a sense peace and calm. From this raised position a fantastic view of the surrounding[...]


Villa Santa Virginia

from 3.444,00 EUR/Week
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Villa Santa Virginia, Suitable for weddings in Tuscany
Area: Montaione - Tuscany (14.39Km from Certaldo ) View Map
  • Property type: Villa
  • Sleeps: 12
  • Double bedrooms: 6
  • Bathrooms: 6
  • Featured pool: Private pool

Villa Santa Virginia is located on the hills of the Elsa valley in Montaione, amongst the hills of the land of Chianti, Volterra and San Gimignano in Tuscany. The area is typically covered by vast woodlands alternating cultivated fields and olive groves. Relaxing views are enjoyed from the Tuscany villa,[...]


Villa Vignola

from 4.746,00 EUR/Week
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Villa Vignola, Suitable for weddings in Tuscany
Area: Montaione - Tuscany (14.60Km from Certaldo ) View Map
  • Property type: Villa
  • Sleeps: 29
  • Double bedrooms: 12
  • Single bedrooms: 5
  • Bathrooms: 15
  • Featured pool: Private pool

Villa Vignola is an old country house which has been refurbished and converted in a holiday villa rental all done in a typical Tuscan country style. It is found in the hills of the countryside of Montaione, near San Gimignano and between Florence and Volterra, surrounded by cultivated fields and woodlands.[...]


Villa i Prati

from 4.956,00 EUR/Week
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Villa i Prati, Suitable for weddings in Tuscany
Area: Montaione - Tuscany (14.76Km from Certaldo ) View Map
  • Property type: Villa
  • Sleeps: 22
  • Double bedrooms: 11
  • Bathrooms: 11
  • Featured pool: Private pool

Villa I Prati in Montaione is located in the hills of the Val d’Elsa valley which goes from San Gimignano to the plain of Pisa on one side, and towards the unique Etruscan town, Volterra, on the other. This area is full of large woodlands alternated with cultivated fields and olive groves. The villa[...]

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Villa il Guercino

from 4.823,00 EUR/Week
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Villa il Guercino, Suitable for weddings in Tuscany
Area: Montaione - Tuscany (15.12Km from Certaldo ) View Map
  • Property type: Villa
  • Sleeps: 20
  • Double bedrooms: 10
  • Bathrooms: 10
  • Featured pool: Private pool

Rating: 10/10 based upon 3 reviews

Villa il Guercino in Montaione is a villa rental on a private wildlife reserve and was anciently a hunting lodge used by its noble owners. Situated on a hill, the villa dominates the surrounding countryside rich with woodlands, olive groves and vineyards. Its conversion has been carried out taking great[...]

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Villa Cascine

from 6.160,00 EUR/Week
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Villa Cascine, Suitable for weddings in Tuscany
Area: Montaione - Tuscany (15.19Km from Certaldo ) View Map
  • Property type: Villa
  • Sleeps: 29
  • Double bedrooms: 12
  • Single bedrooms: 5
  • Bathrooms: 15
  • Featured pool: Private pool

Rating: 9/10 based upon 1 reviews

Villa Cascine is a villa rental that lies deep in a natural uncontaminated location amongst cultivated fields and small oak tree woods. It is part of a large property in the hills of Montaione, between Florence and Siena, and it is excellent accommodation for groups of friends who want to spend their[...]

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Villa Popillo

from 4.046,00 EUR/Week
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Villa Popillo, Suitable for weddings in Tuscany
Area: Montaione - Tuscany (15.20Km from Certaldo ) View Map
  • Property type: Villa
  • Sleeps: 16
  • Double bedrooms: 8
  • Bathrooms: 8
  • Featured pool: Private pool

Typical stone villa, 400 sq. m., for up to 16 persons with large garden and swimming pool with hydromassage, completely enclosed. The villa has 8 double bedrooms each with its own bathroom and WC. The villa includes air conditioning, Wi-Fi and a loggia for outdoor lunches. It is perfect for groups of[...]


Casale Camporena

from 3.157,00 EUR/Week
No booking fees Best Price Guaranteed

Casale Camporena, Children friendly in Tuscany
Area: Montaione - Tuscany (17.62Km from Certaldo ) View Map
  • Property type: Independent house
  • Sleeps: 16-24
  • Double bedrooms: 8
  • Bathrooms: 8
  • Featured pool: Private pool

Rating: 10/10 based upon 1 reviews

Casale Camporena is a modern Tuscan-style holiday home located near Montaione a small village in the hills between Florence and Volterra, just 20Km from San Gimignano. The location offers a beautiful panorama, as do most Tuscan villages, overlooking the surrounding valleys with vineyards and olive groves.[...]


Villa dei Sassi

from 1.792,00 EUR/Week
No booking fees Best Price Guaranteed

Villa dei Sassi, Children friendly in Tuscany
Area: Montaione - Tuscany (17.69Km from Certaldo ) View Map
  • Property type: Villa
  • Sleeps: 8
  • Double bedrooms: 4
  • Bathrooms: 4
  • Featured pool: Private pool

Rating: 10/10 based upon 1 reviews

Modern villa with private swimming pool and garden, fully equipped and fenced. The villa is all on one floor, for a total area of 220 square meters and can comfortably hold 8 people in 4 double bedrooms and 4 bathrooms. The house, near a small village, is ideal for families or groups of friends looking[...]


Villa Torresassa 12

from 5.453,00 EUR/Week
No booking fees Best Price Guaranteed

Villa Torresassa 12, Children friendly in Tuscany
Area: Montaione - Tuscany (17.74Km from Certaldo ) View Map
  • Property type: Villa
  • Sleeps: 12
  • Double bedrooms: 6
  • Bathrooms: 6
  • Featured pool: Private pool

Villa Torresassa is a beautiful independent villa with private pool situated in the heart of Tuscany, between San Gimignano and Volterra, surrounded by a splendid natural scenery, overlooking the valley once known as Etruscan barn, which still preserves the antique beauty. 500m m away the village of[...]

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Villa Ciggiano

from 13.202,00 EUR/Week
No booking fees Best Price Guaranteed

Villa Ciggiano, Suitable for weddings in Tuscany
Area: Montaione - Tuscany (19.18Km from Certaldo ) View Map
  • Property type: Villa
  • Sleeps: 12
  • Double bedrooms: 6
  • Bathrooms: 7
  • Featured pool: Private pool

Elegant country villa in typical Tuscan style, on two floors for a total of 800 sq. m., ideal for 12 persons with 6 double bedrooms with private bathroom as well as a bathroom suitable for the disabled. The property is immersed in a large fenced park, with total privacy, boasting a large panoramic garden,[...]