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Certaldo holiday homes
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35 Villa rentals in Certaldo

Best Certaldo villas and holiday homes with a pool

Among the 35 accommodations in Certaldo, here are the 4 best villas and holiday homes with a pool

Podere Il Caggio Rooms - Certaldo
9.4 158 reviews

Podere Il Caggio Rooms

house, San Gimignano
Podere il Caggio, a renovated 19th-century farmhouse, is situated in the Tuscan countryside, 6 kilometres from San Gimignano.
This self-catering property boasts a swimming pool, garden, and parking, offering guests a tranquil escape with amenities including a fridge, freezer, microwave, and Wi-Fi; it sleeps [Number of guests, needs to be added to the prompt] and is perfect for families and pets.
Agriturismo Di Cabbiavoli - Certaldo
9.7 6 reviews

Agriturismo Di Cabbiavoli

farm, Castelfiorentino
Agriturismo Cabbiavilloli is an authentic working farm estate set amidst vineyards and olive groves, located 3 kilometres from Castelfiorentino train station, offering straightforward access to Florence (50 minutes), Siena (1 hour), and Pisa (1 hour 10 minutes).
This family-friendly agriturismo provides spacious apartments with traditional Tuscan features, a panoramic swimming pool, large outdoor areas, and accommodates up to 42 guests, making it suitable for groups and families seeking a tranquil rural base with convenient travel links.
Varna Charm Tuscan Getaway - Certaldo
8.6 146 reviews

Varna Charm Tuscan Getaway

house, Gambassi Terme
This holiday cottage in Querce, Gambassi Terme, is situated approximately 50 kilometres from Piazza Matteotti and 55 kilometres from Florence Airport, offering access to local walking tours.
This property features an outdoor swimming pool, tennis court, barbecue, and free Wi-Fi, with ski storage available and a kitchen equipped with a fridge, freezer, and microwave.
Agriturismo Cameli - Certaldo
8.4 127 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.

Best family friendly Certaldo villas and holiday home

Among the 35 accommodations in Certaldo, here are the 4 best family friendly villas and holiday homes

Agriturismo L'olmo - Certaldo
9.7 43 reviews

Agriturismo L'olmo

house, San Gimignano
Agriturismo L'Olmo, a family-friendly property with a pool, is located in the Tuscan countryside, 10km from San Gimignano and a 30-minute drive from Monteriggioni.
This self-catering house offers a continental breakfast, features a terrace, garden, parking, and all rooms include a TV and private bathroom, making it ideal for exploring Tuscany.
Agriturismo Poggio Ai Legni - Certaldo
9.6 42 reviews

Agriturismo Poggio Ai Legni

farm, Certaldo
Poggio ai Legni is a farm stay located in Certaldo, 39 kilometres from both the Pitti Palace and the Strozzi Palace in Florence.
This three-bedroom property features a living room, satellite flat-screen TV, fully equipped kitchen, three bathrooms, a patio with mountain views, a picnic area, and outdoor seating, as well as free Wi-Fi and private parking.
Casetta Rossa - Certaldo
9.6 12 reviews

Casetta Rossa

house, Certaldo
Casetta Rossa is a charming house located in Certaldo, just 25 miles from Florence's Piazza Matteotti, Strozzi Palace, and Santa Maria Novella, offering a peaceful retreat close to the city's attractions. This property has received excellent ratings for location, cleanliness, and user experience.
The house has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It includes a fully equipped kitchen with a fridge, freezer, and dishwasher, a relaxing living room with a flat-screen TV, and a garden with views of the city.
90 M² House ∙ 2 Bedrooms ∙ 4 Guests - Certaldo
No reviews

90 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, San Gimignano
This San Gimignano holiday home, 7km from the medieval town, enjoys a convenient location midway between Siena and Florence, ideal for exploring Tuscany.
The 90 square metre property offers two bedrooms, one bathroom, sleeps four guests, and includes a private garden with barbecue, shared swimming pool, and high-speed Wi-Fi.

Frequently asked questions about villa rentals in Certaldo

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

    Certaldo is a beautiful medieval town, and you definitely shouldn't miss the historic centre, the Palazzo Pretorio, and the Church of San Tommaso. Just outside the town, you can visit the home of Giovanni Boccaccio, the famous Italian writer, and the nearby town of San Gimignano, known for its iconic towers.
  • 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 located in the heart of Tuscany, so you might see some typical Italian wildlife like foxes, hares, and wild boars. You can also spot various bird species like owls and hawks in the surrounding hills.
  • What are the best villa rentals with a pool in Certaldo?

