Compare Vacation Rentals & Airbnb in Certaldo

191 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Certaldo vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

191 Rentals and Airbnb in Certaldo

Best family friendly Certaldo vacation rentals

Among the 191 accommodations in Certaldo, here are the 4 best family friendly rentals

Il Mandorlo Nella Campagna Di Certaldo - Certaldo
9.8 80 reviews

Il Mandorlo Nella Campagna Di Certaldo

apartment, Certaldo
Il Mandorlo is a one-bedroom apartment located in Aia Murata, a peaceful district just a short distance from the centre of Certaldo, approximately 37 kilometres from Florence's Pitti Palace, Piazza Matteotti, and Strozzi Palace. This property has received excellent ratings for cleanliness and location, and is considered family-friendly.
The 70 square metre apartment offers a fully equipped kitchen with a dishwasher and oven, air conditioning, and a private garden. Guests can enjoy breathtaking views of the surrounding garden, relax in the peaceful setting, and benefit from free Wi-Fi access.
A Family House In A Magical Atmosphere In Tuscany - Certaldo
10 25 reviews

A Family House In A Magical Atmosphere In Tuscany

apartment, Certaldo
This family-friendly apartment in Certaldo is located a short walk from the funicular that takes you up to the medieval village of Certaldo Alto and is also within walking distance of the train station, offering easy access to Florence, Siena, and Pisa. The apartment sleeps up to five guests and features two bedrooms, a living room, a fully equipped kitchen, a private bathroom, two balconies, and a garden, making it ideal for families or groups of friends.
Casa Michelangelo - Certaldo
9.4 20 reviews

Casa Michelangelo

apartment, Certaldo
Casa Michelangelo is a family-friendly apartment in Certaldo, approximately 40 kilometres from Florence's Piazzale Michelangelo and Pitti Palace, offering easy access to Certaldo's historic centre.
This 65 square metre property sleeps seven guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, private terrace, garden, parking, and complimentary Wi-Fi.
Apartment At First Floor In Agriturismo With Pool - Certaldo
10 77 reviews

Apartment At First Floor In Agriturismo With Pool

apartment, Certaldo
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.

Best Certaldo vacation rentals with parking

Il Colombo - Certaldo
9.5 8 reviews

Il Colombo

apartment, Certaldo
Il Colombo apartment in Certaldo is situated 40km from the Pitti Palace and 42km from Piazzale Michelangelo, offering easy access to these Florentine landmarks.
This recently renovated 55-square-metre flat features one bedroom, one bathroom, sleeps nine guests, and includes a fully equipped kitchen, air conditioning, parking, and free Wi-Fi.
La Perla Del Boccaccio - Certaldo
9.6 17 reviews

La Perla Del Boccaccio

apartment, Certaldo
This non-smoking apartment in Certaldo is conveniently located for exploring local attractions.
This 62 square metre flat offers accommodation for up to 7 guests across two bedrooms, featuring complimentary Wi-Fi, a fully equipped kitchen, air conditioning, and private parking.
Poggio Ai Grilli Apartment - Certaldo
9.6 106 reviews

Poggio Ai Grilli Apartment

apartment, Certaldo
Poggio ai Grilli Apartment is located in Certaldo, approximately 32 kilometres from Piazza Matteotti, offering easy access to Florence and other Tuscan attractions.
This self-catering flat, sleeping up to two guests, boasts a 40 square metre floor area with a bedroom, bathroom, fully equipped kitchen including a dishwasher, air conditioning, free Wi-Fi, private parking, and a garden with an outdoor fireplace.
Casa Nonno Isidoro - Certaldo
9.5 27 reviews

Casa Nonno Isidoro

apartment, Certaldo
Casa Nonno Isidoro is a comfortable apartment situated in Certaldo, just 26 miles from Florence's main attractions, offering a peaceful escape from the city buzz. This property has received excellent ratings for cleanliness, location, and user experience.
This two-bedroom apartment has a well-equipped kitchen with a dishwasher and oven, providing everything you need for a self-catering stay. Guests can enjoy the convenience of air conditioning, Wi-Fi, a terrace, and parking, making this a great choice for families or groups.

Frequently Asked Questions about vacation rentals in Certaldo

  • What are some interesting places to visit in or near Certaldo?

    Certaldo is a charming medieval town with plenty to see. The historic centre, perched on a hilltop, is a must-visit. You can find the house of Boccaccio, the famous Italian writer, there. Just outside of Certaldo, you'll find the Castello di Oliveto, a beautiful 12th-century castle, which is worth a trip.
  • What are the best Airbnb and vacation rentals in Certaldo?

    Il Rosolaccio, La Casina Di Ancicucco 1 and La Casina Di Ancicucco 2 are the most popular Airbnb and vacation rentals in Certaldo among travelers.

  • Which walking or cycling routes are the best in Certaldo?

    For a scenic walk, take the Sentiero del Boccaccio, a trail that winds through the Tuscan countryside, offering stunning views of the surrounding hills. For cycling, the Via Francigena, an ancient pilgrimage route, passes through Certaldo and offers a challenging but rewarding ride.
  • What are the most popular Airbnbs in Certaldo?

  • What sports or outdoor activites can visitors enjoy in and around Certaldo?

    Certaldo is a great place for outdoor activities. You can go hiking in the surrounding hills, play tennis at the local courts, or try your hand at horseback riding at one of the nearby stables. There are also several golf courses within easy reach.
  • What are the best vacation rentals with a pool in Certaldo?

  • What other towns or cities can be easily accessed from Certaldo?

    Certaldo is well-connected to other Tuscan towns. You can easily reach Florence, Siena, and San Gimignano by car or train. Pisa and Lucca are also within a reasonable distance for a day trip.
  • What are the best rentals for families and kids in Certaldo?

