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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

Casa Rossa By Posarellivillas - Certaldo
9.5 104 reviews

Casa Rossa By Posarellivillas

house, Certaldo
Casa Rossa, situated in Luia near Certaldo, is approximately 35km from both the Pitti Palace and Piazza Matteotti in Florence, and 43km from Florence Airport.
This self-catering villa offers a private pool with views, a barbecue, free Wi-Fi, private parking, air conditioning, and sleeps [number of guests, if available], perfect for families exploring Tuscany.
La Corte D'elsa - Tuscan Farmhouse With Pool - Certaldo
9.7 32 reviews

La Corte D'elsa - Tuscan Farmhouse With Pool

gîte, Castelfiorentino
La Corte d'Elsa, a farmhouse near Castelfiorentino in the Florentine hills, offers a convenient base for exploring Tuscany, being just 3km from Castelfiorentino's town centre with its supermarkets, restaurants and train station.
This 100m² self-catering apartment, Corte 1, sleeps up to six guests and boasts two bedrooms, two bathrooms, a private terrace, shared pool and garden, plus amenities including air conditioning, a dishwasher and satellite TV.
Holiday Home Conte Francesco I-3 By Interhome - Certaldo
8.0 4 reviews

Holiday Home Conte Francesco I-3 By Interhome

house, Certaldo
Holiday Home Conte Francesco I-3, located in Aia Murata, Certaldo, is approximately 37-43km from Florence's Piazza Matteotti, Piazzale Michelangelo, Pitti Palace, and Strozzi Palace.
This 112 square metre property boasts four bedrooms, two bathrooms, sleeps fifteen guests, and includes a private swimming pool, garden, terrace, parking, and Wi-Fi; a fully equipped kitchen and washing machine are also provided.
55 M² House ∙ 1 Bedroom ∙ 4 Guests - Certaldo
No reviews

55 M² House ∙ 1 Bedroom ∙ 4 Guests

house, Castelfiorentino
This Tuscan villa, situated in the countryside between Castelfiorentino and Certaldo, offers panoramic views of the Chianti hills and Apuan Alps, with Siena, Florence, and Pisa approximately 80 kilometres away by car.
This 55 square metre apartment sleeps four guests and features one bedroom and one bathroom, with amenities including air conditioning, Wi-Fi, a swimming pool, a garden, and a shared barbecue area, located 16 kilometres from Certaldo and 40 kilometres from San Gimignano.

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

80 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - Certaldo
9.0 3 reviews

80 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

farm, Castelfiorentino
Farm for 5 people with an excellent rating of 90% based on 3 reviews. You will be based in Castelfiorentino.
Facilities and services include a swimming pool, a fridge and a wheelchair friendly access. This accommodation in Castelfiorentino also has a garden!
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 Bio Fattoria Bacio - Certaldo
8.3 394 reviews

Agriturismo Bio Fattoria Bacio

house, Certaldo
Fattoria Bacìo, a 19th-century villa, is located in the Chianti hills, 35 kilometres from Florence and 6 kilometres from Certaldo, a medieval town known for its connection to the writer Boccaccio. This spacious villa and farmhouse complex can accommodate up to 50 guests, with amenities including a swimming pool, a restaurant, and a large garden with outdoor dining areas.
Agriturismo Poggio Ai Grilli - Certaldo
9.2 39 reviews

Agriturismo Poggio Ai Grilli

farm, Gambassi Terme
Agriturismo Poggio ai Grilli is situated in Gambassi Terme, just 48 kilometres from Piazza Matteotti and 51 kilometres from Florence Airport. The farm offers a peaceful setting surrounded by the Tuscan countryside, with a very good user rating and high marks for location and cleanliness.
The property features a variety of self-catering apartments, each with a fully equipped kitchen, a private bathroom, and a seating area. Guests can enjoy the outdoor swimming pool, garden, and barbecue facilities, or explore the surrounding area by bicycle.

