
Family-friendly holiday rentals in Colle di Val d'Elsa
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Quick stats about holiday rentals that are family-friendly in Colle di Val d'Elsa

Total holiday rentals
Explore 60 holiday rentals in Colle di Val d'Elsa

Nightly prices starting at
Colle di Val d'Elsa holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 2,520 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Colle di Val d'Elsa holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Colle di Val d'Elsa rentals

4.8 Average rating
Colle di Val d'Elsa stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Colle di Val d'Elsa
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Casa al Gianni - Hut
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farm stay in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds and the companionship of our animals. It’s an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a holiday; it’s a return to our roots. This haven of peace will stay with you in your heart. We look forward to welcoming you!

Ancient Apartment Steeped in History 052012LTN0001
Hi, I'm Laura. I furnished my apartment with the grace and love of those who were born there, to allow those who come to breathe the familiar and peaceful atmosphere of an ancient Tuscan village. From the attic, you can admire the battlements of the Castle, which welcomes you with the grandeur of its walls, the Civic Tower, the Cathedral and the Palazzo del Campana, and the view of the green countryside. The high ceilings, the huge walls, the chandeliers that fall from above, testify to the ancient heritage.

Stone apartment Colle di Val d'Elsa
Delightful studio apartment on the second floor in the historic center of Colle Val d'Elsa. Very close to the bus station. Easily reachable main destinations (San Gimignano, Volterra, Siena, Florence) Comfortable NEW king size bed (160x190) Ample free parking starting at 300m (we are in a Limited Traffic Zone) Discount stores and supermarkets nearby The apartment isn't suitable for the elderly. NO ESCORTS. NO SMOKING INSIDE. Check-in from 2:00 p.m. Check-out by 10 a.m. Read more details below

Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Monteriggioni Castello, holiday house in Tuscany
Our accommodation is a historic building that dates back to the construction of the castle. It has been recently restored and furnished with attention to every detail. It is very welcoming and has all the most modern amenities. Tourists who decide to be our guests will have the advantage of living in the medieval environment of the castle, taking advantage of all the conveniences. They will feel pampered and have the opportunity to return home having lived a unique and unforgettable experience.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Bright downtown apartment
Large and bright well-equipped three-room apartment, can accommodate up to 4 people. We are in the heart of Tuscany in COLLE DI VAL D'ELSA, between Siena and Florence. The apartment is located on the VIA FRANCIGENA (section no. 32). The geographical location allows you to reach the major tourist centers in the area both by car and by public transport. Possibility of shelter for bicycles with battery charging. The SentierElsa nature park is easily accessible in a few minutes on foot.

The House in the Alley – Colle di Val d'Elsa
Very central location, house completely renovated in 2023, cozy and quiet, equipped with every comfort. Independent entrance. Located 50 meters from Piazza Arnolfo di Cambio and 300 meters from the historic center (reachable on foot or by elevator), for those traveling by bus the stop is only 100 meters away. Strategic location for visiting Siena, Florence, San Gimignano, Volterra, Chianti Hills and for those who want to travel the Via Francigena or visit the Elsa River Park.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.

Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Francigena'sHouse.Heart of Tuscany.Strategic place
The house on the Via Francigena is located in the medieval village of Colle di Val d'Elsa, a small town in the Tuscan countryside between Siena and Florence. In the past, the apartment was a tower dated 1280. Today it has been restored maintaining the original structure of stone. Distances by car: 20 minutes-Siena, San Gimignano 10 minutes, Florence 40 minutes, Volterra 30 minutes, Pisa 90 minutes, Seaside 80 minutes! Use of heating, with consumption rate.

DorminColle - Tuscan-style apartment
Bright and spacious apartment, consisting of a comfortable double bedroom with TV, portable air conditioner, with bathroom complete with shower and toilet. Third bed located in a characteristic mezzanine area with wooden beams with a bed. Large kitchen equipped with dishwasher, coffee maker, microwave, filtered water dispenser, Living room with TV and sofa, dining room overlooking the Old Village. Free parking 150 meters away from the apartment.
Popular amenities for Colle di Val d'Elsa family-friendly rentals
Family-friendly home rentals with a hot tub

La Casetta

Nada Home

Typical Tuscan country house

Green Dome @ The Land Before Time Retreats

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Palazzo Monaci - Pool in the Crete Senesi

La Pieve - the house next to the church

CasaDiManuela:TotallyPrivateChiantiVilla withTub
Family- and pet-friendly home rentals

Authentic Tuscan Country House WITH A/C

Vittoria Chianti Vacations 🍇🍷

Beautiful medieval village!!!

Sentier Elsa and Francigena Apartment

Secret Garden Siena

Small renovated barn

TREEhouse / casaBARTHEL

Poggio Massiccioli
Family-friendly home rentals with a pool

Cercis - La Palmierina

Stone House with Exclusive Pool Codilungo in Chianti

The Castle of Ferrano - Castle in Tuscany

Podere Casalino - Il Gatto

Podere La Castellina - No. 1 COTTAGE

Infinity pool in Chianti area

La Villa Farmhouse - Chestnut, Pool & Garden

Relaxation and charm in the Chianti hills
When is the best time to visit Colle di Val d'Elsa?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $155 AUD | $150 AUD | $156 AUD | $169 AUD | $166 AUD | $156 AUD | $158 AUD | $149 AUD | $158 AUD | $156 AUD | $148 AUD | $149 AUD |
| 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
- Pet-friendly rentals Colle di Val d'Elsa
- Condo rentals Colle di Val d'Elsa
- Rentals with breakfast Colle di Val d'Elsa
- Rentals with a fireplace Colle di Val d'Elsa
- House rentals Colle di Val d'Elsa
- Apartment rentals Colle di Val d'Elsa
- Rentals with pools Colle di Val d'Elsa
- Rentals with a patio Colle di Val d'Elsa
- Family-friendly rentals Siena
- 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
- Stazione Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Pisa Centrale Railway Station
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Piazza della Repubblica
- Gulf of Baratti
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria





