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Certaldo villas
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35 Villa rentals in Certaldo

Browse Vacation Homes in the Historic District of Certaldo

Booking central vacation homes in Certaldo ensures seamless sightseeing, placing top-rated restaurants and downtown landmarks steps away.

Holiday Home Podere Conte Francesco-la Palma By Interhome - Certaldo
8.5 18 reviews

Holiday Home Podere Conte Francesco-la Palma By Interhome

house, Certaldo
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.
Casa Palace - Certaldo
8.7 3 reviews

Casa Palace

house, Certaldo
This Certaldo ground-floor apartment, near the historic center and main square, provides easy access to Certaldo's attractions.
The two-bedroom, one-bathroom unit sleeps five, features a fully equipped kitchen with dishwasher, air conditioning, and parking, making it ideal for families or groups exploring Tuscany.
Casa Mili Cozy 3br With Private Garage - Certaldo
9.6 149 reviews

Casa Mili Cozy 3br With Private Garage

house, Certaldo
This apartment is in the heart of Certaldo, steps from the train station, town center, and medieval Certaldo Alta. It's been rated excellent by previous guests for its location, cleanliness, and amenities.
The apartment has 3 bedrooms and 2 bathrooms, and can accommodate up to 6 guests. It features air conditioning, Wi-Fi, a fully equipped kitchen, and a balcony with scenic views. Guests have access to all areas of the apartment, except for a storage room.
Podere Conte Francesco-alvino - Certaldo
8.6 9 reviews

Podere Conte Francesco-alvino

house, Certaldo
This three-bedroom, two-bathroom villa is located on a vineyard estate seven kilometers from Certaldo, thirteen kilometers from San Gimignano, and fifty-seven kilometers from Florence, offering seclusion and stunning Tuscan countryside views.
The 1,162-square-foot home features a private terrace, patio, and porch with barbecue facilities; it comfortably sleeps six guests and includes a fully equipped kitchen with a dishwasher and freezer, a shared seasonal swimming pool, and pet-friendly accommodations.

Best family friendly Certaldo villas and beach houses

Among the 35 accommodations in Certaldo, here are the 4 best family friendly villas and beach houses

80 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Certaldo
9.0 3 reviews

80 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm, Castelfiorentino
Farm for up to 4 guests with an excellent rating of 90% based on 3 reviews. Your accommodation will be located in Castelfiorentino.
Facilities and services: a fridge, free parking and a dish washer. Take a dip in the pool of this accommodation in Castelfiorentino!
Tognazzi Casa Vacanze - Panoramic Villa - Villa With Private Pool And Hot Tube - Certaldo
No reviews

Tognazzi Casa Vacanze - Panoramic Villa - Villa With Private Pool And Hot Tube

house, Certaldo
This Tuscan villa rental in Certaldo, Italy, offers panoramic views of San Gimignano's towers and is a short drive from Florence, Siena, and Pisa.
The 1510-square-foot (approximately 140-square-meter) home features three bedrooms, three bathrooms, sleeps nine, and includes a private pool, heated whirlpool, and outdoor gym; nearby activities include fishing, hiking, and horse riding.
Chiantihouse Near Florence - Certaldo
9.6 56 reviews

Chiantihouse Near Florence

house, Montespertoli
This charming vacation home in Montespertoli offers a peaceful retreat in the Tuscan countryside, just a short drive from the Vine and Wine Museum. It boasts excellent user, location, and cleanliness ratings.
With a spacious floor area of 860 square feet, the house comfortably accommodates six guests in two bedrooms and one bathroom. Amenities include a fully equipped kitchen, air conditioning, a fireplace, a private garden, and a fitness center. Guests can also enjoy a Jacuzzi, a terrace, and parking.
Villa Barbarella San Gimignano With  Private Pool - Certaldo
10 6 reviews

Villa Barbarella San Gimignano With Private Pool

house, San Gimignano
This Tuscan villa is located near San Gimignano, a 5-minute drive from the historic center and towers, offering easy access to Siena (40 minutes), Florence (45 minutes), Volterra (25 minutes), and Monteriggioni (30 minutes).
This 5-bedroom, 4-bathroom property sleeps 10, boasts a private pool, tennis court, and ample parking, plus a well-equipped kitchen, and features a separate guest house by the pool.

