Search Certaldo villas and holiday homes

This San Gimignano holiday apartment, located 8 minutes' drive (approx. 5km) from the medieval town centre, offers easy access to Tuscany's iconic hilltop town.
The 54-square-metre property boasts two bedrooms, two bathrooms, sleeps five, and includes a private outdoor area with a pool, garden, terrace, barbecue, and outdoor shower, plus access to shared facilities and four parking spaces.

This Tuscan villa is situated in the Chianti region near Montespertoli, offering an authentic experience amidst vineyards and olive groves.
This 13-bedroom, 14-bathroom property accommodates up to 30 guests and features a private swimming pool, air conditioning, on-site wine and olive oil production with tasting opportunities, and is ideal for events and team-building activities.

This spacious San Gimignano villa, sleeping up to 18 guests, is located within 3km of key landmarks including the Sant'Agostino Church, the Archaeological Museum, and the Rocca di Montestaffoli.
The 300 square metre property boasts eight bedrooms, nine bathrooms, a private pool, a garden, and parking, plus a fully equipped kitchen and free Wi-Fi; an on-site games room provides added entertainment.

Poderi Arcangelo is a farm stay located just a 10-minute drive from the historic town of San Gimignano, nestled in the peaceful Tuscan countryside. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The farm is spread across three restored farmhouses, each with its own private pool, surrounded by olive groves, vineyards, and fields. Guests can enjoy a range of amenities, including a restaurant serving farm-fresh cuisine, a communal terrace with panoramic views, free Wi-Fi, and a variety of activities like guided tours and food tastings.

This charming gîte is situated just a short distance from the heart of Montespertoli, within easy reach of the Piazza Machiavelli, Montespertoli City Hall, and Piazza del Popolo. The surrounding area is peaceful and picturesque, offering a taste of authentic Tuscan life.
The gîte itself offers a comfortable and spacious layout, perfect for families or groups. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, tennis court, and a restaurant serving delicious local cuisine, ensuring a relaxing and enjoyable stay.

Farm for up to 7 people with a good rating of 80% based on 1 reviews. You will stay in Montespertoli.
Facilities and services: a swimming pool, an iron and a barbecue. This accommodation in Montespertoli is ideal for families.

Sangi Home, a spacious holiday property in San Gimignano, is situated a short drive (approximately 39km and 43km respectively) from Piazza Matteotti and Piazza del Campo in Siena.
This 140 square metre house features two bedrooms, two bathrooms, sleeps up to 15 guests, and includes amenities such as a dishwasher, microwave, air conditioning, Wi-Fi, a terrace with city views, and a private patio.

Villa Bellavista, in Certaldo, is situated approximately 35 kilometres from Florence's Piazzale Michelangelo, Pitti Palace, and Piazza Matteotti, offering easy access to major Florentine landmarks.
This 450-square-metre property boasts five bedrooms, seven bathrooms, a private swimming pool, Jacuzzi, tennis court, and ample outdoor space including a terrace and garden, ideal for large families or groups seeking a luxurious Tuscan escape.

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.

Fattoria di Fugnano, a self-catering property in San Gimignano, is situated approximately 40 kilometres from both Piazza del Campo in Siena and Piazza Matteotti.
This one-bedroom house offers a swimming pool, garden, terrace, private parking, and sleeps four guests, with a fully equipped kitchen and concierge service.

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.

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.

This Tuscan villa, located between San Gimignano and Certaldo, offers easy access to Siena, which is 48 kilometres away, and Florence, 80 kilometres distant.
This family-friendly apartment accommodates up to five guests across two double bedrooms, featuring a panoramic terrace with views of the Tuscan countryside, a fully equipped kitchen, air conditioning, and private covered parking.

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.

A Casa di Franca Villa con piscina is located in Gambassi Terme, a charming town in the Tuscan countryside, just 47 km from Florence. This villa has received excellent ratings for its location, cleanliness and overall experience.
The villa is a spacious 223 square metre property with 4 bedrooms, 3 bathrooms and can accommodate up to 24 guests. The villa features a private garden with a swimming pool, a fully equipped kitchen, air conditioning, free Wi-Fi and parking, plus barbecue facilities and is accessible for guests with disabilities.

The Mormoraia farm is located in the Tuscan countryside, 4 kilometres outside San Gimignano, a charming medieval town, and a 50-minute drive from both Siena and Florence. The farm has received excellent ratings for its location, cleanliness, and overall experience.
This rural retreat offers a range of accommodation options, including comfortable rooms with handmade terracotta floors. Guests can enjoy a swimming pool, a hot tub, a sauna, a Turkish bath, a restaurant serving traditional Tuscan cuisine, and wine and olive oil tasting sessions.