Holiday Rentals in Certaldo

191 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Certaldo holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Holiday rentals and Airbnb offers in Certaldo

Search Holiday Rentals near the Heart of the City in Certaldo

Reconnect deeply with your significant other at peaceful holiday rentals for couples in Certaldo, offering romantic settings and privacy.

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.
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.
Casa Spartaco - Certaldo
9.3 13 reviews

Casa Spartaco

apartment, Certaldo
Casa Spartaco is a Certaldo dwelling situated 34 kilometres from Piazza Matteotti and 40 kilometres from Piazzale Michelangelo, offering access to key Tuscan landmarks.
This 70 square metre, one-bedroom flat accommodates up to five guests, featuring a fully equipped kitchen, a private terrace, and a separate living room with a flat-screen television.
La Casa Dei Nonni - Certaldo
9.0 9 reviews

La Casa Dei Nonni

apartment, Certaldo
La Casa dei Nonni, a self-catering apartment in Certaldo, is situated approximately 42 kilometres from Florence's attractions such as the Pitti Palace and Piazzale Michelangelo.
This 48-square-metre property features one bedroom, one bathroom, sleeps five guests, and includes a garden, parking, air conditioning, Wi-Fi, and a kitchen equipped with a fridge and dishwasher.

Best Certaldo holiday rentals with air conditioning

In Centro A Certaldo - Certaldo
9.6 128 reviews

In Centro A Certaldo

apartment, Certaldo
This charming apartment is situated in the heart of Certaldo, a short distance from Florence and Siena, offering easy access to the town's medieval attractions. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The property is spread over two levels and comfortably accommodates up to seven guests. It boasts a fully equipped kitchen, a spacious terrace with panoramic views, and a washing machine, making it perfect for self-catering and enjoying the Tuscan countryside.
Appartamenti Tinacci - Certaldo
9.7 702 reviews

Appartamenti Tinacci

apartment, San Gimignano
Appartamenti Tinacci is located in San Gimignano, just 0.5 kilometres from Piazza Cisterna, the main square of the historic centre. The apartment has excellent user, location and cleanliness ratings, ensuring a pleasant stay.
This self-catering property features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy amenities such as air conditioning, a garden, a spa, and free Wi-Fi, making for a comfortable and enjoyable stay.
Apartment With View In Certaldo Downtown - Certaldo
10 6 reviews

Apartment With View In Certaldo Downtown

apartment, Certaldo
This one-bedroom apartment in Certaldo's Piazza Boccaccio offers easy access to shops and restaurants, and is a short walk from the historic Certaldo Alto.
The 3-person flat features a kitchen with a fridge, a bathroom with a shower, a living room with a sofa bed, and enjoys direct views of the renovated Piazza Boccaccio and Certaldo Alto.
Apartment In Villa/agriturismo With Swimming Pool - Certaldo
9.9 57 reviews

Apartment In Villa/agriturismo With Swimming Pool

apartment, Certaldo
This two-bedroom apartment is situated in a farmhouse setting near Certaldo, a medieval town located 50 kilometers southwest of Florence, making it an ideal base for exploring Tuscany's historic cities. The apartment boasts a large garden with a barbecue, dining area, and a play area for children, as well as a shared swimming pool and Jacuzzi, perfect for relaxing after a day of sightseeing.

Frequently asked questions about holiday rentals in Certaldo

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

    Certaldo is a charming medieval town with plenty to see. You can visit the Palazzo Pretorio, a 14th-century building with a beautiful courtyard, and the Museo di Palazzo Pretorio, which has a collection of art and artifacts. For a stunning view of the Tuscan countryside, head to the Rocca di Certaldo, a fortress that sits atop a hill overlooking the town. In the nearby town of San Gimignano, you can visit the 14th-century Torre Grossa, one of the tallest towers in the town, and the Museo di Arte Sacra, which has a collection of religious art.
  • What are the best Airbnb and holiday rentals in Certaldo?

    Il Rosolaccio, La Casina Di Ancicucco 1 and La Casina Di Ancicucco 2 are among the best Airbnb and holiday rentals in Certaldo.

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

    Certaldo is a great place for walking and cycling. The Via Francigena, a historic pilgrimage route, passes through the town, offering a scenic walk through the Tuscan countryside. For a shorter walk, you can explore the historic centre of Certaldo Alto, the upper part of the town, which is connected to the lower part by a funicular. For cyclists, the Chianti Classico Wine Road is a beautiful route that passes through vineyards and olive groves.
  • What are the most popular Airbnbs in Certaldo?

