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Certaldo holiday homes
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19 Villa rentals in Certaldo

Best Certaldo villas and holiday homes with a pool

Among the 19 accommodations in Certaldo, here are the 4 best villas and holiday homes with a pool

54 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Certaldo
9.4 62 reviews
Certaldo
23/06 – 30/06
NZ$176/nighttotal: NZ$1232 (7 )

54 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

2 1
farm , Gambassi Terme
Farm for 4 guests with an excellent rating of 94% based on 62 reviews. Your accommodation will be based in Gambassi Terme.
Facilities and services: a barbecue, a restaurant and a dish washer. This is a pet-friendly accommodation!
The Garden House - Certaldo
8.5 41 reviews
Certaldo
25/07 – 08/08
NZ$968/nighttotal: NZ$13552 (14 )

The Garden House

4 8
house , Castelfiorentino
The Olive House is located just 42 kilometres from Florence's Santa Maria Novella train station and 43 kilometres from Florence Airport, offering a peaceful retreat near the charming town of Castelfiorentino. This holiday home has received very good user ratings and excellent location and cleanliness ratings.
The property features a fully equipped kitchen, a private terrace, and air conditioning for your comfort. Enjoy a refreshing dip in the private pool with garden views, play tennis on the court, or relax in the garden.
Podere Casato - Certaldo
9.6 43 reviews
Certaldo
15/07 – 19/07
NZ$336/nighttotal: NZ$1344 (4 )

Podere Casato

1 2
farm , Montespertoli
Podere Casato, a self-catering property in Montespertoli, Tuscany, is situated approximately 30km from Florence's Piazza Matteotti and Santa Maria Novella.
This one-bedroom, one-bathroom farmhouse offers a private pool, garden with barbecue, free Wi-Fi, parking, and a jacuzzi, perfect for a relaxing Tuscan getaway.
Apartment In Farmhouse With Swimming Pool - Certaldo
10 66 reviews
Certaldo
26/06 – 29/06
NZ$383/nighttotal: NZ$1149 (3 )

Apartment In Farmhouse With Swimming Pool

3 2
farm , 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 family friendly Certaldo villas and holiday home

Among the 19 accommodations in Certaldo, here are the 4 best family friendly villas and holiday homes

350 M² Villa ∙ 5 Bedrooms ∙ 10 Guests - Certaldo
Certaldo
25/07 – 08/08
NZ$2646/nighttotal: NZ$37044 (14 )

350 M² Villa ∙ 5 Bedrooms ∙ 10 Guests

5 8
house , Barberino Tavarnelle
Villa Fiorentini, in San Filippo a Ponzano near Barberino Val d'Elsa in the Chianti region, offers a secluded escape in the Tuscan countryside, a short distance (a few kilometres) from both Florence and Siena.
This 350 square metre property boasts five bedrooms, five bathrooms, and sleeps up to ten guests, featuring a private swimming pool (10m x 5m), a large kitchen, and outdoor dining with a wood-fired oven; weekly linen and cleaning are included.
Podere Conte Francesco-la Palma - Certaldo
8.0 6 reviews
Certaldo
26/06 – 29/06
NZ$325/nighttotal: NZ$975 (3 )

Podere Conte Francesco-la Palma

3 2
house , Certaldo
This semi-detached house is situated on a vineyard estate 7km from Certaldo, 13km from San Gimignano, and 57km from Florence, offering a peaceful countryside retreat near major Tuscan towns.
The 85 square metre property sleeps six, boasting three bedrooms, one bathroom, a private garden with barbecue, a shared seasonal swimming pool (2nd May - 3rd October), and parking; pets are welcome.
Agriturismo Natura E Salute - Certaldo
9.3 105 reviews
Certaldo
27/06 – 04/07
NZ$703/nighttotal: NZ$4921 (7 )

Agriturismo Natura E Salute

4 2
farm , San Gimignano
Agriturismo Natura E Salute is a family-friendly farmhouse near San Gimignano, Tuscany, conveniently located approximately 45km from Siena's Piazza del Campo and 47km from Lucca's Piazza Matteotti.
This self-catering property offers a swimming pool, garden, bar, free Wi-Fi, and free parking, plus activities including table tennis, hiking, biking, and BBQ facilities; a restaurant is open for dinner Thursday-Saturday, and packed lunches are available.
La Piazzetta - Certaldo
9.7 43 reviews
Certaldo
26/06 – 29/06
NZ$288/nighttotal: NZ$864 (3 )

La Piazzetta

1 2
farm , San Gimignano
La Piazzetta farmhouse in San Gimignano, Tuscany, offers a convenient base, approximately 42-48km from Siena's Piazza del Campo and Florence's Pitti Palace and Santa Maria Novella.
This one-bedroom, one-bathroom property features a private pool with stunning mountain views, free Wi-Fi, free parking, and accessibility features, plus a fully equipped kitchen and garden.

