Search vacation rentals in Certaldo from 100+ sites!

This San Gimignano countryside rental is a five-minute drive from the town center, offering easy access to Siena and Florence.
This one-bedroom, one-bathroom cottage sleeps two, features a 52-foot by 19-foot private pool (seasonal), a private terrace with 180° views, and access to 57 acres of grounds including a private forest and river.

Antica Posta is located in the heart of San Gimignano, a UNESCO World Heritage Site, just a minute's walk from the Collegiate Church. This charming house has received excellent ratings for its location, cleanliness, and overall experience.
The house has two bedrooms and one bathroom and is 1080 square feet. It offers a fully equipped kitchen, a terrace with stunning views, a garden, a tennis court, and parking, ensuring a comfortable and enjoyable stay.

This apartment in Certaldo offers a prime central location, placing you within walking distance of Boccaccio's House and the Religious Art Museum, and just a 9-minute walk from Certaldo station for easy exploration.
This vacation home accommodates up to 6 guests with 3 bedrooms and 1 bathroom, featuring a deck, fenced garden, complimentary WiFi, a TV, a fully equipped kitchen with an oven and fridge, and on-site parking.

Fattoria la Gigliola - Villa Milani is a spacious villa in Montespertoli, Tuscany, about 20-22 miles from Florence's Duomo, Pitti Palace, and Piazza della Signoria.
This 8-bathroom villa, perfect for large groups, offers a private pool, garden with barbecue, free Wi-Fi, private parking, a games room with billiards and table tennis, and a terrace with garden views; nearby attractions include a restaurant and tennis court.

Agriturismo Montegonfoli is a Tuscan farmhouse located just 3.1 miles outside of San Gimignano, surrounded by vineyards and olive groves. The farm has consistently received excellent ratings for its location, cleanliness, and overall experience.
The farmhouse offers a variety of rooms and apartments, each with a private outdoor area and a bathroom. Guests can enjoy amenities like a swimming pool, a garden with a barbecue, a restaurant, a bar, and free Wi-Fi, as well as activities such as horseback riding.

The Olive House is located in the Tuscan countryside, a short drive from the charming medieval town of Castelfiorentino and about 26 miles from Florence. The house consistently receives excellent ratings for its cleanliness, location, and overall experience.
This home features two bedrooms and a well-equipped kitchen, perfect for families or groups of friends. Enjoy the outdoor space with a private pool, a tennis court, and a garden, perfect for relaxing and enjoying the Tuscan sunshine.

This Certaldo apartment is located in a historically and culturally rich district, offering convenient access to local Tuscan cuisine and wine.
This pet-friendly rental accommodates up to 3 guests in 1 bedroom and 1 bathroom, featuring a fully equipped kitchen, air conditioning, and laundry facilities.

Appartamenti Tinacci is located in the heart of San Gimignano, just a 7-minute walk from Piazza Cisterna, a central square offering access to shops, restaurants, and attractions. The apartment complex boasts excellent ratings for location, cleanliness, and user experience.
Each rental unit features a private bathroom, air conditioning, a flat-screen TV, and a fully equipped kitchen with modern appliances. Guests can enjoy the convenience of free Wi-Fi, a garden, a spa, and the option of bringing their pets.

Holiday Home Podere Conte Francesco-La Palma by Interhome is located in the peaceful Tuscan countryside just a short drive from the charming medieval town of Certaldo. Within easy reach of Florence, the iconic Pitti Palace, and the renowned Strozzi Palace, this vacation rental offers a convenient base for exploring Tuscany.
This spacious 3-bedroom house features a fully equipped kitchenette, a bathroom with a bidet and shower, and a private garden, providing a tranquil retreat for up to 6 guests. Enjoy free Wi-Fi, a TV, and essential appliances such as an oven, microwave, washing machine, fridge, and stovetop. Immerse yourself in the rich history and cultural heritage of the Tuscan countryside while enjoying the modern amenities and peaceful surroundings of Holiday Home Podere Conte Francesco-La Palma by Interhome.

This one-bedroom apartment is located in Certaldo's historic district, directly across from the Palazzo Pretorio, the town's main square. The apartment features a fully equipped kitchen, a private terrace with views of the surrounding area, and can accommodate up to 5 guests.

La casa dei colori, a one-bedroom apartment in Certaldo, Italy, is conveniently located approximately 25-29 miles from Florence landmarks like the Pitti Palace, Piazzale Michelangelo, and the Ponte Vecchio.
This 450-square-foot (approximately 42-square-meter) rental offers a fully equipped kitchenette with a dishwasher, air conditioning, a balcony, and sleeps two guests, providing a comfortable base for exploring Certaldo and its surroundings.

Podere Ghiole is a farm stay located in Montespertoli, a short drive from Florence's Pitti and Strozzi Palaces, offering a tranquil escape from the city. It boasts excellent user, location, and cleanliness ratings.
The farm stay has one bedroom and one bathroom, accommodating up to two guests in a 430-square-foot space. Guests can enjoy a private pool, solarium, outdoor fireplace, well-equipped kitchen, table tennis, and a charging station for electric vehicles.