Search Certaldo villas and holiday homes

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 Cesani Vincenzo, a rural retreat 6 kilometres from San Gimignano and 30 kilometres from the Chianti Classico wine region, offers a tranquil Tuscan escape. This family-friendly farmhouse boasts a swimming pool (open June-September), produces its own olive oil, saffron, and wine, and provides vineyard tours and tastings alongside homemade breakfasts served on the terrace.
Each room in this property features a private bathroom, LCD satellite TV, and terracotta floors; guests also enjoy free Wi-Fi at reception, air conditioning, and on-site parking.

This large estate is located in the Tuscan countryside, just 8km from Montaione, 11km from San Gimignano, and a 40-minute drive from the Chianti Hills, offering a peaceful retreat amidst rolling hills and vineyards. The property has received very good user ratings, with excellent location and cleanliness scores.
The accommodation comprises a number of apartments, each with a fully equipped kitchen and private patio, as well as a luxurious villa with a private pool. Guests can enjoy a range of amenities, including a swimming pool, tennis court, restaurant, and bike rentals, allowing for both relaxation and exploration.

This agriturismo offers a hilltop location in Palaia's Valdera, providing proximity to Pisa (30 km), Florence (60 km), Lucca (40 km), San Gimignano (37 km), and Siena (75 km), with a lake beach 10 km away and the sea 35 km distant, set within a 1450 construction renovated in 1999.
The property boasts a 250 square meter floor area, accommodating up to 16 guests in 7 bedrooms and 6 bathrooms, with amenities including a fridge, freezer, dishwasher, a 13m x 6m swimming pool, a terrace, garden, and 7 outdoor parking spaces, alongside on-site organic wine and oil production and nearby trekking paths.

This exclusive Tuscan villa is situated 15 kilometres from Certaldo, the birthplace of Boccaccio, and 25 kilometres from the medieval town of San Gimignano.
This luxurious country house sleeps up to 12 guests across five bedrooms and six bathrooms, offering an infinity swimming pool, jacuzzi, and independent guesthouse with a full kitchen, with opportunities for wine tasting and truffle hunting arranged by a local expert.

Podere Luma Camera Roseto - Mimosa, a rural retreat in Gambassi Terme, Tuscany, is situated approximately 55km from Florence Airport.
This one-bedroom farm stay, boasting a 12 square metre floor area, offers accommodation for up to five guests and includes amenities such as Wi-Fi, air conditioning, a terrace, and private parking.

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.

Farm for 53 people. This accommodation is based in Montespertoli.
Services and facilities include a freeze, a dish washer and an iron. This accommodation in Montespertoli also has a terrace!

Agriturismo Il Colto is located just outside the Porta San Giovanni gate of San Gimignano, 100 metres from the old town, with Poggibonsi 10 kilometres away and Florence reachable within 50 minutes. The farm enjoys an excellent rating for location, cleanliness, and user experience.
The property features a single bedroom, one bathroom, and can accommodate up to two guests. Guests can enjoy a range of amenities including air conditioning, a terrace, a garden, room service, parking, and Wi-Fi, as well as access to fresh, locally produced olive oil.

Il Piccolo Borgo, near Certaldo, offers a peaceful retreat approximately 35km from Florence's iconic Pitti Palace and Piazza Matteotti.
This three-bedroom holiday home boasts 95 square metres of space, sleeps up to 14 guests, and includes a Jacuzzi, terrace, garden, parking, and access to a children's playground, barbecue facilities and table tennis.

Villa le Cascine in Montaione is located 46 kilometres from Piazzale Michelangelo and Montecatini Train Station, and 50 kilometres from the Uffizi Gallery and Piazza della Signoria, with Florence Airport 53 kilometres away.
This spacious villa offers accommodation for 57 guests across 17 bedrooms and 15 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, garden, and private parking, with a washing machine and fireplace also provided.

This historical property is located in a residential district of Ponteginori, 120 metres from local amenities, 7 kilometres from Casino di Terra, and 10 kilometres from Montecatini Val di Cecina.
This 200 square metre villa accommodates up to 11 guests across four bedrooms, featuring a private garden with a seasonal swimming pool, a Jacuzzi, WiFi, and is situated 25 kilometres from the sandy beach at Marina di Cecina.

La Pineta Farmhouse, near Varna in Tuscany, offers a convenient base for exploring Tuscany, being approximately 30km from San Gimignano and Volterra, and 60km from Florence, Siena, Pisa and Lucca.
This 180 square metre villa provides four bedrooms, four bathrooms, sleeps eight guests, and includes a private pool, ample parking, Wi-Fi, and a fully equipped kitchen with dishwasher; additional services such as a personal chef are available.

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.

Casa Alla Madonna, a San Gimignano farmhouse stay, is situated approximately 39 kilometres from Piazza Matteotti and 43 kilometres from the Pitti Palace, with Florence Airport 52 kilometres away.
This self-catering property offers one bedroom, one bathroom, a kitchen equipped with a fridge, microwave, and dishwasher, plus free Wi-Fi, private parking, and air conditioning; guests can also enjoy a terrace, garden, bar, and facilities for disabled guests, along with bike rentals and breakfast options.

Fattoria la Gigliola - Villa Milani is a spacious villa in Montespertoli, Tuscany, approximately 32-35km from Florence's historical centre, including the Strozzi Palace, Piazza Matteotti, Santa Maria Novella, Pitti Palace, Piazza della Signoria, and the Florence Cathedral.
This eight-bathroom property, perfect for large groups, boasts a private pool, garden with barbecue, free Wi-Fi, parking, and on-site recreation including billiards and table tennis, alongside a well-equipped kitchen and terrace.