Frequently asked questions about villa rentals in Certaldo

  • What are the must-see attractions in and around Certaldo?

    Certaldo is a beautiful medieval town, and you definitely shouldn't miss the historic centre, the Palazzo Pretorio, and the Church of San Tommaso. Just outside the town, you can visit the home of Giovanni Boccaccio, the famous Italian writer, and the nearby town of San Gimignano, known for its iconic towers.
  • What are the best villa rentals in Certaldo?

    Among the villa rentals in Certaldo, Il Rosolaccio, Casa Badia and Piccolo Cottage San Gimignano are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Certaldo?

    Certaldo is located in the heart of Tuscany, so you might see some typical Italian wildlife like foxes, hares, and wild boars. You can also spot various bird species like owls and hawks in the surrounding hills.
  • What are the best villa rentals with a pool in Certaldo?

  • What is the best time to visit Certaldo?

    The best time to visit Certaldo is during spring or autumn, when the weather is pleasant and the crowds are smaller. The town is particularly beautiful in May, when the flowers are in bloom, and in October, during the grape harvest.
  • What are the best villa rentals with a jacuzzi in Certaldo?

  • When is it easiest to book a villa rental in Certaldo?

    The shoulder seasons, like spring and autumn, are generally the best time to book a villa rental in Certaldo. You'll find more availability and often better prices compared to the peak summer months.
  • What are the best villa rentals for families and kids in Certaldo?

    The best villa rentals for families and kids in Certaldo are Il Rosolaccio, Casa Badia and Piccolo Cottage San Gimignano.

  • What are the top hiking trails near Certaldo?

    There are many great hiking trails around Certaldo. The 'Sentiero del Boccaccio' is a popular trail that takes you through the countryside, past the home of Giovanni Boccaccio. Another great option is the 'Sentiero del Castello', which leads to the ruins of an ancient castle.
  • What are the best pet friendly villa rentals in Certaldo?

    The best pet friendly villa rentals in Certaldo are Il Rosolaccio, Casa Badia and Piccolo Cottage San Gimignano.

  • What are the advantages of renting a house or a villa in Certaldo

    Renting a villa in Certaldo offers more space and privacy compared to a hotel. You can enjoy your own kitchen, garden, and often a swimming pool. It's a great option for families or groups of friends looking for a more independent and relaxed holiday.
  • What are the best villa rentals with parking in Certaldo?

    Il Rosolaccio, Casa Badia and Piccolo Cottage San Gimignano are the best villa rentals with parking in Certaldo.

  • Are there popular destinations near Certaldo?

    Yes, Certaldo is close to many popular destinations like Siena, Florence, and Pisa. You can easily take day trips to these cities and explore the beauty of Tuscany. San Gimignano, with its iconic towers, is also just a short drive away.

Destinations nearby

Best Certaldo villas and holiday homes with parking

Villa In Tuscany With Pool Near Certaldo - Certaldo
10 1 review
Certaldo
26/06 – 29/06
NZ$204/nighttotal: NZ$612 (3 )

Villa In Tuscany With Pool Near Certaldo

1 2
house , Gambassi Terme
Appartamento Giotto, a self-catering house in Gambassi Terme, is conveniently located approximately 44-47km from Florence's major attractions, including the Piazza Michelangelo, Pitti Palace, and the Duomo.
This 40 square metre property sleeps six guests and boasts a swimming pool, garden, parking, and a fully equipped kitchen with microwave, plus free Wi-Fi; towels and linen are provided.
Villa Amadeo By Posarellivillas - Certaldo
9.4 26 reviews
Certaldo
25/07 – 08/08
NZ$3188/nighttotal: NZ$44632 (14 )

