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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.

La Capinera - Certaldo
9.8 9 reviews

La Capinera

apartment, Certaldo
This Certaldo apartment, La Capinera, offers a one-bedroom rental sleeping up to five guests, with a full kitchen and modern amenities including air conditioning and Wi-Fi.
The unit features an open-plan living and dining area, a double bed, sofa beds, and a full kitchen equipped with an induction hob, microwave, kettle, and toaster; its exact location within Certaldo is unspecified.
Fiammetta, La Bellavista Toscana - Certaldo
9.8 8 reviews

Fiammetta, La Bellavista Toscana

apartment, Certaldo
Fiammetta apartment, a centrally located rental in Certaldo, boasts stunning views of Piazza Boccaccio and the medieval walls of Certaldo Alto, placing you steps from the historic center.
This one-bedroom, one-bathroom unit sleeps two, offering air conditioning, Wi-Fi, a fully equipped kitchen (including a fridge, freezer, and microwave), and parking; enjoy antique furnishings and a Superhost's warm welcome, all while supporting sustainable tourism near San Gimignano, Monteriggioni, Florence, Siena, and Pisa (within 19-25 miles).
In Centro A Certaldo - Certaldo
9.4 31 reviews

In Centro A Certaldo

apartment, Certaldo
This Certaldo apartment rental is centrally located, a short drive from Florence's Piazzale Michelangelo and Pitti Palace, offering easy access to shops and restaurants.
The 750-square-foot (approximately 70 square meter) unit features one bedroom, one bathroom, sleeps up to 11 guests, and includes a private garden, terrace, BBQ, parking, and Wi-Fi.
Da Giovanni E Marcella - Certaldo
9.2 72 reviews

Da Giovanni E Marcella

apartment, Certaldo
This Certaldo apartment is located just a short distance from the historical center, about 25 miles from Florence's Pitti Palace and Piazza Matteotti. Guests have consistently rated the apartment excellent for its cleanliness, location, and overall experience. This one-bedroom, one-bathroom apartment offers 650 square feet of space and accommodates up to three guests. The apartment is equipped with air conditioning, free Wi-Fi, a flat-screen TV, and a fully equipped kitchen.

Best Certaldo vacation rentals with air conditioning

Un Passo Dalle Torri - Certaldo
8.9 146 reviews

Un Passo Dalle Torri

apartment, San Gimignano
Un passo dalle torri, a recently renovated apartment in San Gimignano, is conveniently located 24 miles from both Piazza Matteotti in Siena and Piazza del Campo, also in Siena, offering easy access to Tuscany's iconic landmarks.
This 750-square-foot (approximately 70-square-meter) two-bedroom, one-bathroom rental sleeps up to 15 guests and features a fully equipped kitchen, free Wi-Fi, air conditioning, and private parking; pets are welcome.
Appartamento Nella Campagna Di Certaldo Il Ciliegio - Certaldo
9.5 46 reviews

Appartamento Nella Campagna Di Certaldo Il Ciliegio

apartment, Certaldo
Il Ciliegio is a charming apartment located in Certaldo, a short distance from the town center and about 23 miles from Florence and its major attractions like Pitti Palace, Piazza Matteotti, and Strozzi Palace. This apartment has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
This 1-bedroom, 1-bathroom apartment, spanning 650 square feet, comfortably accommodates up to 4 guests. Il Ciliegio offers a peaceful garden setting, a fully equipped kitchen, air conditioning, free Wi-Fi, and laundry facilities, ensuring a comfortable and convenient stay.
Da Francesco In Certaldo Alto - Certaldo
10 8 reviews

Da Francesco In Certaldo Alto

apartment, Certaldo
This apartment is located in the historic center of Certaldo Alto, a limited traffic zone offering proximity to medieval town charm and panoramic views.
This independent accommodation sleeps up to 5 guests and features 3 bedrooms, 1 bathroom, air conditioning, internet, a fully equipped kitchen with a dishwasher and oven, a private panoramic terrace, and a utility room with a washing machine, located approximately 0.19 miles (about 1000 feet) from free public parking.
Tenuta Di Pomine Certaldo Fi Appartamento Tulipano - Certaldo
9.6 97 reviews