    The best rentals for families and kids in Certaldo are Il Rosolaccio, La Casina Di Ancicucco 1 and La Casina Di Ancicucco 2.

  • What amenities are commonly available in vacation rentals in Certaldo?

    Vacation rentals in Certaldo typically offer a range of amenities, including kitchens, laundry facilities, Wi-Fi, and private outdoor spaces. Some rentals also have swimming pools or hot tubs. You can find rentals that suit your needs and budget.
  • What are the best rentals or Airbnbs with a jacuzzi in Certaldo?

    The best vacation rentals or Airbnb with a jacuzzi in Certaldo are Tognazzi Casa Vacanze - La Collina Di San Gimignano, Borgo Dei Cadolingi and Villa Boccaccio.

  • What time of year is best to rent a vacation rental Certaldo?

    The best time to visit Certaldo is during the spring or autumn, when the weather is mild and the crowds are smaller. Summer can be hot and crowded, while winter can be chilly and wet.
  • What are the local dishes in Certaldo region?

    The local cuisine in Certaldo is a true delight. Try the 'Ribollita', a hearty bread soup with vegetables, or the 'Pici cacio e pepe', a simple but delicious pasta dish with pecorino cheese and black pepper. Don't forget to sample the 'Chianti Classico' wine, produced in the nearby vineyards.

Popular destinations

Best Certaldo vacation rentals with a balcony

Tognazzi Holiday House - Casa Giglio - Medieval Village Of Certaldo Alto - Certaldo
9.2 21 reviews

Tognazzi Holiday House - Casa Giglio - Medieval Village Of Certaldo Alto

apartment, Certaldo
This two-bedroom apartment in Certaldo is conveniently located within 5km of key historical landmarks such as the Casa del Boccaccio, the Museum of Sacred Art, and the Palazzo Pretorio, offering easy access to the town's cultural attractions.
The 75 square metre apartment features a fully equipped kitchen, a spa tub, and a terrace, comfortably accommodating up to six guests, making it ideal for families or groups of friends exploring the Tuscan countryside.
Agriturismo Cameli - Certaldo
8.4 127 reviews

Agriturismo Cameli

farm, Certaldo
Agriturismo Cameli in Certaldo offers mountain views, located 27 kilometres from Piazza Matteotti and 34 kilometres from Piazzale Michelangelo, with Florence Airport 43 kilometres away.
This 14 square metre farm stay accommodates up to three guests, featuring air conditioning, a swimming pool, a sun terrace, on-site dining options, and complimentary WiFi, with pets welcome.
Agriturismo Bio Fattoria Bacio - Certaldo
8.3 389 reviews

Agriturismo Bio Fattoria Bacio

house, Certaldo
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.
Il Paretaietto - Certaldo
9.2 20 reviews

Il Paretaietto

apartment, Certaldo
Il Paretaietto is a 27km drive from Piazza Matteotti in Certaldo's historic centre, offering a peaceful retreat in the Tuscan countryside. The property has received excellent ratings for location, cleanliness, and overall experience.
This 3-bedroom, 100 square metre apartment comfortably accommodates up to 4 guests. Enjoy the peace and quiet of the garden, relax on the terrace, and take advantage of the amenities including air conditioning, Wi-Fi, a dishwasher, and a dedicated picnic area.

Best pet friendly Certaldo vacation rentals

Among the 191 accommodations in Certaldo, here are the 4 best pet friendly rentals

Archi (Cet121) By Interhome - Certaldo
8.0 2 reviews

Archi (Cet121) By Interhome

apartment, Certaldo
This two-bedroom, two-bathroom apartment in Certaldo is situated 9.6km from the Palazzo Pretorio, the Church of Saints Jacob and Philip, and the Casa di Boccaccio, offering easy access to these historical landmarks.
The 70 square metre property features a garden, swimming pool, terrace, parking, and air conditioning, comfortably accommodating up to six guests and providing self-catering facilities including a well-equipped kitchen.
Tognazzi Casa Vacanze - Casa Ipazia - Certaldo
10 4 reviews

Tognazzi Casa Vacanze - Casa Ipazia

apartment, Certaldo
Casa Ipazia is a ground-floor flat situated within the medieval village of Certaldo Alto, directly opposite the Palazzo Pretorio and a short walk from the Casa di Giovanni Boccaccio.
This pet-friendly apartment accommodates up to four guests in one bedroom and a living area with a double sofa bed, offering Wi-Fi, a dishwasher, and a unique 'grotta' believed to be part of a historical prison.
Lovely 3 Bedroom Apart. In Certaldo's Main Square - Certaldo
9.9 74 reviews

Lovely 3 Bedroom Apart. In Certaldo's Main Square

apartment, Certaldo
This three-bedroom apartment is situated in the main square, Piazza Boccaccio, in the heart of Certaldo, just a short walk from the funicular that takes you up to the medieval village.
The apartment, which sleeps up to six people, features a well-equipped kitchen, a comfortable bathroom, and free parking 600 metres away.
Nel Cuore Del Borgo Medievale Di Certaldo Alto - Certaldo
10 3 reviews

Nel Cuore Del Borgo Medievale Di Certaldo Alto

apartment, Certaldo
This recently renovated apartment is situated in the historic Certaldo Alto medieval village, offering exclusive panoramic views of Certaldo rooftops and the San Gimignano towers, with the latter visible from the spacious bedroom.
This pet-friendly flat accommodates up to four guests and features a well-equipped kitchen with a dishwasher and washing machine, air conditioning throughout, a private interior courtyard, and an exclusive panoramic terrace.
©2026 cozycozy.com