
Family-friendly holiday rentals in Certaldo
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Top-rated family-friendly rentals in Certaldo
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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.

Giglio Blu Charming Loft
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

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.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Cercis - La Palmierina
E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

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 away you will find 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 centre 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.

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!

House in a medieval tower with a view in Certaldo
Vacation home located in the heart of the medieval village of Certaldo. Second floor apartment without elevator consisting of kitchen with dining room, bedroom with plasma TV and terrace, bathroom with shower, bedroom with sofa bed, relaxation area and panoramic view. Large garden with barbecue! Sleeps 4. Free Wi-Fi!!!

Apartment with panoramic view in Chianti
Large newly renovated apartment nestled in the Chianti hills, overlooking the property's olive grove and the surrounding hills. Located halfway between Florence, Siena and S. Gimignano, it is an ideal solution for couples, families and groups of friends who want to spend a relaxing stay in an authentic Tuscan home.

Tenuta Chiudendone in Tuscany
Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Podere Villetta La Colombaia
The apartment has its own entrance , large living room with well equipped kitchen , 3 bedrooms and 2 bathrooms. It has a private garden with BBQ and gazebo , which offers a beautiful view of Vico d' Elsa , San Gimignano and the sunset. Swimming pool from 23/04 to 31/10.
Popular amenities for Certaldo family-friendly rentals
Family-friendly home rentals with a hot tub

Infinity pool in Chianti area

Il Fienile, Cottage in the country with Jacuzzi

I Limoni Apartment in Tuscany

Amazing Tuscany Villa, FREE parking

"Sunflower" apartment with view of Siena

Beautiful renovated barn in Tuscany

La Villa farm stay - L'Olivo, Pool & Hot Tub

Il Fienile di Tigliano (former barn in Vinci-Florence)
Family- and pet-friendly home rentals

A View Over Tuscany's Countryside

Casa del Giardino

Casa Irene

Countryside Cottage With View - Le Rondini apt

Paluffo Stillo House

Stunning Tuscan apartment for 2

Small Cottage in San Gimignano

Small renovated barn
Family-friendly home rentals with a pool

Apartment Melogranowith great views

Casa Bada - Barn

Stone House with Exclusive Pool Codilungo in Chianti

Adalberto Apartment inside the Manor of Fulignano

Explore nature in the center of Vigneti Chianti

Country house 9 km to Florence-2+1g,free parking

Tuscan countryside, peace and relaxation 10 minutes from Siena

Visit Chianti,Siena, Florence, S.Gimignano
Quick stats about holiday rentals that are family-friendly in Certaldo
Total rentals
30 properties
Nightly prices starting at
£37 before taxes and fees
Total number of reviews
1.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Ponte Vecchio
- Cala Violina
- Gulf of Baratti
- Uffizi Gallery
- Mugello Circuit
- Mercato Centrale
- Piazzale Michelangelo
- Fortezza da Basso
- Parco delle Cascine
- Spiagge bianche
- Pitti Palace
- Piazza della Repubblica
- Careggi University Hospital
- Spiaggia Libera
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Marina di Cecina
- Stadio Artemio Franchi
- Medici Chapels