Tenuta Di Pomine Certaldo Fi Appartamento Tulipano

apartment, Certaldo
This Certaldo apartment rental is conveniently located near the historic center and Giovanni Boccaccio's house.
The 484-square-foot, one-bedroom unit sleeps two, features a terrace with Tuscan countryside views, a full kitchen with dishwasher, and a swimming pool.

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.

Agriturismo Azienda Agricola La Roccaia - Certaldo
9.0 362 reviews

Agriturismo Azienda Agricola La Roccaia

farm, San Gimignano
Agriturismo Azienda Agricola La Roccaia is located in San Gimignano, just a short drive from Florence and Siena, offering easy access to these major Tuscan cities and the rolling hills of the surrounding countryside. The farm stay has consistently received high ratings for its location, cleanliness, and overall experience.
The farm stay offers a variety of rooms with garden views, some with well-equipped kitchens. Guests can enjoy amenities like a swimming pool, a terrace, a garden, and complimentary bicycles. Enjoy a delicious breakfast and take advantage of the on-site activities like table tennis, cycling, hiking, and barbecuing.
La Casina Di Ancicucco 1 - Certaldo
8.7 193 reviews

La Casina Di Ancicucco 1

apartment, San Gimignano
La Casina di Ancicucco 1 is located in San Gimignano, a short distance from the town center, with Piazza Matteotti being 21 miles away and Piazza del Campo in Siena being 24 miles away. The apartment has received very good user, location and excellent cleanliness ratings.
This one-bedroom, one-bathroom apartment can accommodate up to 3 guests and is 270 square feet. Enjoy the tranquility of a private garden and terrace, prepare and enjoy meals outdoors, and stay connected with complimentary Wi-Fi throughout the apartment.
Casina Toscana - Certaldo
8.0 2 reviews

Casina Toscana

apartment, Certaldo
This ground-floor apartment in Certaldo is located 22 miles from Piazza Matteotti, 26 miles from Piazzale Michelangelo, and 27 miles from the Uffizi Gallery, with Florence Airport also 27 miles away.
This 380-square-foot rental includes 1 bedroom, 1 bathroom, and accommodates up to 3 guests, offering a private terrace, air conditioning, a kitchenette, WiFi, and on-site parking.
Viagiotto Guest House - Certaldo
9.6 27 reviews

Viagiotto Guest House

apartment, Certaldo
ViaGiotto Guest House, a one-bedroom apartment in Certaldo, Italy, is located approximately 25 miles from Florence and its major landmarks, including Michelangelo Square, Matteotti Square, the Pitti Palace, the Strozzi Palace, and the Santa Maria Novella Basilica.
This 540-square-foot (50-square-meter) rental offers a private terrace, free Wi-Fi, a fully equipped kitchen with a dishwasher, air conditioning, and parking, accommodating up to six guests.

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.

Apartment At First Floor In Agriturismo With Pool - Certaldo
10 78 reviews

Apartment At First Floor In Agriturismo With Pool

apartment, Certaldo
This vacation home offers a unique rural setting within easy reach of Certaldo's attractions, such as Palazzo Pretorio, Church of Saint Jacob and Saint Philip, and Casa del Boccaccio, all within 6 miles (10 km). With excellent user, location, and cleanliness ratings, this house is a top choice for travelers.
The home features 3 bedrooms and a sofa bed, accommodating up to 6 guests. It boasts a fully equipped kitchen, free WiFi, a private pool, a jacuzzi, a garden, a terrace, and parking. Guests can enjoy outdoor activities like grilling and relaxing in the tranquil garden.
Tuscany Hills La Veduta - Certaldo
9.2 33 reviews

