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Certaldo vacation rentals
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Best Vacation rentals and Airbnb offers in Certaldo

Browse Vacation Rentals in the Historic District of Certaldo

These vacation rentals in the downtown area of Certaldo offer unbeatable walking access to vibrant local life, dining, and culture.

Viagiotto A Welcoming And Well-kept Apartment In Tuscany, - Certaldo
9.0 2 reviews

Viagiotto A Welcoming And Well-kept Apartment In Tuscany,

apartment, Certaldo
This Certaldo apartment rental is conveniently located near the Palazzo Pretorio and Casa di Boccaccio, offering easy access to historical sites and attractions.
The 538-square-foot unit features one bedroom, one bathroom, and accommodates up to four guests, complete with a fully equipped kitchen, free Wi-Fi, air conditioning, on-site parking, and a private courtyard.
Ricky's Apartment - Certaldo
9.8 16 reviews

Ricky's Apartment

apartment, Certaldo
Ricky's Apartment in Certaldo is a 1-bedroom rental conveniently located a 10-minute walk from Certaldo's historic center and a 5-minute walk from the train station, providing easy access to Florence (a 35-minute train ride away).
This 1-bedroom apartment sleeps 3, features a fully equipped kitchenette with a dishwasher, and offers free on-site parking plus an outdoor terrace; nearby amenities include bars, restaurants, and shops.
A Due Passi - Appartamento Deluxe - Certaldo
10 1 review

A Due Passi - Appartamento Deluxe

apartment, Certaldo
This finely renovated one-bedroom apartment in Certaldo is located in a well-connected area, offering convenient access to the historic center, just a short walk away, and the surrounding Tuscan countryside.
This pet-friendly rental accommodates up to five guests and features a modern bathroom, an open-plan kitchen and living area with a sofa bed, air conditioning, internet, and complimentary private parking, plus access to an equipped garden for enjoying the Tuscan atmosphere.
Nel Cuore Del Borgo Medievale Di Certaldo Alto - Certaldo
10 1 review

Nel Cuore Del Borgo Medievale Di Certaldo Alto

apartment, Certaldo
This renovated apartment in Certaldo Alto offers a unique medieval village experience with panoramic terrace views of San Gimignano's iconic towers.
This 1-bedroom, 1-bathroom rental accommodates up to 4 guests and features air conditioning, a dishwasher, a garden, and parking, serving as an ideal base for exploring Tuscany.

Best Certaldo vacation rentals with air conditioning

Villa La Catena A San Gimignano: Melograni - Certaldo
9.7 12 reviews

Villa La Catena A San Gimignano: Melograni

house, San Gimignano
This Tuscan villa rental in Ulignano, a hamlet 3.7 miles from San Gimignano, offers easy access to Volterra, Siena, Florence, and Pisa Airport.
The 3-bedroom, 2-bathroom property sleeps 9, features a private pool (open June 1st-September 30th), a fully equipped kitchen including a dishwasher, free Wi-Fi, and ample parking, plus nearby amenities.
Agriturismo I Borghi  Apartment Zenzero With Pool In San Gimignano - Certaldo
No reviews

Agriturismo I Borghi Apartment Zenzero With Pool In San Gimignano

apartment, San Gimignano
This vacation rental in Pancole offers a panoramic hilltop setting just 3.7 miles from San Gimignano's historic center, providing countryside views and proximity to attractions like the Ornithological Museum. Guests can enjoy a seasonal outdoor pool surrounded by olive trees and vineyards, a spacious terrace, a fully equipped kitchen, Wi-Fi, parking, and an on-site bar/restaurant, accommodating up to 3 people in 2 bedrooms.
Amazing View On Chianti Hills - Certaldo
9.8 201 reviews

Amazing View On Chianti Hills

apartment, Certaldo
This apartment sits on a hilltop overlooking the medieval town of Certaldo, with easy access to San Gimignano, Florence, and Siena, making it the perfect base for exploring Tuscany. It consistently receives excellent reviews for its location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy amenities like air conditioning, a garden, parking, and a kitchen equipped with a fridge and freezer, along with the unique opportunity to participate in the olive harvest during the fall.
Tuscany Hills La Veduta 1 - Certaldo
9.8 32 reviews

Tuscany Hills La Veduta 1

apartment, Certaldo
This modern apartment is located just a short distance from the historic center of Certaldo, near the Villa di Boccaccio, offering a peaceful retreat in the Tuscan countryside. You'll enjoy the tranquility of the surrounding area while being close to the town's attractions.
This one-bedroom rental sleeps four guests comfortably and features a fully equipped kitchen, a private outdoor space, and a shared swimming pool. Enjoy the convenience of free Wi-Fi, on-site parking, and the option to charge your electric vehicle.