  • What is the best time to visit Certaldo?

    The best time to visit Certaldo is during spring or autumn, when the weather is pleasant and the crowds are smaller. The town is particularly beautiful in May, when the flowers are in bloom, and in October, during the grape harvest.
  • What are the best villa rentals with a jacuzzi in Certaldo?

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

    The shoulder seasons, like spring and autumn, are generally the best time to book a villa rental in Certaldo. You'll find more availability and often better prices compared to the peak summer months.
  • 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. The 'Sentiero del Boccaccio' is a popular trail that takes you through the countryside, past the home of Giovanni Boccaccio. Another great option is the 'Sentiero del Castello', which leads to the ruins of an ancient castle.
  • 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 more space and privacy compared to a hotel. You can enjoy your own kitchen, garden, and often a swimming pool. It's a great option for families or groups of friends looking for a more independent and relaxed holiday.
  • 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, Certaldo is close to many popular destinations like Siena, Florence, and Pisa. You can easily take day trips to these cities and explore the beauty of Tuscany. San Gimignano, with its iconic towers, is also just a short drive away.

Popular destinations

Best Certaldo villas and holiday homes with parking

Casa Vacanze Etrusco - App Quercia - Certaldo
No reviews

Casa Vacanze Etrusco - App Quercia

house, San Gimignano
Casa Vacanze Etrusco - App Quercia offers a one-bedroom flat for up to three guests in San Gimignano, a UNESCO World Heritage site, providing easy access to its medieval towers and proximity to the restaurant 'La Griglia'.
This pet-friendly holiday home includes air conditioning, a fridge, a freezer, a dedicated workspace, and a baby cot, serving as an ideal base for day trips to Volterra and Certaldo, located 25 kilometers and 15 kilometers away respectively.
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.
70 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests - Certaldo
No reviews

70 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests

farm, Certaldo
Farm for up to 4 guests. Your accommodation will be based in Certaldo.
Services and facilities: a garden, a barbecue and a terrace. Take advantage of the Free Parking with this accommodation.
Casa Angelina A Spade Corte - Certaldo
10 1 review

Casa Angelina A Spade Corte

house, Certaldo
Casa Angelina a Spade Corte, located in Luia, is situated approximately 26 kilometres from Piazza Matteotti and 37 kilometres from Piazzale Michelangelo, with Santa Maria Novella, Strozzi Palace, Uffizi Gallery, and Piazza della Signoria all around 39 kilometres away.
This non-smoking holiday home offers accommodation for 11 guests with free Wi-Fi, complimentary private parking, and a fully equipped kitchen, featuring a 1-bedroom layout and a flat-screen TV.

Best Certaldo villas and holiday homes with a garden

Bio Agriturismo Podere Pretoia - Certaldo
9.2 63 reviews

Bio Agriturismo Podere Pretoia

house, San Gimignano
Bio Agriturismo Podere Pretoia is a country house just 37 kilometres from the Piazza Matteotti in San Gimignano and 40 kilometres from Piazza del Campo in Siena, offering a peaceful escape from the bustling town. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house has two bedrooms and a bathroom, covering 58 square metres. It includes a fully equipped kitchen, a garden, free parking, and free Wi-Fi, as well as a restaurant on-site.
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.
Casa Fernanda Certaldo - Certaldo
No reviews

Casa Fernanda Certaldo

house, Certaldo
This Certaldo apartment is located in the town centre, offering easy access to local shops and restaurants, with the historic centre of Certaldo Alto approximately 1.2 kilometers away.
This two-bedroom apartment accommodates up to four guests and features air conditioning, Wi-Fi, a fully equipped kitchen, and a private balcony, with complimentary parking available nearby.
Capanna 1826 - Certaldo
9.6 828 reviews

Capanna 1826

farm, San Gimignano
Capanna 1826 is a San Gimignano farm stay, approximately 37 kilometres from Piazza Matteotti and 43 kilometres from the Pitti Palace in Florence, offering city views.
This one-bedroom, one-bathroom property features free Wi-Fi, private parking, room service (including wine delivery), a terrace, garden, and shared lounge, perfect for a relaxing stay.
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