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

    Certaldo is well-connected to other towns and cities in Tuscany. Florence, the regional capital, is about 45km away and can be easily reached by train or car. Siena, another beautiful Tuscan city, is about 60km away. For a day trip, you can visit San Gimignano, a medieval town with a stunning skyline, which is just 15km away. For a more relaxed day, you can visit the nearby town of Volterra, known for its Etruscan ruins.
  • What are the best holiday rentals with a pool in Certaldo?

    Il Rosolaccio, Agriturismo Il Pino - Appartamento Ginepro and Borgo Dei Cadolingi are the best holiday rentals with a pool in Certaldo.

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

    Vacation rentals in Certaldo typically offer a range of amenities, including a kitchen, a bathroom, and a living area. Many rentals also have a private garden or terrace. Some rentals may also offer additional amenities, such as a swimming pool, a fireplace, or a washing machine. It's always best to check the listing details to see what amenities are included.
  • 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 time of year is best to rent a vacation rental Certaldo?

    Certaldo is a beautiful town to visit year-round, but the best time to visit is during the spring or autumn. The weather is mild and pleasant, and the crowds are smaller than in the summer. However, if you are looking for a more festive experience, you can visit during the summer, when there are many festivals and events happening in the town. The Christmas period is also a magical time to visit Certaldo, with the town decorated in festive lights.
  • What are the best rentals or Airbnbs with a jacuzzi in Certaldo?

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

Popular destinations

Best Self-Catering Holiday Rentals with a Terrace in Certaldo

A terrace with city skyline views is a fantastic reason to book a holiday rental in Certaldo. View our top picks and start comparing now.

Alle Vacche - Certaldo
9.0 44 reviews

Alle Vacche

apartment, San Gimignano
This San Gimignano agriturismo apartment is located 7km from both San Gimignano and Certaldo, offering a secluded setting in the Tuscan countryside with stunning views and easy access to major Tuscan towns.
The self-catering property sleeps three guests in one bedroom and one bathroom, and includes a terrace, garden access, swimming pool, on-site restaurant, free Wi-Fi, and amenities such as a cot and high chair.
Holiday Home Podere Conte Francesco-carla By Interhome - Certaldo
No reviews

Holiday Home Podere Conte Francesco-carla By Interhome

house, Certaldo
Holiday house. You will be based in Certaldo.
Services and facilities include a barbecue, a swimming pool and a fridge. Take advantage of the Free Parking with this accommodation in Certaldo!
Apartment Alle Vacche By Interhome - Certaldo
No reviews

Apartment Alle Vacche By Interhome

apartment, San Gimignano
Apartment Alle Vacche, in Villa del Monte, offers a peaceful retreat approximately 40-45km from Florence’s Piazza Matteotti, Piazzale Michelangelo, and other significant landmarks.
This one-bedroom self-catering flat sleeps five, boasting a private terrace, swimming pool, garden, parking, and Wi-Fi; enjoy easy access to San Gimignano's attractions from this well-equipped property.
Montebello, Cuore Toscano - Certaldo
9.4 6 reviews

Montebello, Cuore Toscano

apartment, Certaldo
This two-bedroom apartment, located in the peaceful Pian Grande district, is just 43 kilometres from the Pitti Palace in Florence and 45 kilometres from the Piazzale Michelangelo.
The 95 square metre self-catering property sleeps up to nine guests and features a fully equipped kitchen, a private garden with outdoor play equipment, and free parking and Wi-Fi.

Explore Holiday Rentals for Families in Certaldo

These family-friendly holiday rentals in Certaldo offer plenty of room and city attractions within easy reach.

La Torretta, La Bellavista Toscana - Certaldo
9.8 65 reviews

La Torretta, La Bellavista Toscana

apartment, Certaldo
This unique attic apartment in Certaldo Alto offers stunning panoramic views from a private turret, situated within easy walking distance (less than 1 km) of Certaldo Alto's historic centre and its attractions.
The self-catering dwelling boasts two bedrooms sleeping four, a fully equipped kitchen, a living room with a fireplace and sofa bed, a bathroom, air conditioning, a garden, parking, and a fitness centre; it also participates in the 'Love Sustainability' initiative.
Suite Gabri, Stiozzi Ridolfi - Certaldo
10 101 reviews

Suite Gabri, Stiozzi Ridolfi

apartment, Certaldo
Suite Gabri, Stiozzi Ridolfi near Certaldo offers a peaceful retreat approximately 40 kilometres from Florence's Pitti Palace and Piazza Matteotti, providing easy access to major Florentine landmarks.
This 120-square-metre apartment sleeps six comfortably, boasting three bedrooms, two bathrooms, a fully equipped kitchen (including dishwasher), a private garden, spa access, tennis court, free parking, and complimentary Wi-Fi.
60 M² Apartment ∙ 1 Bedroom ∙ 3 Guests - Certaldo
No reviews

