
Family-friendly vacation 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.

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.

Vittoria Chianti Vacations 🍇🍷
Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Monteriggioni Castello, holiday house in Tuscany
Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

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.

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.

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.

CASA NELLA Apartment in the Historic Center
This charming and cozy apartment is located on the 1st floor of a historic building, with large bright spaces and a picturesque view of the characteristic Piazzetta della Cisterna. The living room is spacious and has two windows overlooking the square. The kitchenette is fully equipped, including a dishwasher. The double room has a private bathroom with shower and bidet. Guests will have bed linen, towels and bath towels, all included.

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 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!

La Casa di Nada - Suite
From every window of my home there are wonderful views of the Tuscan hills, a charm that will accompany every moment of your stay. My kitchen is fully equipped and the rooms are comfortable and bright, with a private bathroom for each room. In the living room I have a beautiful fireplace all for you. A practical laundry completes this refuge in the Heart of Chianti

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.

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!!!
Popular amenities for Certaldo family-friendly rentals
Family-friendly home rentals with a hot tub

"Red Rose" apartment with view of Siena.

Il Fienile, Cottage in the country with Jacuzzi

[Near Florence] Nautilus loft

Il Fienile di Tigliano (former barn in Vinci-Florence)

Villa di Geggiano – Guesthouse

La Pieve - the house next to the church

Romantic stay at a bio-agritourism in Florence

La Casetta
Family- and pet-friendly home rentals

Renaissance Residence In San Miniato with a view

Casa del Giardino

Historical mansion in Florence with garden

Podere Guidi

Casa Irene

Sperone: two floors apartment with pool

Farmhouse in Chianti

Countryside Cottage With View - Le Rondini apt
Family-friendly home rentals with a pool

Infinity pool in Chianti area

Adalberto Apartment inside the Manor of Fulignano

apartment with great views

FIENILE VILLACOLLE Tuscan hill

Agriturismo I Gelsi

Casa Luigi Suite with exclusive pool

Visit Chianti,Siena, Florence, S.Gimignano

Stunning Tuscan apartment for 2
When is the best time to visit Certaldo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $144 CAD | $138 CAD | $141 CAD | $155 CAD | $156 CAD | $166 CAD | $183 CAD | $175 CAD | $155 CAD | $149 CAD | $140 CAD | $145 CAD |
| Avg. temp | 7 °C | 8 °C | 11 °C | 14 °C | 18 °C | 23 °C | 25 °C | 25 °C | 21 °C | 16 °C | 11 °C | 7 °C |
Quick stats about vacation rentals that are family-friendly in Certaldo

Total vacation rentals
Explore 30 vacation rentals in Certaldo

Nightly prices starting at
Certaldo vacation rentals start at $70 CAD per night before taxes and fees

Verified guest reviews
Over 1,380 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Certaldo vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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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- Santa Maria Novella
- Piazzale Michelangelo
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- Basilica of Santa Maria Novella
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- Mercato Centrale
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- Gulf of Baratti
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- The Boboli Gardens
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