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Certaldo villas
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35 Villa rentals in Certaldo

Holiday Homes with a Pool in Certaldo

Spend your days relaxing poolside in absolute privacy right in your backyard at houses with a pool in Certaldo.

Villetta Aia (Cet120) - Certaldo
8.0 5 reviews

Villetta Aia (Cet120)

house, Certaldo
Villetta Aia, a self-catering apartment near Certaldo, is situated 5km from Certaldo's centre, 13km from San Gimignano, and 35km from Florence, offering a secluded countryside location amidst vineyards with panoramic views.
This one-bedroom property boasts a 45m² terrace, a 30m² floor area, sleeps four guests, and includes a swimming pool (seasonal), restaurant, private parking, and Wi-Fi; cot and highchair are available.
Farmhouse ∙ 17 Bedrooms ∙ 53 Guests - Certaldo
No reviews

Farmhouse ∙ 17 Bedrooms ∙ 53 Guests

farm, Montespertoli
Farm rental for up to 53 people. Your accommodation will be located in Montespertoli.
Services and facilities: a freeze, a barbecue and a ping pong table.
160 M² House ∙ 3 Bedrooms ∙ 8 Guests - Certaldo
No reviews

160 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Montespertoli
This villa, situated in the Tuscan countryside near Montespertoli, is 20 kilometres from Florence and offers a strategic base for exploring Siena (65 kilometres) and Pisa (55 kilometres).
The 160 square metre residence accommodates up to eight guests in three bedrooms and features a shared swimming pool, tennis court, wine tasting opportunities, and a terrace with views across the Chianti hills.
Agriturismo Montegonfoli - Certaldo
9.5 279 reviews

Agriturismo Montegonfoli

farm, San Gimignano
Agriturismo Montegonfoli is situated just 5km from the historic walled city of San Gimignano, surrounded by vineyards and olive groves in the Tuscan countryside. The farm consistently receives excellent ratings for its location, cleanliness, and overall experience.
The farmhouse offers a range of well-appointed rooms and apartments, each with its own private outdoor space. Guests can enjoy a shared barbecue area in the garden, take a dip in the outdoor pool, and explore the surrounding countryside on horseback.

Delightful Family-Friendly Houses in Certaldo

Share home-cooked meals and enjoy plenty of room for all ages inside family houses in Certaldo.

Conte Francesco Ii - Certaldo
8.0 3 reviews

Conte Francesco Ii

house, Certaldo
This four-bedroom house, situated on a vineyard estate 7km from Certaldo, enjoys a secluded location offering stunning countryside views and easy access to San Gimignano (13km), Florence (57km), Siena (45km), and Volterra (40km).
The 120 square metre property features two kitchens, two bathrooms, two terraces with barbecue facilities, a private garden, parking, a shared seasonal swimming pool (May 2nd - October 3rd), and accommodates up to eight guests, including pets.
Casa Giulia, La Bellavista Toscana - Certaldo
9.9 42 reviews

Casa Giulia, La Bellavista Toscana

house, Certaldo
Casa Giulia, a one-bedroom apartment in Certaldo Alto's medieval district, offers convenient access to Piazza Santissima Annunziata, a key meeting point for car access arrangements.
This self-catering property sleeps four, features a fully equipped kitchen including a dishwasher, air conditioning, free parking, and is ideal for couples or small families visiting the Tuscan wedding destination of Certaldo.
Conte Francesco I - Certaldo
8.0 2 reviews

Conte Francesco I

house, Certaldo
This four-bedroom house, situated on a vineyard estate 7km from Certaldo, 13km from San Gimignano, and 57km from Florence, offers a secluded Tuscan countryside retreat near major historical towns.
The 112 square metre property, spread over two levels, sleeps eight guests and includes a private terrace with barbecue, a shared seasonal swimming pool (May 2nd - October 3rd), and free parking; pets are welcome.
100 M² House ∙ 3 Bedrooms ∙ 6 Guests - Certaldo
8.8 12 reviews

100 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Certaldo
This spacious 100m² holiday home is located in the rural outskirts of Certaldo, offering peaceful countryside views and convenient access to local attractions.
This family-friendly property accommodates up to 6 guests, featuring 3 bedrooms, 2 bathrooms, a fully equipped kitchen with a dishwasher and freezer, a private terrace with garden seating and barbecue, and private parking for one dog.