Frequently Asked Questions about villa rentals in Certaldo

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

    Certaldo is full of charm! You'll definitely want to visit the historic center, especially the Palazzo Pretorio and the Church of San Tommaso. Take a stroll through the medieval streets and enjoy the views from the Rocca, a fortress with panoramic views of the surrounding countryside. If you're interested in art, the Museo di Arte Sacra is a must-see. For a day trip, head to 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 Country House Nazzano Près S -gimignano -Lulico are the most popular ones.

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

    The countryside around Certaldo is home to a variety of wildlife. You might spot hares, foxes, and wild boars in the forests. Keep an eye out for birds of prey like buzzards and kestrels soaring overhead. In the nearby Val d'Elsa, you can even see the occasional wild cat.
  • What are the best villa rentals with a pool in Certaldo?

  • What is the best time to visit Certaldo?

    Spring and fall are the best times to visit Certaldo, when the weather is mild and the crowds are smaller. You'll enjoy pleasant temperatures for exploring the town and the surrounding hills. Summer can be hot, while winter can be chilly and rainy.
  • What are the best villa rentals with a jacuzzi in Certaldo?

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

    Booking a villa in Certaldo in the shoulder seasons, spring or fall, will give you the best rates. You'll find more availability and often better prices than during 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 Country House Nazzano Près S -gimignano -Lulico.

  • What are the top hiking trails near Certaldo?

    Certaldo is a great base for hiking. The Sentiero del Viandante is a popular trail that follows an old pilgrim route, offering stunning views of the Tuscan countryside. For a shorter hike, try the trail to the top of the Rocca, where you can enjoy panoramic views of the town and the surrounding hills.
  • What are the best pet friendly villa rentals in Certaldo?

    The best pet friendly villa rentals in Certaldo are Il Rosolaccio, Casa Badia and Country House Nazzano Près S -gimignano -Lulico.

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

    Renting a villa in Certaldo gives you more space and privacy compared to a hotel. You can enjoy a more authentic experience, cooking your own meals and relaxing in your own private space. Plus, you'll have access to amenities like a pool and garden, which are often not available in hotels.
  • What are the best villa rentals with parking in Certaldo?

    Il Rosolaccio, Casa Badia and Country House Nazzano Près S -gimignano -Lulico are the best villa rentals with parking in Certaldo.

  • Are there popular destinations near Certaldo?

    Certaldo is ideally situated for exploring Tuscany. You can easily reach the charming medieval town of San Gimignano, the historic city of Siena, and the rolling hills of Chianti. Florence, the capital of Tuscany, is also within easy reach.

Popular destinations

Best Certaldo houses with a garden

Agriturismo Raccianello - Certaldo
9.0 162 reviews

Agriturismo Raccianello

farm, San Gimignano
Agriturismo Raccianello is located in the Chianti hills, just a short drive from the historic town of San Gimignano, offering stunning views of the Tuscan countryside. The farm has excellent ratings for location, cleanliness, and overall user experience.
The apartments are well-equipped and stylishly furnished, featuring modern kitchens and private outdoor spaces. Amenities include a swimming pool, a playground, a restaurant, and the option to purchase farm-fresh products.
Casa Relax Vicino A San Gimignano - Certaldo
9.4 123 reviews

Casa Relax Vicino A San Gimignano

house, San Gimignano
This renovated farmhouse apartment is located 6 miles from San Gimignano, Tuscany, offering easy access to the medieval town and nearby amenities.
The 2-bedroom, 1-bathroom rental sleeps 4, features a private garden with vineyard views, a fully equipped kitchen including a dishwasher, and portable WiFi throughout.
Villa La Stellina - Certaldo
8.4 27 reviews

Villa La Stellina

house, San Gimignano
Holiday Home Stellina by Interhome is a spacious vacation home nestled in the medieval town of San Gimignano, surrounded by ancient towers and historic streets and steps away from the iconic Piazza del Duomo and other attractions. The house has received very good user ratings and excellent ratings for its location and cleanliness.
The home features three bedrooms and a floor area of 1080 square feet. It includes a fully equipped kitchen, a cozy living room with a TV, and a private terrace with panoramic views of the Tuscan countryside. Guests can also enjoy the tranquil garden and complimentary Wi-Fi.
Agriturismo Di Cabbiavoli - Certaldo
9.6 5 reviews

Agriturismo Di Cabbiavoli

farm, Castelfiorentino
Agriturismo Cabbiavoli is a historic noble estate located in the Tuscan countryside, offering an authentic working farm experience just 3 miles from the Castelfiorentino train station, providing easy access to Florence (50 minutes), Siena (1 hour), and Pisa (1 hour 10 minutes).
This family-friendly agriturismo features spacious apartments with traditional Tuscan details, a panoramic swimming pool, large outdoor areas, and can accommodate up to 42 guests, making it ideal for large groups and families seeking a tranquil rural setting with convenient access to major Tuscan cities.

