
Family-friendly holiday rentals in Colle di Val d'Elsa
Find and book unique family-friendly homes on Airbnb
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.

La Casetta
“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)

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 Podere of the 1600s in Chianti in Tuscany
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful Chianti hills in Tuscany, with the possibility of organising exclusive services and experiences tailored to you. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard, you will find a saltwater swimming pool with a relaxation area on a panoramic terrace with a wonderful view of the castle, hills and vineyards, with breathtaking sunsets.

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

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.

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 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.

cozy central apartment
Well-equipped three-room apartment that can accommodate up to four people. Particularly cool in the summer months, with a nice terrace where you can relax, smoke and have breakfast in peace. We are in the heart of Tuscany in COLLE DI VAL D'ELSA on route no. 32 of the Via Francigena, in a strategic position to reach the major tourist centers in the area by car or public transport. Free public parking 100 meters away. Possibility of shelter for bicycles.

[SAN LORENZO-DUOMO] Prestigious Historic Residence
Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.

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.

Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.
Popular amenities for Colle di Val d'Elsa family-friendly rentals
Family-friendly home rentals with a hot tub

Villa di Geggiano – Guesthouse

Nada Home

SuiteLouise.pool, Hot Tub,homeGym & private Garden

"Red Rose" apartment with view of Siena.

Palazzo Monaci - Pool in the Crete Senesi

Typical Tuscan country house

Il Fienile, Cottage in the country with Jacuzzi

La Pieve - the house next to the church
Family- and pet-friendly home rentals

Monteriggioni Castello, holiday house in Tuscany

Vittoria Chianti Vacations 🍇🍷

Beautiful medieval village!!!

Borgo Ripostena – No. 5 Garage

Florence Sunset Hills • Giogoli

Small renovated barn

Suite in Castello di Valle

Authentic Tuscan Country House WITH A/C
Family-friendly home rentals with a pool

Stone House with Exclusive Pool Codilungo in Chianti

Podere Casalino - Il Gatto

Podere La Castellina - No. 1 COTTAGE

Cercis - La Palmierina

Infinity pool in Chianti 1

Belforti Tower

The Castle of Ferrano - Castle in Tuscany

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 | $154 AUD | $150 AUD | $156 AUD | $168 AUD | $166 AUD | $156 AUD | $157 AUD | $149 AUD | $157 AUD | $156 AUD | $147 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
- Condo rentals Colle di Val d'Elsa
- Pet-friendly rentals Colle di Val d'Elsa
- House rentals Colle di Val d'Elsa
- Rentals with breakfast Colle di Val d'Elsa
- Apartment rentals Colle di Val d'Elsa
- Rentals with pools 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
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Mercato Centrale
- Spiagge Bianche
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden





