Compare Vacation Rentals & Airbnb in Certaldo

Tuscany Hills La Veduta apartment in Certaldo offers a convenient base for exploring Tuscany, situated approximately 32km from Piazza Matteotti and 42km from the Pitti Palace and Piazzale Michelangelo.
This 62 square metre self-catering property sleeps seven guests, boasting a private terrace, swimming pool, garden, parking (including electric vehicle charging), and a fully equipped kitchen; a picnic area is also available on-site.

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.

Country House Nazzano, a renovated farmhouse near Gambassi Terme, enjoys a unique location amidst olive groves and vineyards, offering panoramic views and proximity to San Gimignano (10km), Certaldo (4km), and Siena (35km).
This self-catering property boasts a ground-floor living area with fireplace and loggia, two double bedrooms and two bathrooms upstairs, plus a private garden with a mini-pool, a one-hectare olive grove, and amenities including a spa and fitness centre.

This rural Certaldo property is situated within easy reach of Casa del Boccaccio, located 7 kilometres away, and Tenuta Torciano Winery, 10 kilometres distant.
This spacious 4-bedroom, 2-bathroom holiday home accommodates up to 10 guests and features air conditioning, free WiFi, a fully equipped kitchen, and onsite parking.

ReginaSerena is a recently renovated apartment located in Certaldo, a charming town just 34 kilometres from Florence, offering easy access to the city's iconic landmarks and attractions.
This self-catering property features a private garden with barbecue facilities, a sun terrace for relaxing, and a fully equipped kitchen. Guests can enjoy free Wi-Fi, on-site parking, and a packed lunch service for exploring the surrounding Tuscan countryside.

This apartment is situated in Certaldo, a short distance from the town centre and close to a swimming pool. It has received excellent ratings for cleanliness, location and overall experience.
The apartment has a private terrace and a fully equipped kitchen. Guests can enjoy the garden, the swimming pool and free parking on site, as well as free Wi-Fi.

Palazzo Stiozzi Ridolfi is situated in Certaldo, just 40 kilometres from both Pitti Palace and Piazza Matteotti in Florence, offering a peaceful setting with inner courtyard views. Guests consistently rate this property as excellent for its location, cleanliness and overall experience.
The apartment features a fully equipped kitchen with a fridge, freezer and microwave oven, as well as a terrace or balcony where you can enjoy the fresh air. You can also take advantage of amenities such as a swimming pool, tennis court, and free parking, plus enjoy nearby cycling and hiking trails.

This spacious 95m² holiday home in Certaldo, Tuscany, is within walking distance of Certaldo's public transport and amenities, offering easy access to the medieval town centre and its historical sites.
The three-bedroom, two-bathroom property sleeps up to seven guests and boasts a jacuzzi, garden, parking for five vehicles, a fully equipped kitchen including a dishwasher, and high-speed Wi-Fi; pet-friendly (up to two pets).

This four-bedroom villa, near Certaldo in the Chianti region, boasts a half-hectare private garden and is 0.68km from the nearest restaurant, offering stunning mountain views and a tranquil countryside escape.
The 165 square metre, two-bathroom property sleeps eight guests and includes a well-equipped kitchen, Wi-Fi, a terrace, and private parking, making it ideal for families or groups exploring Tuscany.

Holiday Home Villetta Aia is located in Luia, 35 kilometres from Florence's Piazzale Michelangelo, Pitti Palace, Piazza Matteotti, and Strozzi Palace, and 43 kilometres from Florence Airport.
This private ground-floor villa offers a terrace, patio, garden, seasonal outdoor swimming pool, air conditioning, and a barbecue, with free WiFi and a fully fitted kitchen for self-catering.

Agriturismo 'Podere Galieni' is an elevated property in Certaldo, offering panoramic countryside views and situated 4 kilometres from the town centre, with San Gimignano 15 kilometres, Volterra 30 kilometres, Siena 35 kilometres, and Florence 40 kilometres away.
This spacious 250 square metre holiday cottage, renovated in 2025, accommodates up to 16 guests across 6 bedrooms and 8 bathrooms, featuring air conditioning, WiFi, a private swimming pool (seasonal April-October), and a terraced garden with local farm produce sales.

Agriturismo Girasole is located in Gambassi Terme, a charming town in the Chianti countryside, just 26 kilometres from San Gimignano and a one-hour drive from Florence. The farm has received very good ratings for its location, cleanliness and overall experience.
The self-catering apartments offer a separate bedroom, living room with a fireplace and a kitchenette. Guests can enjoy the swimming pool, garden, tennis court and barbecue facilities, as well as sample the farm's own olive oil, wine and spirits.

Papavero Rosso, a spacious three-bedroom holiday home in San Gimignano, is situated approximately 32-34km from Siena's Piazza del Campo and Piazza Matteotti, and 47km from Florence's main attractions.
This 110 square metre property sleeps up to 10 guests, boasting three bathrooms, a fully equipped kitchen with dishwasher, a garden, free Wi-Fi, and free private parking; enjoy relaxing evenings by the outdoor fireplace.

This self-catering apartment is situated on a 137-hectare wine estate in the Chianti hills, approximately 40 minutes (64km) from Florence and near Certaldo.
The property, sleeping eight guests in four bedrooms and two bathrooms, boasts a private garden, shared swimming pool, on-site restaurant, and free parking; air conditioning and Wi-Fi are also included.

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.

Il Poggetto is a charming farmhouse located 7km north of San Gimignano and 4km from Certaldo, offering a peaceful escape in the Tuscan countryside. The property enjoys excellent user, location and cleanliness ratings.
The farmhouse offers a range of apartments, each with modern amenities such as air conditioning and free Wi-Fi. Guests can enjoy a communal laundry room, free bike rentals, a playground, a swimming pool, a tennis court, and breathtaking views of the Tuscan countryside.