Frequently Asked Questions about vacation rentals in Certaldo

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

    Certaldo is full of charm! You'll want to visit the historic center, especially the Palazzo Pretorio and the Church of San Jacopo. A short drive away is the beautiful town of San Gimignano, known for its medieval towers. And for a taste of Tuscan countryside, head to the nearby vineyards in the Chianti region.
  • 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?

    Certaldo has some lovely walking and cycling paths. The scenic route along the Via Francigena is a must-do for walkers. For cyclists, the route through the Chianti hills is a popular choice, offering stunning views and rolling hills. And don't forget to explore the charming streets of the historic center on foot.
  • What are the most popular Airbnbs in Certaldo?

    Among the Airbnbs in Certaldo, La Casina Di Ancicucco 1, La Casina Di Ancicucco 2 and Country House Nazzano Près S -gimignano -Lulico are the most popular ones.

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

    Certaldo is great for outdoor activities. You can enjoy hiking, biking, and horseback riding in the nearby hills. If you're looking for something more adventurous, there's rock climbing in the Val d'Elsa region. And for a more relaxing experience, take a dip in the local swimming pool or enjoy a picnic in the park.
  • What are the best vacation rentals with a pool in Certaldo?

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

    Certaldo is a great base for exploring Tuscany. Florence is about an hour away by train, and Siena is about an hour and a half. You can also easily reach other charming towns like San Gimignano, Volterra, and Monteriggioni. The train station is right in town, making it easy to get around.
  • 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 are usually well-equipped. Most have kitchens, bathrooms, and laundry facilities. Many also offer Wi-Fi, air conditioning, and outdoor space like a patio or balcony. Some even have a pool or a garden.
  • 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 depends on your preferences. Spring and fall offer pleasant weather and fewer crowds. Summer is warm and sunny, perfect for outdoor activities. Winter is quiet and cozy, ideal for exploring the town's historic center.
  • What are the local dishes in Certaldo region?

    The local cuisine in Certaldo is delicious! You'll find many traditional Tuscan dishes, like ribollita (a hearty bread soup), pici (thick pasta), and bistecca alla Fiorentina (grilled steak). Don't forget to try the local wines, especially Chianti.

Popular destinations

Guest-Favorite Vacation Rentals with a Terrace in Certaldo

Start your morning right with a vacation rental in Certaldo featuring a private balcony and stunning views.

I Girasoli San Gimignano Apartments - Certaldo
9.0 20 reviews

I Girasoli San Gimignano Apartments

apartment, San Gimignano
This San Gimignano apartment is located a short distance from the town center, offering a peaceful retreat while still being close to the charming streets and iconic towers. The apartment boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This one-bedroom, one-bathroom vacation rental comfortably sleeps seven guests and spans 650 square feet. Enjoy a private garden, a pool with stunning views, free Wi-Fi, parking, a fully equipped kitchen, a picnic area, and a washing machine for added convenience.
Casa Nel Centro Storico - Certaldo
9.4 128 reviews

Casa Nel Centro Storico

apartment, San Gimignano
This apartment is conveniently located in the heart of San Gimignano, just a short walk from the main square and other attractions. It's surrounded by charming streets and offers a peaceful ambiance. With excellent ratings for location, cleanliness, and overall user experience, you can be sure of a comfortable stay.
The apartment features one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy the convenience of a fully equipped kitchen, a terrace and balcony, air conditioning, and free Wi-Fi, making your stay in San Gimignano even more enjoyable.
Casa Vacanze I Borghi - Certaldo
8.3 6 reviews

Casa Vacanze I Borghi

house, San Gimignano
Casa Vacanze I Borghi, a vacation rental in San Gimignano, offers garden views and is located 25 miles from Piazza Matteotti and 27 miles from Piazza del Campo.
This villa provides air-conditioned rooms with Wi-Fi, a kitchen equipped with a dishwasher and oven, a swimming pool, a garden, and private parking, with some units featuring a terrace.
Appartamento Reginaldo D: A Cozy Apartment That Is Part Of A Villa In The Characteristic Style Of The Tuscan Countryside, With Free Wi-fi. - Certaldo
No reviews

Appartamento Reginaldo D: A Cozy Apartment That Is Part Of A Villa In The Characteristic Style Of The Tuscan Countryside, With Free Wi-fi.

apartment, San Gimignano
This San Gimignano apartment is situated in the Tuscan countryside, just 1.2 miles from the historic center of San Gimignano, offering views of the surrounding hills and the iconic towers of the town. The 650-square-foot apartment features a private terrace, a shared swimming pool with Tuscan views, and a shared garden with a playground, making it perfect for families.

