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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.

80 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Certaldo
9.2 4 reviews

80 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm, Castelfiorentino
Farm listing for up to 4 people with an excellent rating of 92% based on 4 reviews. This accommodation is located in Castelfiorentino.
Services and facilities include a swimming pool, a fridge and a kitchen. This is a family-friendly accommodation!
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.
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.
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.

Delightful Family-Friendly Houses in Certaldo

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

Agriturismo Giulia - Certaldo
9.8 177 reviews

Agriturismo Giulia

farm, Castelfiorentino
Agriturismo Giulia is a farm stay located just 27 kilometres from Florence and 26 kilometres from Florence Airport, offering a peaceful escape in the Tuscan countryside. The property has received excellent ratings for its location, cleanliness and overall experience.
The farm stay offers 90 square metres of accommodation with a garden, terrace, swimming pool and tennis court. Guests can enjoy a barbecue in the garden, relax by the pool, play table tennis or simply enjoy the peaceful surroundings.
La Ripa - Appartamento Il Fienile - Certaldo
9.4 201 reviews

La Ripa - Appartamento Il Fienile

house, San Gimignano
La Ripa - Appartamento Padronale is a short distance from San Gimignano's historic centre, making it easy to explore the town's charming streets and iconic towers. The property has received excellent ratings for its location, cleanliness and overall experience.
This two-bedroom house offers comfortable accommodation for families or groups of friends. It has a private patio with garden views, a shared swimming pool, a fully equipped kitchen and free Wi-Fi.
Tenuta Moriano - Certaldo
8.8 598 reviews

Tenuta Moriano

farm, Montespertoli
Tenuta Moriano is a working farm located just 4.3 miles outside of Montespertoli, a charming town in the Tuscan countryside, and a short 22-mile drive from Florence. The farm has consistently received excellent ratings for its location, user experience, and cleanliness.
The farm offers a range of self-catering apartments with rustic charm, featuring kitchenettes and dining areas, and some even come with private terraces offering stunning views. Guests can enjoy the on-site swimming pool, relax in the peaceful garden, and experience the life of a working farm with wine and olive oil production taking place on site.
L'angolo Fiorito San Gimignano Casa Indipendente - Certaldo
No reviews

L'angolo Fiorito San Gimignano Casa Indipendente

house, San Gimignano
This independent holiday home is located in San Gimignano, providing easy access to the Duomo and Piazza della Cisterna, both within 500 meters.
Spanning 90 square meters, this family-friendly property accommodates up to seven guests with two bedrooms, one bathroom, a fully equipped kitchenette, air conditioning, free WiFi, and a garden with a terrace, making it ideal for those seeking a pet-friendly stay with outdoor seating.

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

Casa Al Cantone - Certaldo
9.8 17 reviews

Casa Al Cantone

house, Certaldo
This one-bedroom apartment is situated in the heart of Certaldo, directly opposite the Palazzo Pretorio, offering easy access to the town's attractions.
The apartment comfortably sleeps five guests and includes a fully equipped kitchen, a private terrace with views of the historic district, and modern amenities such as air conditioning, Wi-Fi, and a washing machine.
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.
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.
Casa Teo - Certaldo
9.0 1 review

Casa Teo

house, Gambassi Terme
Casa Teo is a detached villa located in Gambassi Terme, approximately 38 kilometres from Piazza Matteotti and 45 kilometres from Piazzale Michelangelo.
This 97 square metre villa offers accommodation for up to 7 guests, featuring 2 bedrooms, 1 bathroom, air conditioning, a fully equipped kitchen with a fridge, complimentary WiFi, and private parking, with a private entrance and soundproofing for added privacy.

Best Certaldo villas and holiday homes with a garden

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.
La Ripa - Appartamento I Nidi - Certaldo
8.7 3 reviews

La Ripa - Appartamento I Nidi

house, San Gimignano
La Ripa - Appartamento I Nidi is a self-catering property in San Gimignano, approximately 34km from Piazza Matteotti and 37km from Piazza del Campo, offering easy access to Tuscany's major attractions.
This 70 square metre house sleeps up to 12 guests in two bedrooms and one bathroom, and boasts a private pool, free Wi-Fi, free parking, a fully equipped kitchen, barbecue, children's playground, and a garden.
Appartamento Primavera - Certaldo
10 2 reviews

Appartamento Primavera

house, Certaldo
This family-friendly holiday home in Certaldo offers serene garden views and easy access to the town's attractions, managed by a private host for a personalised experience.
The 65 square metre property features two bedrooms, one bathroom, and accommodates up to seven guests with a fully equipped kitchen, complimentary Wi-Fi, and an outdoor seating area for enjoying the Tuscan atmosphere.
Holiday Home Podere Conte Francesco-alvino By Interhome - Certaldo
9.1 14 reviews

Holiday Home Podere Conte Francesco-alvino By Interhome

house, Certaldo
This three-bedroom house is located in Certaldo, a town in the Tuscan hills, 37 kilometres from the Piazza Matteotti in Florence.
The property offers a private patio and garden, a well-equipped kitchen with a dishwasher, a swimming pool and parking, perfect for a family holiday in the Italian countryside.

Uncover Luxury Holiday Homes in Certaldo

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

Agriturismo Cesani - Certaldo
9.2 353 reviews

Agriturismo Cesani

farm, San Gimignano
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