Frequently asked questions about villa rentals in Certaldo

  • What are the must-see attractions in and around Certaldo?

    Certaldo is a beautiful medieval town with plenty to see. The main attraction is the Casa di Boccaccio, the house where the famous writer Giovanni Boccaccio was born. The Palazzo Pretorio, a 14th-century building, is also worth a visit, and offers beautiful views of the Val d'Elsa valley from its tower. For a bit of history, head to the Museo di Arte Sacra and the Museo di Palazzo Pretorio. And for a fantastic view of the countryside, take the funicular railway up to the Rocca di Certaldo Alto.
  • What are the best villa rentals in Certaldo?

    Among the villa rentals in Certaldo, Il Rosolaccio, Casa Badia and Piccolo Cottage San Gimignano are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Certaldo?

    Certaldo is situated in the heart of Tuscany, so you'll see plenty of wildlife. Keep an eye out for birds of prey like buzzards and kestrels, and if you're lucky, you might spot a fox or a wild boar in the surrounding forests. You can also find a variety of reptiles and amphibians in the area, including lizards, snakes, and frogs.
  • What are the best villa rentals with a pool in Certaldo?

  • What is the best time to visit Certaldo?

    Spring and autumn are the best times to visit Certaldo. The weather is mild and pleasant, and the crowds are smaller than in the summer months. You'll also find that the hills surrounding Certaldo are particularly beautiful during these seasons, with vibrant colours and blooming wildflowers.
  • What are the best villa rentals with a jacuzzi in Certaldo?

  • When is it easiest to book a villa rental in Certaldo?

    The easiest time to book a villa rental in Certaldo is during the shoulder seasons, from April to May and September to October. You'll get better rates and less competition for the best properties.
  • What are the best villa rentals for families and kids in Certaldo?

    The best villa rentals for families and kids in Certaldo are Il Rosolaccio, Casa Badia and Piccolo Cottage San Gimignano.

  • What are the top hiking trails near Certaldo?

    There are many great hiking trails around Certaldo. One of the most popular is the Sentiero del Boccaccio, which follows the path that Boccaccio took to reach the Fonte di Boccaccio, a spring that was once a vital source of water for the town. Another great option is the Sentiero delle Crete, a circular trail that takes you through the rolling hills and vineyards of the Val d'Elsa.
  • What are the best pet friendly villa rentals in Certaldo?

    The best pet friendly villa rentals in Certaldo are Il Rosolaccio, Casa Badia and Piccolo Cottage San Gimignano.

  • What are the advantages of renting a house or a villa in Certaldo

    Renting a villa in Certaldo offers a lot of advantages. You'll have more space and privacy than in a hotel, and you'll be able to enjoy the peace and quiet of the Tuscan countryside. You'll also be able to cook your own meals, which can save you money and give you more flexibility.
  • What are the best villa rentals with parking in Certaldo?

    Il Rosolaccio, Casa Badia and Piccolo Cottage San Gimignano are the best villa rentals with parking in Certaldo.

  • Are there popular destinations near Certaldo?

    Yes, there are many popular destinations near Certaldo. Florence is only a short train ride away, and Siena is also easily accessible by car. If you're interested in wine, you can visit the Chianti Classico region, which is just a short drive from Certaldo. And for a day trip to the beach, you can head to Versilia on the Tuscan coast.