Villa Amadeo By Posarellivillas

6 8
house , Montaione
This spacious six-bedroom villa near Montaione, Tuscany, is situated approximately 58 kilometres from Pisa International Airport, offering easy access to the Tuscan countryside and its hiking trails.
The 250-square-metre property boasts seven bathrooms, a private pool, barbecue facilities, free Wi-Fi, private parking, and an electric vehicle charging station, comfortably accommodating large families or groups.
Il Vallone - Certaldo
9.4 24 reviews
Certaldo
27/06 – 04/07
NZ$373/nighttotal: NZ$2611 (7 )

Il Vallone

2 2
farm , Certaldo
Il Vallone farmhouse offers a secluded countryside retreat near Certaldo, 2km from Certaldo Alto's medieval castle and 3km from Certaldo's town centre.
This 120 square metre property sleeps six, boasting two bedrooms, two bathrooms, a private pool (seasonal), extensive gardens, and two bikes for exploring the Tuscan countryside.
La Ripa - Appartamento Padronale - Certaldo
9.4 190 reviews
Certaldo
23/06 – 30/06
NZ$319/nighttotal: NZ$2233 (7 )

La Ripa - Appartamento Padronale

2 2
house , San Gimignano
La Ripa - Appartamento Padronale is a short distance from San Gimignano's historic centre, making it easy to explore the town's charming streets and iconic towers. The property has received excellent ratings for its location, cleanliness and overall experience.
This two-bedroom house offers comfortable accommodation for families or groups of friends. It has a private patio with garden views, a shared swimming pool, a fully equipped kitchen and free Wi-Fi.

Best Certaldo villas and holiday homes with a garden

Casa Carolina Vista Lago A San Gimignano - Certaldo
8.2 5 reviews
Certaldo
15/07 – 20/07
NZ$437/nighttotal: NZ$2185 (5 )

Casa Carolina Vista Lago A San Gimignano

3 2
house , San Gimignano
Casa Carolina San Gimignano, a spacious three-bedroom property in Certaldo, is situated approximately 35km from Piazza Matteotti in San Gimignano and 42km from Piazza del Campo in Siena.
This 130 square metre holiday home sleeps 13 guests and boasts a fully equipped kitchen, air conditioning, a terrace, garden, parking, Wi-Fi, and a shuttle service; enjoy outdoor dining, barbecue facilities, and a picnic area.
La Rosa - Certaldo
9.6 6 reviews
Certaldo
25/07 – 08/08
NZ$1802/nighttotal: NZ$25228 (14 )

La Rosa

6 8
house , Montelupo Fiorentino
Villa La Rosa, a semi-detached villa near Montelupo Fiorentino, is situated 2km from the town centre, 22km from Florence, and 60km from Pisa, offering easy access to major Tuscan destinations.
This 250 square metre, six-bedroom property sleeps 13 guests and boasts a private 2000m² terraced garden with a seasonal swimming pool (May 3rd - September 20th), a jacuzzi, and amenities including a barbecue, table tennis, and basketball.
Villa La Torre - Certaldo
9.5 116 reviews
Certaldo
08/08 – 15/08
NZ$557/nighttotal: NZ$3899 (7 )

Villa La Torre

2 5
house , Montespertoli
Villa la Torre, located in Montespertoli, is approximately 30km from Florence's Piazza Matteotti and 32km from Santa Maria Novella train station, with Florence Airport 34km away.
This self-catering villa offers a swimming pool, tennis court, and stunning garden views, alongside family-friendly amenities including outdoor play equipment and accessibility features for disabled guests, making it ideal for exploring the Montespertoli countryside's cycling and hiking trails.
Il Casale Della Gazza Ladra Is A Completely Independent Cottage Located In The Heart Of The Tuscan Countryside, Right In Front Of The Famous Towers Of San Gimignano. - Certaldo
Certaldo
27/06 – 04/07
NZ$504/nighttotal: NZ$3528 (7 )

Il Casale Della Gazza Ladra Is A Completely Independent Cottage Located In The Heart Of The Tuscan Countryside, Right In Front Of The Famous Towers Of San Gimignano.

2 2
cottage , San Gimignano
This detached villa, located in the Tuscan countryside near San Gimignano, offers a peaceful retreat amidst organic olive groves and vineyards, with the town centre a mere 5-minute drive away, providing stunning views of the famous towers.
The 86 square metre property, accommodating up to four guests in two bedrooms, features a private swimming pool, a garden with a brick courtyard for outdoor dining, and a dedicated study area, all within easy reach of natural attractions like Rocca of Montestaffoli and Alta Val d'Elsa River Park, with private parking provided.
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