
Family-friendly holiday rentals in Certaldo
Find and book unique family-friendly homes on Airbnb
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 $86 NZD per night before taxes and fees

Verified guest reviews
Over 1,460 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
30 of Certaldo holiday rentals include Wi-Fi 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!
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.

Love in Chianti
Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

The Chianti Classico Sunset
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Tuscan cottages in an ancient villa with a garden
The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.

Stone House with Exclusive Pool Codilungo in Chianti
Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.

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.

SuiteLouise.pool, Hot Tub,homeGym & private Garden
SuiteLouise, in the chianti region is the perfect retreat for those seeking design,comfort and authentic tuscan vibes.Relax in the outdoor lounge,enjoy a bbq in the rose garden, or unwind in the private hot tub or home gym. Feel at home embraced by the rolling tuscan hills, whille i help you create tailor-made stays with 10+experiences. Contact me to craft your tuscan escape and create unforgettable memories in this strategic and amazing area between Florence and Siena.

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

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 center in the upper part is in fact beautifully preserved and from our apartment you can reach it on foot in a few minutes or with a panoramic funicular.

Countryside Dream farm in Tuscany
Have you ever dreamed of experiencing the rolling hills of Tuacany ? This is a berautiful organic farm in the middle of Tuscan Hills, you will be surrounded 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.

Paluffo Stillo House
Paluffo is an historic 15th century building restored in 2010 conserving its original structure and design. Stillo house features a spacious living room with dining room and a fireplace, 2 bedrooms and 1 of them has a loft with a single bed, 2 bathrooms, a big kitchen, and a private garden with a wonderful view of the Chianti hills.

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

A Big Dream in a Little Tower.

Il Fienile, Cottage in the country with Jacuzzi

I Limoni Apartment in Tuscany

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi

Villa di Geggiano – Guesthouse

Nada Home

Casa al Gianni - The Simignano Barn

Green Dome @ The Land Before Time Retreats
Family- and pet-friendly home rentals

Florence Country Side: Giogoli a place to be!

Beautiful medieval village!!!

Costalmandorlo, a rustic home in the heart of Tuscany

Casa Al Poggio in Chianti Shire

Historic house in heart of Tuscany

Borgo Ripostena – No. 8 Casa Vecchia

Casa Luigi Suite with exclusive pool

Secret Garden Siena
Family-friendly home rentals with a pool

Private pool & panoramic garden on the countryside

Tenuta Chiudendone in Tuscany

Infinity pool in Chianti area

Private Chianti Cottage, Garden & Vineyard Views

Cercis - La Palmierina

Authentic Farmhouse Apartment

Amazing view, pool and relax, 5 adults

Podere Tignano, 4-bedroom villa in the Chianti!
When is the best time to visit Certaldo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $190 NZD | $161 NZD | $182 NZD | $190 NZD | $192 NZD | $204 NZD | $225 NZD | $214 NZD | $190 NZD | $202 NZD | $187 NZD | $197 NZD |
| 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 |
Destinations to explore
- Rentals with a washing machine and dryer Certaldo
- Rentals with outdoor seating Certaldo
- House rentals Certaldo
- Apartment rentals Certaldo
- Villa rentals Certaldo
- Rentals with a patio Certaldo
- Pet-friendly rentals Certaldo
- Family-friendly rentals Metropolitan City of Florence
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Cala Violina
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Stazione Santa Maria Novella
- Del Chianti
- Piazza della Repubblica
- Spiagge Bianche
- Piazzale Michelangelo
- Parco delle Cascine
- Gulf of Baratti
- Pitti Palace
- Piazza della Signoria
- Boboli's Garden
- Palazzo Vecchio





