
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

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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)
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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!
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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.
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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.
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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.
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Podere Casalino - Il Gatto
Set in the peaceful countryside near the Monteriggioni Castle, Il Casalino is the result of our love for restoring an old Tuscan farmhouse. My husband and I have carefully created two apartments for our guests: Il Gatto and La Pergola. We want you to feel at home from the very first moment. If you have any questions, feel free to message me: I will reply as quickly as possible. We truly look forward to welcoming you to Il Casalino and sharing this special place with you! Warm regards, Laura
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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.
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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.
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The Castle of Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.
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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.
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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.
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Villa Mocarello "IL LECCIO"
This romantic apartment is located on the second floor of a 19th century Leopoldinian Villa. The independent entrance can be reached walking through the lush garden surrounding the house. The Villa is located in a strategic position in the middle of Tuscany, close to Florence, Siena and San Gimignano. the bus station is about ten minutes on foot, the train station about fifteen minutes,
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Popular amenities for Colle di Val d'Elsa family-friendly rentals
Family-friendly home rentals with a hot tub

Green Dome @ The Land Before Time Retreats
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Nada Home
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Typical Tuscan country house
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SuiteLouise.pool, Hot Tub,homeGym & private Garden
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Le Rondini - where it all began
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Il Vichiaccio: Accessible Chianti Villa & Jacuzzi
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White lily with a view of Siena
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Torretta Apartment
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Family- and pet-friendly home rentals

Beautiful medieval village!!!
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Vittoria Chianti Vacations 🍇🍷
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Florence Sunset Hills • Giogoli
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Borgo Ripostena – No. 5 Garage
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Small renovated barn
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Poggio Massiccioli
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Caper Cottage - Masseto In Chianti
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TOWER apartment in small castle near Florence
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Family-friendly home rentals with a pool

Infinity pool in Chianti 1
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Relaxation and charm in the Chianti hills
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Private Chianti Cottage, Garden & Vineyard Views
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Cercis - La Palmierina
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Stone House with Exclusive Pool Codilungo in Chianti
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Podere La Castellina - No. 1 COTTAGE
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Villa Isabella
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Belforti Tower
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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
- Rentals with breakfast 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
- 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)
- Cala Violina
- Stazione Santa Maria Novella
- Mugello Circuit
- Pisa Centrale Railway Station
- Uffizi Gallery
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Gulf of Baratti
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden
- Mount Amiata





