Search Certaldo villas and holiday homes

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.

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.

This 30 m², 1-bedroom cottage is situated in the countryside surrounding Certaldo, offering panoramic views and easy access to local attractions.
This family-friendly property accommodates up to 4 guests, featuring a well-equipped kitchen, air conditioning, WiFi, a private entrance, and a 45 m² terrace with barbecue facilities.

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.

This Certaldo apartment enjoys a strategic location near the funicular to Certaldo Alto, just 500 metres from the train station and within easy reach of San Gimignano (14km), Siena (45km), Monteriggioni (31km), Volterra (39km), and Florence (49km).
The one-bedroom flat, sleeping up to four guests, offers a fully equipped kitchen, bathroom with large shower, air conditioning, parking, and accessibility features for the hearing impaired, including a visual call system.

Farm for 6 people with an excellent rating of 94% based on 61 reviews. This accommodation is based in Gambassi Terme.
Facilities and services: a kitchen, a garden and a dish washer. This accommodation also has air conditioning!

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.

Casa Francesca is a renovated hayloft situated in the Tuscan countryside, 2 kilometres from the historic village of Certaldo and a short drive from the medieval town of San Gimignano.
This spacious 3-bedroom apartment, sleeping up to 6 guests, features a fully equipped kitchen, two bathrooms, a large garden, and private parking.

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.

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 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.

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.

This Certaldo gîte is situated in a peaceful rural setting just 10km from the historic centre of Certaldo, home to the Palazzo Pretorio, the Church of Saint Jacob and Saint Philip, and Casa del Boccaccio.
This family-friendly holiday home sleeps up to 6 guests and features a private swimming pool, Jacuzzi, and a garden with barbecue facilities.

This holiday home is located in San Gimignano, offering garden views and situated approximately 40 kilometres from Piazza Matteotti and 43 kilometres from Piazza del Campo.
Guests can enjoy air-conditioned rooms, free WiFi, a kitchen with a dishwasher, and an outdoor swimming pool, with free private parking also available.

Farm listing for 4 people with an excellent rating of 95% based on 46 reviews. You will be based in San Gimignano.
Services and facilities include a swimming pool, a freeze and a fridge. Take advantage of the garden in this accommodation!

Renai e Monte Farm Stay is situated in Gambassi Terme, Tuscany, just 45 kilometres from Florence, 50 kilometres from Siena, and 20 kilometres from San Gimignano, offering a peaceful rural retreat with easy access to some of Italy’s most famous historical cities. The farm has received excellent ratings for its location, cleanliness, and overall experience.
The farm stay offers a variety of accommodation options, from spacious rooms with balconies or terraces to superior rooms with spa baths or hot tubs. Guests can enjoy a range of amenities and activities, including a seasonal outdoor pool, a children’s playground, free Wi-Fi, private parking, a restaurant, a spa, a fitness centre, a tennis court, bike rental, and babysitting services.

Farm rental for up to 4 guests with an excellent rating of 90% based on 3 reviews. This accommodation is located in Castelfiorentino.
Services and facilities: a barbecue, a dish washer and free parking.

Farm rental for up to 8 guests with an excellent rating of 94% based on 63 reviews. This accommodation is located in Gambassi Terme.
Facilities and services: a barbecue, a restaurant and a kitchen. This accommodation in Gambassi Terme also has air conditioning!

This spacious villa is located just 4km from the Castle of Oliveto and within 10km of the Benozzo Gozzoli Museum and Teatro del Popolo, offering a peaceful rural setting close to Certaldo's attractions. Guests consistently rate this property as excellent.
The villa has 9 bedrooms, covering a generous 630 square metres of space. Enjoy the luxury amenities including a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, perfect for families or groups looking for a relaxing and entertaining stay.

Casa Vacanze Le Case is situated in the Tuscan countryside, 3.5 kilometres from the centre of San Gimignano and 16 kilometres from Poggibonsi, offering a peaceful escape from the bustling town. This property has received excellent ratings for its cleanliness, location and overall experience.
The house boasts a rustic charm with vaulted ceilings and a private outdoor pool for relaxing on hot summer days. Guests can enjoy al fresco dining with BBQ facilities, a sun terrace and a garden, as well as free WiFi and parking.

A casa di Nonna is located in Gambassi Terme, 42 kilometres from Piazza Matteotti and 43 kilometres from Piazzale Michelangelo, with Florence Airport 45 kilometres away.
This 90 square metre villa offers accommodation for up to 11 guests, featuring air conditioning, complimentary WiFi, a fully equipped kitchen, and a private balcony with garden views, alongside free private parking and a tranquil garden setting.

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.

Podere Casalsole is a family-friendly villa located in Certaldo, a town in the Tuscan countryside, 45km from both Florence and Siena.
This property offers a range of amenities, including a swimming pool, a garden with barbecue facilities, a tennis court, and a restaurant and bar on-site.

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.

This 140 m², 3-bedroom villa near Certaldo offers panoramic countryside views from its tranquil rural location, perfect for those seeking a peaceful escape.
This tastefully furnished property accommodates up to 6 guests and features a well-equipped kitchen, a cozy fireplace, a studio loft, a swimming pool, and a garden, with parking available.

Agriturismo Azienda Agricola La Roccaia is located in San Gimignano, 48 kilometres from Florence's Pitti Palace and 39 kilometres from Siena's Fontebranda, offering a peaceful escape in the Tuscan countryside. The farm stay has received very good user ratings with excellent location and cleanliness scores.
The property features a garden and terrace, along with a swimming pool and free bikes. Guests can enjoy modern amenities, including air conditioning, free Wi-Fi, and a fully equipped kitchen in some units, as well as a delicious Italian or gluten-free breakfast.

This Tuscan countryside cottage near Certaldo Alto boasts hilltop views of Certaldo and San Gimignano, offering proximity to the medieval village (exact distance unspecified).
Sleeping up to five guests, this one-bedroom, one-bathroom holiday home features a garden, swimming pool, air conditioning, internet access, and free parking; nearby activities include wine tours and visits to the Alta Val d'Elsa River Park and Teatro del Popolo.

Holiday Home Podere Conte Francesco-Carla is a 55 square metre house in Certaldo, Tuscany, situated 37 kilometres from Piazza Matteotti in Florence and approximately 48-48 kilometres from Florentine landmarks such as the Pitti Palace, Ponte Vecchio, and Piazzale Michelangelo.
This two-bedroom, one-bathroom property boasts a private patio, seasonal swimming pool, garden, free Wi-Fi, and parking; it comfortably sleeps a small family or group and includes a fully equipped kitchen and a baby cot.