Tuscany Hills La Veduta

apartment, Certaldo
Tuscany Hills La Veduta apartment rental in Certaldo, Italy, is conveniently located about 20 miles from Florence's Piazza Matteotti and offers easy access to major Florentine landmarks.
This 670-square-foot (approximately 62-square-meter) unit features one bedroom, one bathroom, sleeps seven guests, and includes a private terrace, swimming pool access, free parking, and Wi-Fi.
Reginaserena 2 / 4 Persone Parco Privato - Certaldo
10 1 review

Reginaserena 2 / 4 Persone Parco Privato

apartment, Certaldo
This Certaldo apartment rental is located in the Tuscan countryside, approximately 1.2 miles from Certaldo's medieval town center, offering easy access to supermarkets, a train station, and bus services.
The one-bedroom unit, sleeping up to three guests, features a private bathroom with a washing machine, a fully equipped kitchen, and access to a private garden and large park perfect for relaxation or barbecues; linen, crockery, and an iron are provided.
Casa Palace - Certaldo
9.1 10 reviews

Casa Palace

apartment, Certaldo
Casa Palace, a family-friendly apartment in Certaldo, Italy, is conveniently located approximately 25-28 miles from Florence's Piazza Matteotti, Pitti Palace, and Ponte Vecchio.
This 970-square-foot (approximately 90-square-meter) two-bedroom rental sleeps nine, featuring a fully equipped kitchen with a dishwasher, air conditioning, a terrace, free Wi-Fi, and parking.

Best Certaldo vacation rentals with parking

Il Mandorlo Nella Campagna Di Certaldo - Certaldo
9.8 81 reviews

Il Mandorlo Nella Campagna Di Certaldo

apartment, Certaldo
Ricky's Apartment - Certaldo
9.8 16 reviews

Ricky's Apartment

apartment, Certaldo
Ampio Appartamento Nel Cuore Della Toscana - Certaldo
9.3 36 reviews

Ampio Appartamento Nel Cuore Della Toscana

apartment, Certaldo
Casa Spartaco - Certaldo
9.3 13 reviews

Casa Spartaco

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.

Cozy Groundfloor Apartment - Use Of Swimming Pools - Certaldo
9.7 6 reviews

Cozy Groundfloor Apartment - Use Of Swimming Pools

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.

Tworooms Apartment With View And Use Of Pools - Certaldo
10 4 reviews

Tworooms Apartment With View And Use Of Pools

apartment, Certaldo
La Suite Toscana - Certaldo
9.7 10 reviews

La Suite Toscana

apartment, Certaldo
Conte Francesco Ii By Interhome - Certaldo
8.0 1 review

Conte Francesco Ii By Interhome

apartment, Certaldo
Sandra House - Certaldo - Certaldo
5.0 2 reviews

Sandra House - Certaldo

house, Certaldo

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.

70 M² House ∙ 1 Bedroom ∙ 4 Guests - Certaldo
9.4 4 reviews

70 M² House ∙ 1 Bedroom ∙ 4 Guests

house, Certaldo
La Certaldina - Certaldo
8.6 41 reviews

La Certaldina

apartment, Certaldo
Azienda Agricola Fornacelle - Certaldo
9.6 98 reviews

Azienda Agricola Fornacelle

farm, San Gimignano
Belvedere - Certaldo
No reviews

Belvedere

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.

80 M² House ∙ 2 Bedrooms ∙ 4 Guests - Certaldo
No reviews

80 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, San Gimignano
150 M² House ∙ 3 Bedrooms ∙ 6 Guests - Certaldo
9.2 4 reviews

150 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, San Gimignano
Tognazzi Casa Vacanze - Dimora Bunny E Danny - Certaldo
9.0 3 reviews

Tognazzi Casa Vacanze - Dimora Bunny E Danny

house, San Gimignano
72 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Certaldo
No reviews

72 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

apartment, San Gimignano
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