60 M² Apartment ∙ 1 Bedroom ∙ 3 Guests

apartment, Certaldo
Ricky's apartment is a family-friendly flat in Certaldo, a 0.6km walk from the town centre and 0.3km from the train station, offering easy access to Florence by train (approx. 35 minutes).
This 60 square metre dwelling features a double bedroom (with an extra single bed option), a fully equipped kitchenette including a dishwasher and washing machine, a private terrace, and free on-site parking, comfortably sleeping three guests.
Casa Lenzona 2 - Certaldo
10 1 review

Casa Lenzona 2

apartment, Certaldo
This Certaldo apartment, Casa Lenzona 2, is located 35 kilometres from Piazza Matteotti, with Piazzale Michelangelo and the Uffizi Gallery approximately 42 to 43 kilometres away.
This 70 square metre rental offers accommodation for up to 7 guests, featuring 1 bedroom, 2 bathrooms, air conditioning, free Wi-Fi, a fully equipped kitchen with a dishwasher, and private parking is available for an additional charge.

Choose the Right Self-Catering Holiday Rentals with Free Parking in Certaldo

Driving to Certaldo? Your holiday rental includes a car park, making the city centre simple to navigate from arrival.

Il Mandorlo In Tuscany - Certaldo
10 10 reviews

Il Mandorlo In Tuscany

apartment, Certaldo
Appartamento De Amicis - Certaldo
8.6 16 reviews

Appartamento De Amicis

apartment, Certaldo
Casale Del Vacanziere - Certaldo
9.0 103 reviews

Casale Del Vacanziere

apartment, Certaldo
Agriturismo Avanella Appartamenti A 150 Mt Dalla Piscina 150 Mt From Swimming Pool - Certaldo
9.1 154 reviews

Agriturismo Avanella Appartamenti A 150 Mt Dalla Piscina 150 Mt From Swimming Pool

apartment, Certaldo

Check Out 5-Star Self-Catering Holiday Rentals in Certaldo

There is much to be said for a well-chosen luxury holiday rental or Airbnb in Certaldo. Discover wonderful rooms and locations worth the trip. Start comparing now.

Casa Al Cantone - Certaldo
9.5 14 reviews

Casa Al Cantone

house, Certaldo

Popular Pet-Friendly Holiday Rentals in Certaldo

Bringing your dog to Certaldo? These holiday rentals are perfectly set up with dog parks nearby and city walks on the doorstep.

Ll Vecchio Forno Certaldo Alto - Certaldo
10 2 reviews

Ll Vecchio Forno Certaldo Alto

apartment, Certaldo
Tworooms Apartment With View And Use Of Pools - Certaldo
10 3 reviews

Tworooms Apartment With View And Use Of Pools

apartment, Certaldo
La Selvina, Rustic & Cozy Place - Certaldo
10 7 reviews

La Selvina, Rustic & Cozy Place

apartment, Certaldo
La Casa Dei Nonni - Certaldo
10 12 reviews

La Casa Dei Nonni

apartment, Certaldo

Compare Holiday Rentals with a Pool in Certaldo

A holiday rental or Airbnb with a swimming pool in Certaldo is a brilliant base for a proper swim in the heart of the city. Explore the top ones!

Tenuta Di Pomine Certaldo Fi Appartamento Tulipano - Certaldo
9.6 96 reviews

Tenuta Di Pomine Certaldo Fi Appartamento Tulipano

apartment, Certaldo
Podere La Torre By Interhome - Certaldo
9.2 5 reviews

Podere La Torre By Interhome

apartment, Certaldo
Cozy Groundfloor Apartment - Use Of Swimming Pools - Certaldo
10 5 reviews

Cozy Groundfloor Apartment - Use Of Swimming Pools

apartment, Certaldo
Holiday Home Conte Francesco I-3 By Interhome - Certaldo
8.0 4 reviews

Holiday Home Conte Francesco I-3 By Interhome

house, Certaldo

Guest-Favourite Holiday Rentals with a Hot Tub in Certaldo

Private hot tub access after a day in the city is one of those details that makes a trip to Certaldo truly memorable.

Tenuta Di Sticciano - Certaldo
8.9 248 reviews

Tenuta Di Sticciano

farm, Certaldo
Villa Simone By Posarellivillas - Certaldo
9.7 48 reviews

Villa Simone By Posarellivillas

house, San Gimignano
Ground Floor Apartment Helianthus At Casale Del Vacanziere - Use Of 2 Pools - Certaldo
No reviews

Ground Floor Apartment Helianthus At Casale Del Vacanziere - Use Of 2 Pools

apartment, Certaldo
Zafferano Rooftop Terrace Tower House - Certaldo
9.8 61 reviews

Zafferano Rooftop Terrace Tower House

apartment, San Gimignano
©2026 cozycozy.com