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Family-friendly holiday rentals in Certaldo

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Certaldo

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
Apartment in Gambassi Terme
4.95 out of 5 average rating, 290 reviews

Casa Giulia on Via Francigena

Apartment in the historic center on the 1st floor, 54 square meters on Via Francigena and near the Thermal Baths. Kitchen, bathroom, double bedroom is connected to a living room with a 2-seater sofa bed. Free Wi-Fi, individual heating and fireplace. English description available. Within walking distance you can reach everything (URL HIDDEN) restaurants, pizzerias, bars, ice cream shops, shops to buy food and non-food items, the municipal park ideal for children, the thermal baths of Via Francigena. Free parking 150 meters from the house

Top Guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 293 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top Guest favourite
A charming garden area features a round table surrounded by four wrought iron chairs. Vibrant flowers bloom in planters, and lush greenery adds to the tranquil environment. A rustic stone wall and traditional rooftops provide a picturesque backdrop, enhancing the sense of privacy.
Home in San Gimignano
4.99 out of 5 average rating, 201 reviews

Garden House

"Casa del giardino" ...... a blooming oasis within the medieval walls.. The owners Mario and Donella would like to offer you a unique vacation in San Gimignano. You can enjoy the wonderful garden, an extraordinary oasis of peace and silence, in the city center, for the exclusive use of those who rent the apartment. Thus, reading a book, relaxing in the sun, sipping an excellent glass of Chianti or having breakfast surrounded by greenery and among the flowers of this garden will be a memorable experience!

Top Guest favourite
A rustic farmhouse is nestled in the Chianti hills, surrounded by lush, well-maintained greenery. The gentle slope of the landscaped garden leads towards the distant rolling hills, creating a serene rural landscape under a clear blue sky.
Farm stay in Greve in Chianti
4.98 out of 5 average rating, 399 reviews

Farmhouse with pool in Chianti

Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is on the first floor of the main farmhouse, with independent access and garden with trees. The rustic furnishings in the classic Tuscan style, with wooden beam ceilings and terracotta floors give a characteristic touch to the environment.

Top Guest favourite
The rustic exterior of the stone cottage features a traditional red-tiled roof and large arched windows. Lush greenery and flowering plants surround the building, while the rolling hills of Tuscany are visible in the background under a clear sky.
Apartment in Poggibonsi
4.92 out of 5 average rating, 106 reviews

San Martino Cottage with large panoramic terrace

45 sqm apartment in San Martino ai Colli, located along Via Cassia and surrounded by beautiful Tuscan countryside. Perfect for those who want to visit the attractions of the area: San Gimignano, Monteriggioni, Chianti, Siena (20 min.), Florence (30 min.), Volterra (40 min.). 2 minutes from the Florence-Siena highway junction and close to the urban center of Poggibonsi and Barberino-Tavarnelle. The house has a large terrace where you can relax and admire the Chianti hills.

Top Guest favourite
A scenic view captures a lush landscape with rolling hills, vineyards, and olive trees under a colorful sunset. The traditional Tuscan casolare is visible in the background, surrounded by greenery, while the horizon features soft hues of orange and pink.
Apartment in Poggibonsi
4.99 out of 5 average rating, 305 reviews

Laura Chianti Holidays

Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment, halfway between Florence and Siena, is conveniently located for quick access to Florence, Siena, San Gimignano , Volterra, as well as the beautiful Chianti hills. The apartment offers private parking, two bedrooms, a fully equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

Top Guest favourite
Condo in Gambassi Terme
4.99 out of 5 average rating, 113 reviews

CASA NELLA Apartment in the Historic Center

The recently renovated apartment is located in the historic center of the village in a central and quiet area. On the second floor of a historic building. It consists of a large and bright living room with two windows overlooking the picturesque square of the cistern with a kitchenette also equipped with a dishwasher, a spacious double bedroom with a bathroom with shower and bidet. Kitchen equipment, linens, towels and bath towels are available for guests.

Guest favourite
A clear view of a swimming pool is presented, surrounded by a well-maintained grassy area. Sun loungers are positioned near the pool, with umbrellas providing shade. In the background, a building is visible, set among trees and shrubs, enhancing the serene landscape.
Condo in Certaldo
4.84 out of 5 average rating, 101 reviews

Tenuta di Pomine Certaldo (Fi) Edera Apartment

Located on the 1st floor, 65 m2, spacious, bright, Tuscan-style furnishings consisting of a living room/kitchen, a double bedroom, a bedroom with two beds. Kitchenette (4-burner stove), oven, refrigerator, freezer, dishwasher. Bathroom with shower/sink/bidet/toilet, swimming pool (6x12 m.), shared washing machine on the ground floor, Wi-Fi. Terrace equipped with garden furniture, grill. Linen change once a week. There are two other apartments in the house

Guest favourite
The exterior of a two-story, Tuscan-style apartment is visible, featuring light-colored walls and traditional wooden shutters. A welcoming staircase leads to a balcony adorned with potted plants, providing access to the upper level. Greenery surrounds the entrance, adding to the tranquil ambiance.
Condo in Gambassi Terme
4.89 out of 5 average rating, 245 reviews

A View Over Tuscany's Countryside

A quite and peaceful apartment in the middle of Tuscany countryside, ideal for 3 people also, is about 60 squares meters with bath , double bed , living room with a sofa' bed, kitchen and a beautiful terrace overlooking the vineyards.There is, also, a private parking inside the condominium and a nice bar near by. It is located near the main tourist attractions, this apartment is ideal for travelers who wants to explore Tuscany.

Guest favourite
A spacious living area is depicted, featuring a dining table set with plates and cups. A comfortable sofa is positioned beside the table, and a staircase leads to the upper level. Natural light enters through the open terrace doors, providing a view of the outdoor area.
Condo in Certaldo
4.79 out of 5 average rating, 117 reviews

In the center of Certaldo

The apartment is located in the heart of Certaldo, a small and quiet town nestled among the unmistakable Tuscan hills, just a 5-minute walk from the train station from where you can reach Siena or Florence, and also other cities, or by car. Certaldo has a unique medieval charm: the historic center in the upper part is beautifully preserved and from our apartment you can reach it on foot in a few minutes or by a panoramic funicular.

Top Guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.91 out of 5 average rating, 235 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Top Guest favourite
A spacious living area features a light-colored sofa with a decorative throw, complemented by wooden beams overhead. The open kitchen with modern appliances is visible in the background, alongside large windows that provide natural light and a view of the exterior.
Holiday home in Peccioli
4.9 out of 5 average rating, 215 reviews

Michelangelo: entire space in the heart of Tuscany

Come and take a vacation at our beautiful apartment in Peccioli, Tuscany! Enjoy a renovated space, beautifully decorated, with new appliances and furniture, Air conditioner in all spaces, high-speed internet, and all you need to enjoy your time in Italy. Peccioli is a gem in the heart of Tuscany, near all the big cities and touristic attractions.

Popular amenities for Certaldo family-friendly rentals

When is the best time to visit Certaldo?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$180 NZD$173 NZD$176 NZD$194 NZD$195 NZD$208 NZD$229 NZD$218 NZD$194 NZD$187 NZD$175 NZD$182 NZD
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Quick stats about holiday rentals that are family-friendly in Certaldo

  • Total holiday rentals

    Explore 30 holiday rentals in Certaldo

  • Nightly prices starting at

    Certaldo holiday rentals start at $87 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,380 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Certaldo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Certaldo rentals

  • 4.8 Average rating

    Certaldo stays are highly rated by guests—averaging 4.8 out of 5!

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