Holiday Rentals in Certaldo

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Certaldo holiday rentals
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Best Holiday rentals and Airbnb offers in Certaldo

Explore Holiday Rentals for Families in Certaldo

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

60 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Certaldo
10 1 review
Certaldo
23/06 – 30/06
£88/nighttotal: £616 (7 )

60 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

2 1
apartment , Certaldo
This ground-floor holiday flat is located in a peaceful rural area a mere 5-minute drive from Certaldo's historic centre, offering access to medieval streets and Boccaccio's house.
This 60 square metre holiday flat accommodates up to 4 guests, featuring 2 bedrooms, 1 bathroom, a kitchenette with a freezer, a washing machine, and a 24 square metre terrace with furniture and a barbecue, with one pet permitted.
Podere Casalsole - Certaldo
9.4 97 reviews
Certaldo
15/07 – 20/07
£202/nighttotal: £1010 (5 )

Podere Casalsole

2 2
house , Gambassi Terme
Podere Casalsole is a family-friendly villa located in Certaldo, a town in the Tuscan countryside, 45km from both Florence and Siena.
This property offers a range of amenities, including a swimming pool, a garden with barbecue facilities, a tennis court, and a restaurant and bar on-site.
Poggio Delle Civette Certaldo Entire Country House Among Woods, Vineyards And Olive Trees - Certaldo
Certaldo
25/07 – 08/08
£310/nighttotal: £4340 (14 )

Poggio Delle Civette Certaldo Entire Country House Among Woods, Vineyards And Olive Trees

4 8
apartment , Certaldo
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.
Villa Panconesi - Certaldo
9.2 61 reviews
Certaldo
08/08 – 15/08
£310/nighttotal: £2170 (7 )

Villa Panconesi

2 5
farm , Montespertoli
Villa Panconesi is a farmhouse located in Turignano, a small village in the hills just outside of Montespertoli, offering a peaceful rural setting. This property has received very good ratings for cleanliness and user experience, and a good rating for location.
The farmhouse has one bedroom and one bathroom, and features a kitchen with a fridge and dishwasher, a swimming pool, a terrace, a garden, and parking. Guests can enjoy a continental or Italian breakfast, explore the surrounding countryside, and relax in the tranquil atmosphere.

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.

Wohnung Mit Privatparkplatz Und Schöner Aussicht - Certaldo
Certaldo
25/07 – 08/08
£377/nighttotal: £5278 (14 )

Wohnung Mit Privatparkplatz Und Schöner Aussicht

4 8
apartment , Barberino Tavarnelle
This independent maisonette, a converted 17th-century stone barn, is situated within the medieval village of Barberino Val d'Elsa, just 200 metres from the town centre's amenities and 14 kilometres from the nearest train station, offering panoramic views of the Val d'Elsa's vineyards and olive groves.
This 115 square metre dwelling accommodates up to eight guests across four bedrooms and two bathrooms, featuring air conditioning, Wi-Fi, a fully equipped kitchen with a dishwasher, a private outdoor dining area, a terrace, a garden, and access to a shared outdoor swimming pool, with ample private parking available.
Fattoria La Gigliola - La Terrazza - Certaldo
8.1 67 reviews
Certaldo
25/07 – 08/08
£278/nighttotal: £3892 (14 )

Fattoria La Gigliola - La Terrazza

3 8
house , Montespertoli
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.
Casa Lenzona - Certaldo
9.8 8 reviews
Certaldo
23/06 – 30/06
£99/nighttotal: £693 (7 )

Casa Lenzona

1 1
apartment , Certaldo
This Certaldo apartment enjoys a strategic location near the funicular to Certaldo Alto, just 500 metres from the train station and within easy reach of San Gimignano (14km), Siena (45km), Monteriggioni (31km), Volterra (39km), and Florence (49km).
The one-bedroom flat, sleeping up to four guests, offers a fully equipped kitchen, bathroom with large shower, air conditioning, parking, and accessibility features for the hearing impaired, including a visual call system.
Podere San Michele - Certaldo
8.0 2 reviews
Certaldo
27/06 – 04/07
£489/nighttotal: £3423 (7 )

Podere San Michele

5 2
farm , San Gimignano
Podere San Michele, a secluded farmhouse 6km from San Gimignano and 14km from Poggibonsi, offers stunning panoramic views of the Tuscan countryside and easy access to Siena, Volterra, Florence, and Pisa.
This 180 square metre, eight-room villa sleeps up to 10 guests, boasting a private pool (seasonal), a large patio, barbecue, WiFi, and ample parking; baby equipment is available.

