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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.

Casa Nonno Isidoro - Certaldo
9.5 26 reviews

Casa Nonno Isidoro

apartment, Certaldo
Casa Nonno Isidoro is a charming apartment located in Certaldo, just 26 miles from Florence, offering easy access to both the peaceful Tuscan countryside and the city's famous attractions. The apartment consistently receives excellent ratings for cleanliness, location, and overall experience.
This two-bedroom apartment features a comfortable living room and a fully equipped kitchen with modern amenities like a dishwasher. Enjoy the convenience of air conditioning, free Wi-Fi, and a private terrace or balcony, perfect for relaxing after a day exploring the charming town of Certaldo.
Casa Giulia, La Bellavista Toscana - Certaldo
9.9 45 reviews

Casa Giulia, La Bellavista Toscana

house, Certaldo
Casa Giulia, a one-bedroom apartment in Certaldo Alto's historic Borgo del Boccaccio district, offers easy access to major attractions within walking distance.
This 1-bathroom rental sleeps four, features a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, parking with a ZTL pass, and Wi-Fi.
Medieval Village Apt Btwn Florence Siena - Certaldo
9.6 225 reviews

Medieval Village Apt Btwn Florence Siena

apartment, Certaldo
This Certaldo Alto apartment boasts a prime location in the historic center, directly facing the Palazzo Pretorio and a short walk from the train station.
The two-bedroom, two-bathroom rental sleeps seven, features modern amenities including free Wi-Fi and parking, and offers easy access to Florence, Siena, Monteriggioni, and Pisa by train, and San Gimignano by bus.
La Casa Dei Nonni - Certaldo
10 12 reviews

La Casa Dei Nonni

apartment, Certaldo
This first-floor apartment rental in Certaldo's lower town offers easy access to a supermarket and is conveniently located near major Tuscan attractions such as San Gimignano (8 miles), Siena (29 miles), and Florence (30 miles).
The one-bedroom unit sleeps three, features a fully equipped kitchen with a dishwasher, private garden, and includes amenities like a washing machine, Wi-Fi, and self check-in.

Best Certaldo vacation rentals with air conditioning

Michelangelo/raffaello - Certaldo
10 2 reviews

Michelangelo/raffaello

apartment, Certaldo
This ground-floor apartment in Certaldo, Italy is conveniently located near the historic center, offering easy walking access to Certaldo's key attractions.
The one-bedroom, one-bathroom unit sleeps four with a double bed and a double sofa bed, features a fully equipped kitchenette, air conditioning, a private patio, and access to a swimming pool, fitness center, and parking; an optional breakfast service is available for $14 per person.
Casa Al Cantone - Certaldo
No reviews

Casa Al Cantone

house, Certaldo
House listing. Your accommodation will be based in Certaldo.
Facilities and services include an iron, free parking and a terrace. This house in Certaldo is ideal for families.
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).
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.

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.

La Casa Torre Di Marcello - Certaldo
9.9 184 reviews

La Casa Torre Di Marcello

house, Certaldo
La casa torre di Marcello, a Certaldo house rental, is located about 25 miles from Florence's Pitti Palace and Piazza Matteotti, and 30 miles from Florence Airport, offering easy access to these Tuscan landmarks.
This 700-square-foot (approximately 65-square-meter) one-bedroom, one-bathroom dwelling features a fully equipped kitchen, private terrace, garden, parking, and amenities including complimentary wine and Wi-Fi; it comfortably accommodates two guests.
Casa Spartaco - Certaldo
9.3 13 reviews

Casa Spartaco

apartment, Certaldo
This apartment in Certaldo is located 21 miles from Piazza Matteotti and 25 miles from Piazzale Michelangelo, with Florence Airport 28 miles away.
The 750 square foot rental accommodates up to 5 guests in 1 bedroom and a living room, featuring a fully equipped kitchen, a private terrace, and a flat-screen TV.
Orto Di Emma - Certaldo
9.3 280 reviews

Orto Di Emma

apartment, San Gimignano
This San Gimignano apartment is conveniently located in the heart of the town, just 24 miles from both Piazza del Campo in Siena and Piazza Matteotti in San Gimignano. It has earned excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom, one-bathroom rental offers 380 square feet of living space and comfortably accommodates two guests. Enjoy a fully equipped kitchen, a terrace with garden views, and access to amenities like a tennis court, valet parking, and a paid airport shuttle service.
Casa Michelangelo - Certaldo
9.4 21 reviews

Casa Michelangelo

apartment, Certaldo
Casa Michelangelo, a two-bedroom apartment in Certaldo, Italy, is conveniently located approximately 25 miles from Florence's Piazzale Michelangelo and Pitti Palace, offering easy access to major attractions.
This 700-square-foot (approximately 65-square-meter) rental features a fully equipped kitchen, private parking, Wi-Fi, a terrace, and can comfortably accommodate up to seven 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.