Choose the Right Family-Friendly Vacation Rentals in Certaldo

These family-friendly vacation rentals in Certaldo offer spacious layouts and easy access to top city attractions.

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.
Apartment Lari-1 By Interhome - Certaldo
9.2 270 reviews

Apartment Lari-1 By Interhome

apartment, San Gimignano
This apartment in San Gimignano is a unique home-away-from-home experience in the heart of the town, within 6 miles (10 km) of landmarks like Sant'Agostino Church and Rocca of Montestaffoli, and with excellent user, location and cleanliness ratings.
The apartment features a kitchen with a fridge, air conditioning, a TV, a washing machine, and a terrace or balcony. It also offers access to a swimming pool, a garden, a spa, a restaurant, a bar, and room service.
Appartamento Tulipano - Certaldo
9.1 11 reviews

Appartamento Tulipano

apartment, Certaldo
This one-bedroom rental, located in the Chianti hills near Certaldo, offers a rural retreat 19 miles from Florence and 25 miles from Siena, with convenient access to towns like San Gimignano and Certaldo Alto.
This family-friendly apartment accommodates up to four guests and features a kitchen with a fridge, a swimming pool, a garden, and parking, with pets allowed.
Casa Mili Certaldo - Certaldo
8.8 27 reviews

Casa Mili Certaldo

apartment, Certaldo
Casa Mili Certaldo, a family-friendly apartment rental in Certaldo, Italy, is conveniently located approximately 25-26 miles from Florence's Pitti Palace, Piazza Matteotti, and Strozzi Palace.
This 1510-square-foot (approximately 140-square-meter) three-bedroom, two-bathroom dwelling sleeps up to 11 guests and features a fully equipped kitchen, private parking, a terrace, a garden, and complimentary Wi-Fi.

Best Certaldo vacation rentals with parking

Apartment At First Floor In Agriturismo With Pool - Certaldo
10 70 reviews

Apartment At First Floor In Agriturismo With Pool

apartment, Certaldo
Il Cestino Di Ciliege - Certaldo
No reviews

Il Cestino Di Ciliege

apartment, Certaldo
Tognazzi Casa Vacanze - Casa Ipazia - Certaldo
10 2 reviews

Tognazzi Casa Vacanze - Casa Ipazia

apartment, Certaldo
Certaldo 3 - Apartment In Certaldo - Certaldo
9.5 115 reviews

Certaldo 3 - Apartment In Certaldo

apartment, Certaldo

Our Favorite 5-Star Vacation Rentals in Certaldo

Stay in a luxury city-center vacation rental in Certaldo for a sophisticated urban escape with premium 5-star amenities.

La Casa Dei Nonni - Certaldo
10 12 reviews

La Casa Dei Nonni

apartment, Certaldo

Top-Rated Pet-Friendly Vacation Rentals in Certaldo

Experience a pet-friendly stay in Certaldo with vacation rentals located steps away from city dog parks and walking trails.

Sweethome San Martino - Certaldo
9.8 21 reviews

Sweethome San Martino

apartment, San Gimignano
Reginaserena - Certaldo
9.3 33 reviews

Reginaserena

apartment, Certaldo
Casale Del Vacanziere - Certaldo
9.0 102 reviews

Casale Del Vacanziere

apartment, Certaldo
The Old Convent - Certaldo
No reviews

The Old Convent

apartment, San Gimignano

Search Vacation Rentals with Swimming Pool in Certaldo

Staying in a vacation rental or Airbnb with a pool in Certaldo ensures a proper swim is always a convenient part of your city stay.

Soiano - Certaldo
9.3 29 reviews

Soiano

farm, Gambassi Terme
Villa Simone By Posarellivillas - Certaldo
9.7 47 reviews

Villa Simone By Posarellivillas

house, San Gimignano
Conte Francesco Ii - Certaldo
No reviews

Conte Francesco Ii

apartment, Certaldo
96 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests - Certaldo
No reviews

96 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests

apartment, Certaldo

Explore Vacation Rentals with Jacuzzi in Certaldo

Coming home to a private hot tub after a day of urban exploration completely transforms your Certaldo experience.

Tognazzi Casa Vacanze - Casa Dante - Certaldo
No reviews

Tognazzi Casa Vacanze - Casa Dante

apartment, San Gimignano
La Suite Toscana - Certaldo
9.7 10 reviews

La Suite Toscana

apartment, Certaldo
Tognazzi Casa Vacanze - Panoramic Villa - Certaldo
9.2 7 reviews

Tognazzi Casa Vacanze - Panoramic Villa

house, Certaldo
La Cipressina - Romantic Relax Near San Gimignano - Certaldo
10 1 review

La Cipressina - Romantic Relax Near San Gimignano

apartment, Gambassi Terme
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