
Family-friendly vacation rentals in Certaldo
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Top-rated family-friendly rentals in Certaldo
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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...

Apartment Montegonfoli 3 farmhouse, for 4+2 guests
Large and romantic apartment in the countryside of San Gimignano, with amazing views over the towers and hills. Can host up to 4 adults and 2 babies under 12yo. MG3 is part of Montegonfoli Farmhouse, the best place to spend a nice holiday in absolute relax, in an enchanted natural context, in the heart of Tuscany, far from the noise but at the same time very close to the most beautiful towns and attractions of the region. City center is at only 5 minutes by car. Shops and restaurants nearby.

Vittoria Cottage - Masseto In Chianti
MASSETO IN CHIANTI è un villaggio privato dove potrete rilassarvi nel vostro giardino privato e in piscina, fare sport, o utilizzare come base per visitare città rinascimentali: Firenze, Siena, San Gimignano, Arezzo, Volterra. Offriamo altri tre cottage con accesso indipendente e giardinetto privato: Quinto (2 letti), Cappero (4 letti), Leccio (6 letti). La piscina è condivisa dai 4 cottage, ciascuno dispone di un gazebo privato, con distanze garantite e sanificazione a norma Covid-19.

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.

House at Gianni - Olmo
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

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.

The Tower
Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

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!!!

Medieval Village Apt btwn Florence Siena
WiFi Historical Apt with 2 Double Bedrooms, 2 Bathrooms, large Living Area and Double Sofa Bed. The apartment, completely renovated, is entirely located on the ground floor of an ancient Building in the heart of the old town of Certaldo! Free Parking
Popular amenities for Certaldo family-friendly rentals
Family-friendly home rentals with a hot tub

Il Fienile, Cottage in the country with Jacuzzi

Agriturismo PURO - Charming Design House in Tuscany

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi

Villa di Geggiano – Guesthouse

Nada Home

CasaDiManuela:TotallyPrivateChiantiVilla withTub

Barrel Suite Tuscany • Hot Tub • Vineyard View
Family- and pet-friendly home rentals

Private villa/swimming pool in Tuscany

Casa Al Poggio & Chianti view

Costalmandorlo, a rustic home in the heart of Tuscany

Historic house in heart of Tuscany

Monteriggioni Castello, holiday house in Tuscany

Farmhouse in Chianti

“Le Scalette,” Florentine Hills

House in the heart of Tuscany
Family-friendly home rentals with a pool

Infinity pool in Chianti area

Stone House with Exclusive Pool Codilungo in Chianti

Quercia holiday home @Poderino il Sole, Tuscany

Podere Tignano, 4-bedroom villa in the Chianti!

Relaxation and charm in the Chianti hills

Countryside Dream farm in Tuscany

Apartment in Villa/Agriturismo with swimming pool

★ Relaxing apartment & stunning view of Tuscany ★
When is the best time to visit Certaldo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 408 | ﺩ.ﺇ 345 | ﺩ.ﺇ 389 | ﺩ.ﺇ 408 | ﺩ.ﺇ 411 | ﺩ.ﺇ 437 | ﺩ.ﺇ 481 | ﺩ.ﺇ 459 | ﺩ.ﺇ 408 | ﺩ.ﺇ 433 | ﺩ.ﺇ 400 | ﺩ.ﺇ 422 |
| 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 ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 1,460 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

Wi-Fi availability
30 of Certaldo vacation 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!
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- Family-friendly rentals Metropolitan City of Florence
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- Family-friendly rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Piazza del Duomo (Pisa)
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Pisa Centrale Railway Station
- Cala Violina
- Mercato Centrale
- Uffizi Gallery
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Mugello Circuit
- Piazzale Michelangelo
- Spiagge Bianche
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Parco delle Cascine
- Gulf of Baratti
- Medici Chapel
- Basilica of Santa Croce