Dimorala Porta Verde - Certaldo
9.8 119 reviews

Dimorala Porta Verde

apartment, San Gimignano
This San Gimignano apartment rental is conveniently located near Porta San Matteo, a short walk from the historic center.
The 430-square-foot unit sleeps four, features a fully equipped kitchen with a washer/dryer, Wi-Fi, air conditioning, and a welcoming kit; nearby parking is available.
Il Colombo - Certaldo
9.5 8 reviews

Il Colombo

apartment, Certaldo
Il Colombo apartment in Certaldo, Italy, is conveniently located approximately 25-29 miles from Florence's major landmarks, including the Pitti Palace and Piazzale Michelangelo.
This recently renovated 19th-century rental, boasting 60 square feet of living space, features one bedroom, one bathroom, and accommodates up to nine guests with amenities such as a fully equipped kitchen, free Wi-Fi, and bicycle rentals for exploring the Tuscan countryside.
Capinera, Loft In The Centre - Certaldo
No reviews

Capinera, Loft In The Centre

apartment, Certaldo
The Capinera apartment is centrally located in Certaldo, a short walk from Piazza Boccaccio and other key attractions.
This 635-square-foot rental unit features one bedroom, one bathroom, and sleeps five, offering a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning.
Vacation Home "Casa Al Cantone" With Private Terrace & Wi-fi - Certaldo
8.0 1 review

Vacation Home "Casa Al Cantone" With Private Terrace & Wi-fi

apartment, Certaldo
This Certaldo Alto vacation rental is steps from the Palazzo Pretorio, Church of Saint Jacob and Saint Philip, Casa Boccaccio, and the Museum of Sacred Art, with Certaldo train station a 10-minute walk away.
This 750-square-foot (approximately 70 square meters) house features two bedrooms, one bathroom, sleeps five, and includes a fully equipped kitchen, patio, free Wi-Fi, and on-site parking.

Best Certaldo vacation rentals with parking

A Due Passi - Appartamento Deluxe - Certaldo
10 3 reviews

A Due Passi - Appartamento Deluxe

apartment, Certaldo
Appartamento Nella Campagna Di Certaldo Il Ciliegio - Certaldo
9.5 46 reviews

Appartamento Nella Campagna Di Certaldo Il Ciliegio

apartment, Certaldo
Amazing View On Chianti Hills - Certaldo
9.7 203 reviews

Amazing View On Chianti Hills

apartment, Certaldo
Il Mandorlo Nella Campagna Di Certaldo - Certaldo
9.8 81 reviews

Il Mandorlo Nella Campagna Di 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.

Tenuta Di Pomine Certaldo (Fi) Appart. Papavero - Certaldo
9.7 124 reviews

Tenuta Di Pomine Certaldo (Fi) Appart. Papavero

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.

60 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Certaldo
No reviews

60 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, Certaldo
A Due Passi - Loft - Certaldo
9.1 16 reviews

A Due Passi - Loft

apartment, Certaldo
Agriturismo Le Docce - Certaldo
9.0 71 reviews

Agriturismo Le Docce

farm, Castelfiorentino
Holiday Home Podere Conte Francesco-la Palma By Interhome - Certaldo
8.5 20 reviews

Holiday Home Podere Conte Francesco-la Palma By Interhome

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.

75 M² House ∙ 4 Bedrooms ∙ 10 Guests - Certaldo
No reviews

75 M² House ∙ 4 Bedrooms ∙ 10 Guests

house, Certaldo
Villa Gilia D: A Characteristic And Welcoming Apartment That Is Part Of A Villa Surrounded By The Greenery, With Free Wi-fi. - Certaldo
10 4 reviews

Villa Gilia D: A Characteristic And Welcoming Apartment That Is Part Of A Villa Surrounded By The Greenery, With Free Wi-fi.

apartment, Certaldo
Upper Country Relais Tuscany - Certaldo
9.0 2 reviews

Upper Country Relais Tuscany

apartment, San Gimignano
Agriturismo Bio Fattoria Bacio - Certaldo
8.3 373 reviews

Agriturismo Bio Fattoria Bacio

house, 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.

Beautiful Private Villa For 4 People With Hot Tub, Wifi, A/c, Tv, Patio And Panoramic View - Certaldo
No reviews

Beautiful Private Villa For 4 People With Hot Tub, Wifi, A/c, Tv, Patio And Panoramic View

apartment, San Gimignano
Tenuta Bartoli - Certaldo
9.9 14 reviews

Tenuta Bartoli

farm, San Gimignano
Villa Iris Luxury San Gimignano, 6 En-suite Bedrooms, Swimming Pool, Spa, Sauna. - Certaldo
10 122 reviews

Villa Iris Luxury San Gimignano, 6 En-suite Bedrooms, Swimming Pool, Spa, Sauna.

house, San Gimignano
500 M² Villa ∙ 6 Bedrooms ∙ 12 Guests - Certaldo
No reviews

500 M² Villa ∙ 6 Bedrooms ∙ 12 Guests

house, Castelfiorentino
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