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

Tenuta Di Sticciano - Certaldo
8.9 248 reviews

Tenuta Di Sticciano

farm, Certaldo
Tenuta Di Sticciano is a farm stay located in the Tuscan countryside, a short drive from the charming town of Certaldo and within easy reach of other popular destinations like Montespertoli and San Gimignano. This property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The farm stay offers a peaceful retreat with traditional Tuscan charm. Guests can enjoy a range of amenities including an outdoor pool, a spa, and a restaurant, as well as activities like wine and olive oil tastings.
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.
Casa Villa Il Boschetto - Certaldo
9.9 48 reviews

Casa Villa Il Boschetto

house, Certaldo
Casa VILLA IL BOSCHETTO, a luxurious villa rental in Certaldo, is situated 34 kilometres from the Pitti Palace and Piazza Matteotti, offering a peaceful retreat.
This self-catering property boasts a private hot tub, fitness centre, swimming pool, and extensive gardens, perfect for families seeking relaxation and access to cycling routes near Certaldo.
Agriturismo Il Torrione - Certaldo
9.1 63 reviews

Agriturismo Il Torrione

farm, Certaldo
Agriturismo Il Torrione is a family-friendly farmhouse in Certaldo, Tuscany, approximately 40 kilometres from Florence's Pitti Palace and Piazza Matteotti, and 48 kilometres from Florence Airport.
This self-catering property offers a swimming pool, garden, barbecue facilities, children's playground, and kids' pool, sleeping up to 2 guests in one bedroom and one bathroom, with free Wi-Fi and parking.

Best Certaldo villas and holiday homes with a garden

Sangi Chianti Vacations - Certaldo
9.4 23 reviews

Sangi Chianti Vacations

house, Poggibonsi
This recently renovated holiday home is located in Poggibonsi, just 45 kilometres from Florence's Pitti Palace and 30 kilometres from Siena's Fontebranda, offering easy access to the region's rich history and culture. The property consistently receives excellent ratings for cleanliness, location and overall user experience, ensuring a comfortable and enjoyable stay.
The two-bedroom property spans 90 square metres and comfortably accommodates up to five guests. The accommodation offers a range of amenities, including a private patio with garden views, a well-equipped kitchen, a garden with barbecue facilities, air conditioning, free Wi-Fi, and private parking.
Podere Conte Francesco-la Palma - Certaldo
8.0 5 reviews

Podere Conte Francesco-la Palma

house, Certaldo
This semi-detached house is situated on a vineyard estate 7km from Certaldo, 13km from San Gimignano, and 57km from Florence, offering a peaceful countryside retreat near major Tuscan towns.
The 85 square metre property sleeps six, boasting three bedrooms, one bathroom, a private garden with barbecue, a shared seasonal swimming pool (2nd May - 3rd October), and parking; pets are welcome.
Podere Conte Francesco-alvino - Certaldo
8.6 9 reviews

Podere Conte Francesco-alvino

house, Certaldo
This three-bedroom house, situated on a vineyard estate 7km from Certaldo, 13km from San Gimignano, and 57km from Florence, offers a secluded Tuscan countryside setting with stunning views.
The 100 square metre property boasts two bathrooms, a well-equipped kitchen with dishwasher and freezer, private terrace, and shared access to a seasonal swimming pool (2 May – 3 October), accommodating up to six guests and welcoming one pet.
Il Balcone Di Rina - Certaldo
9.8 218 reviews

Il Balcone Di Rina

house, San Gimignano
Il Balcone di Rina is a self-catering property located in San Gimignano, just 38.6 kilometres from Siena’s Piazza del Campo and 38.6 kilometres from Florence’s Piazza Matteotti.
This one-bedroom property features a terrace, a garden, and a fully equipped kitchen with a dishwasher, a fridge, and a freezer, making it ideal for families or couples looking for a comfortable and convenient base to explore the Tuscan countryside.
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