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.

Destinations nearby

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.

Holiday Home Vedi Torre By Interhome - Certaldo
9.1 32 reviews
Certaldo
08/08 – 15/08
£545/nighttotal: £3815 (7 )

Holiday Home Vedi Torre By Interhome

5 5
house , San Gimignano
Holiday Home Vedi Torre is situated near San Gimignano, Tuscany, approximately 32 kilometres from both Piazza del Campo in Siena and Piazza Matteotti.
This five-bedroom, four-bathroom villa offers 260 square metres of space, encompassing a well-equipped kitchen, swimming pool, garden, terrace, parking, and free Wi-Fi; perfect for large families or groups seeking self-catering accommodation near San Gimignano.
Fattoria Di Pancole - Certaldo
8.8 120 reviews
Certaldo
15/07 – 19/07
£155/nighttotal: £620 (4 )

Fattoria Di Pancole

1 2
farm , San Gimignano
Fattoria Di Pancole is situated in the Tuscan countryside, a short five-minute drive from the historic hill town of San Gimignano. The farm enjoys excellent ratings for location, cleanliness, and overall guest experience.
The farm offers spacious apartments with fully equipped kitchens and private gardens, perfect for enjoying the tranquil setting. Guests can relax by the swimming pool, explore the surrounding vineyards and olive groves, or sample the farm's award-winning wines.
Countryside Home With Private Terrace - Certaldo
8.0 2 reviews
Certaldo
27/06 – 04/07
£126/nighttotal: £882 (7 )

Countryside Home With Private Terrace

2 2
farm , Castelfiorentino
This farm stay is located in the countryside of Castelfiorentino, 8 kilometres from the town centre and a short drive to medieval towns such as Certaldo and San Gimignano.
This 40 square metre, 2-bedroom, 1-bathroom farmhouse accommodates up to 4 guests, offering a shared 10,000 square metre garden with a swimming pool, private terrace, and free Wi-Fi, with nearby opportunities for walking, golf, and horse riding.
Poderi Arcangelo - Certaldo
8.8 1452 reviews
Certaldo
15/07 – 18/07
£162/nighttotal: £486 (3 )

Poderi Arcangelo

1 2
farm , San Gimignano
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.

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.

Agriturismo Di Cabbiavoli - Certaldo
9.7 3 reviews
Certaldo
27/06 – 04/07
£158/nighttotal: £1106 (7 )

Agriturismo Di Cabbiavoli

2 2
farm , Castelfiorentino
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.
120 M² House ∙ 4 Bedrooms ∙ 8 Guests - Certaldo
8.2 6 reviews
Certaldo
29/08 – 06/09
£228/nighttotal: £1824 (8 )

120 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 5
house , Certaldo
This detached villa is located in a rural district 2 kilometres from Certaldo, offering countryside views and easy access to local attractions.
This 120 square meter villa accommodates up to 8 guests, featuring two distinct living areas with fireplaces, two kitchenettes, a 24 m² terrace with a barbecue, a garden, a swimming pool, and ample parking.
10 Appartamenti - Tennis, Pool - Chianti - Certaldo
10 1 review
Certaldo
08/08 – 15/08
£302/nighttotal: £2114 (7 )

10 Appartamenti - Tennis, Pool - Chianti

1 5
apartment , Montespertoli
This Montespertoli apartment complex, situated in the Tuscan countryside, offers stunning views and is conveniently located near local attractions.
Ten individually rentable apartments, sleeping up to 53 guests, boast a swimming pool, tennis courts, and a private wooden chalet ideal for weddings or large group bookings, complemented by on-site amenities including welcome dinners and cooking shows.
Conte Francesco I By Interhome - Certaldo
10 1 review
Certaldo
29/08 – 06/09
£244/nighttotal: £1952 (8 )

Conte Francesco I By Interhome

4 5
apartment , Certaldo
This rural holiday home in Certaldo is situated within a vineyard estate, 4 kilometres from Certaldo centre and 13 kilometres from San Gimignano, offering countryside views from an elevated position.
This 112 square metre villa sleeps up to 8 guests across 4 bedrooms and 2 bathrooms, featuring a fireplace, a covered terrace with barbecue, shared Wi-Fi, and a seasonal swimming pool, with baby equipment available on request.
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