Popular destinations

Best Certaldo villas and holiday homes with parking

Anwesen "I Leonie" Mit Privatem Garten Und Grill - Certaldo
No reviews

Anwesen "I Leonie" Mit Privatem Garten Und Grill

house, Montespertoli
This country estate, a manor house and annexe, is situated in the Chianti countryside near Montespertoli, offering panoramic views and positioned between Florence and Siena, approximately 20 kilometres from Florence's centre.
This property provides accommodation for up to 19 guests across five flats, featuring 10 bedrooms and 9 bathrooms, with amenities including air conditioning, a private pool, a large garden with barbecue facilities, and 410 square metres of floor area, ideal for exploring hiking and cycling routes.
Agriturismo La Vigna - Certaldo
8.8 54 reviews

Agriturismo La Vigna

farm, San Gimignano
Agriturismo la Vigna is a farm stay located 1.9km outside San Gimignano, Tuscany, offering easy access to the town's iconic towers.
This self-catering property boasts a 56 square metre apartment with one bedroom, one bathroom, a kitchen including a fridge, a garden with barbecue, free Wi-Fi, parking, and a children's playground.
Casa Indipendente Nel Chianti. - Certaldo
10 1 review

Casa Indipendente Nel Chianti.

house, Gambassi Terme
This first-floor apartment is situated in the Tuscan countryside, offering a peaceful rural setting just a short drive from Volterra and San Gimignano, and within 50 kilometers of Florence, Pisa, and Siena.
This property sleeps six guests and features two bedrooms, one bathroom, air conditioning, a kitchen, and internet, with an equipped garden for outdoor enjoyment, all within easy reach of Gambassi Terme's amenities.
Il Fienile Di Lucignano - Certaldo
No reviews

Il Fienile Di Lucignano

house, Montespertoli
Il Fienile in Lucignano, San Pancrazio, is situated 26-27 kilometres from Florence's Piazza Matteotti, Uffizi Gallery, and Piazzale Michelangelo.
This one-bedroom holiday home accommodates up to nine guests, offering a fully equipped kitchen, complimentary Wi-Fi, a private terrace with garden views, and a continental breakfast.

Best Certaldo villas and holiday homes with a garden

Agriturismo Cameli - Certaldo
8.3 123 reviews

Agriturismo Cameli

farm, Certaldo
Agriturismo Cameli in Certaldo offers mountain views, located 27 kilometres from Piazza Matteotti and 34 kilometres from Piazzale Michelangelo, with Florence Airport 43 kilometres away.
This 14 square metre farm stay accommodates up to three guests, featuring air conditioning, a swimming pool, a sun terrace, on-site dining options, and complimentary WiFi, with pets welcome.
Podere La Torre - Certaldo
8.6 3 reviews

Podere La Torre

farm, Certaldo
Podere La Torre, a working farm near Certaldo Alto, offers a secluded hilltop location 1km from the town, 45km from both Florence and Siena, and 12km from San Gimignano.
This 55 square metre, pet-friendly farmhouse apartment sleeps five, boasting two bedrooms, one bathroom, a terrace, a shared pool, and WiFi, plus on-site farm produce sales and an electric vehicle charging point.
Podere La Quercia - Certaldo
9.7 310 reviews

Podere La Quercia

farm, San Gimignano
Podere La Quercia is a renovated farmhouse located just 37 kilometres from Piazza Matteotti in San Gimignano and 42 kilometres from Piazza del Campo in Siena, offering a peaceful escape in the Tuscan countryside. This rural retreat has received excellent ratings for its location, cleanliness, and overall experience.
The farmhouse offers a comfortable stay with a private bathroom, bed linen, and towels in each room. Guests can enjoy a delicious breakfast, relax in the peaceful garden, and benefit from free parking and Wi-Fi access.
Appartamento San Benedetto - Certaldo
9.4 22 reviews

Appartamento San Benedetto

farm, San Gimignano
Appartamento San Benedetto is a farm stay situated around 23 miles from the centre of San Gimignano and 26 miles from Siena's Piazza del Campo, offering a tranquil escape from the bustling town. This property consistently receives excellent ratings for its cleanliness, location, and overall experience.
The self-catering farmhouse offers 90 square metres of space, comfortably accommodating up to four guests in its two bedrooms. Enjoy the garden, relax by the fireplace, play table tennis, and benefit from the modern amenities, including a fully equipped kitchen, free Wi-Fi, and private parking.

Uncover Luxury Holiday Homes in Certaldo

Treat yourself to high-end design, custom furniture, and premium finishes at luxury small-city houses in Certaldo.

Sangi Home - Certaldo
9.5 2 reviews

Sangi Home

house, San Gimignano
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