Best Certaldo houses with parking

Casa Anna - Appartamento San Gimignano - Certaldo
10 16 reviews

Casa Anna - Appartamento San Gimignano

house, San Gimignano
This recently renovated two-bedroom, two-bathroom apartment is located in a quiet area of San Gimignano, just a short walk from the historic center.
Casa Anna accommodates up to four guests and offers modern amenities including air conditioning, Wi-Fi, and private parking, with optional wine tastings and bicycle tours available.
Villa "Arnilù" With Private Pool & Wi-fi - Certaldo
No reviews

Villa "Arnilù" With Private Pool & Wi-fi

house, San Gimignano
This spacious 3,090-square-foot villa is located near San Gimignano, Tuscany, Italy, within two miles of Sant'Agostino Church, the Archaeological Museum, and the Rocca di Montestaffoli.
This eight-bedroom, eight-bathroom house sleeps sixteen guests and boasts a private pool, a fully equipped kitchen, free Wi-Fi, and a garden—perfect for families or large groups visiting San Gimignano.
Casa Vacanze I Borghi  Liquirizia - Certaldo
No reviews

Casa Vacanze I Borghi Liquirizia

house, San Gimignano
This Tuscan villa is located in Pancole, a rural area between Siena and Florence, 3.7 miles from San Gimignano, a UNESCO World Heritage site, surrounded by vineyards and olive groves.
This 2-bedroom, 2-bathroom house accommodates up to 4 guests and offers air conditioning, a swimming pool (June-October), a garden, parking, a kitchen with a fridge, freezer, and dishwasher, and access to on-site bar and restaurant services.
Il Piccolo Borgo - Quadrilocale - Certaldo
9.3 3 reviews

Il Piccolo Borgo - Quadrilocale

house, Certaldo
Il Piccolo Borgo - Quadrilocale, a Certaldo vacation rental, is situated approximately 22 miles from Florence, offering easy access to attractions like the Pitti Palace and Piazza Matteotti.
This 810-square-foot (75-square-meter) house features two bedrooms, one bathroom, sleeps ten guests, and includes a private patio, Jacuzzi, and amenities such as a fully equipped kitchen, free Wi-Fi, and free parking.

Choose the Right Holiday Houses with Swimming Pool in Certaldo

A vacation home with a pool in Certaldo is a brilliant base for a proper swim in the heart of the city.

Casale Rosanna - Certaldo
9.2 34 reviews

Casale Rosanna

house, San Gimignano
Prächtige Toskanische Chianti-villa - Certaldo
No reviews

Prächtige Toskanische Chianti-villa

house, Montespertoli
Holiday Home L'azalea By Interhome - Certaldo
9.3 36 reviews

Holiday Home L'azalea By Interhome

house, San Gimignano
Soiano - Certaldo
9.3 29 reviews

Soiano

farm, Gambassi Terme

Best Luxury Vacation Homes in Certaldo

For those who appreciate quality, these high-end vacation homes in Certaldo deliver premium comfort on every front.

Agriturismo Poggio Ai Grilli - Certaldo
9.5 40 reviews

Agriturismo Poggio Ai Grilli

farm, Gambassi Terme

Check Out Vacation Homes with a Hot Tub in Certaldo

These vacation homes in Certaldo feature private hot tubs, perfect for a secluded soak after a day of urban exploration.

Tognazzi Casa Vacanze - Casa Dante - Certaldo
No reviews

Tognazzi Casa Vacanze - Casa Dante

house, San Gimignano
Villa Simone By Posarellivillas - Certaldo
9.7 47 reviews

Villa Simone By Posarellivillas

house, San Gimignano
Villa With A/c, Wifi, Hot Tub, Private Pool, Patio, Panoramic View, Close To San Gimignano - Certaldo
No reviews

Villa With A/c, Wifi, Hot Tub, Private Pool, Patio, Panoramic View, Close To San Gimignano

house, Castelfiorentino
Vineyard, Perfect For Private Weddings & Events - Certaldo
No reviews

Vineyard, Perfect For Private Weddings & Events

gîte, Gambassi Terme
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