
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 $101 NZD 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)
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Casa al Gianni - Oak
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!
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Sentier Elsa and Francigena Apartment
Two-room apartment with a kitchen and a large bedroom, small private bathroom without a bidet. Shared garden and nearby parking. Great location, close to the main road, 5 minutes by car from the historic center of Colle val d'Elsa. Siena, Monteriggioni, Volterra and Florence are easily accessible. We are a few minutes' walk from the entrance to the "Sentier Elsa" park and on the Francigena between San Gimignano and Siena. The property is located in an urban area, and there may be noise from cars during the day.
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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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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
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Il Poggino Apartment
Strategic location with beautiful view of the highest part of the village. The apartment, recently renovated while maintaining the original rustic architecture and furnished in a modern style, has 1 living room with equipped kitchen, TV, air conditioning, and 2 bedrooms, 1 double and 1 triple, each equipped with private bathroom with shower, Wi-Fi connection and air conditioning. Private parking, a separate entrance with a covered courtyard and a small garden are also available to our guests.
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Vittoria Chianti Vacations 🍇🍷
Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.
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La Casina di Piano Colle di Val d'Elsa
In the heart of Tuscany between Siena, Florence, San Gimignano, you will find a welcoming place where you can rest, and share your itinerary with owners who, like you, love to travel. You will have an equipped kitchen with a living room, 2 bedrooms for a total of 4 beds, with the possibility of reaching 5. Bathroom with hairdryer, wifi, air conditioning, garden, luggage and bike storage, free parking. A few meters away are all the useful services, pharmacy, laundromat, refreshments.
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange 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.
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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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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.
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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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Popular amenities for Colle di Val d'Elsa family-friendly rentals
Family-friendly home rentals with a hot tub

Villa di Geggiano – Guesthouse
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Typical Tuscan country house
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La Pieve - the house next to the church
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Green Dome @ The Land Before Time Retreats
Indoor spacesFamilyCleanliness

Luxury frescoed apartment in the historical center
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Agriturismo La Villa - L'Olivo, Pool & Hot Tub
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Nada Home
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Domus Nannini - Loggia Salimbeni SPA
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Family- and pet-friendly home rentals

Villa of the 2 Olive Trees (Abbadia Isola)
Indoor spacesFamilyComfort

Monteriggioni Castello, holiday house in Tuscany
Indoor spacesKitchenWi-Fi

Poggio Massiccioli
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Tuscan Counrtry Detached House. Wi-Fi Free
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Apartment in Tuscan farm house.
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Manor House - IlVillinoFarmhouse
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Belforti Tower
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Florence Sunset Hills • Giogoli
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Family-friendly home rentals with a pool

Podere Casalino - Il Gatto
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Cercis - La Palmierina
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Stone House with Exclusive Pool Codilungo in Chianti
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Villa Isabella
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Relaxation and charm in the Chianti hills
Indoor spacesFamilySleep quality

Podere La Castellina - No. 1 COTTAGE
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Infinity pool in Chianti 1
FamilyIndoor spacesWi-Fi

Explore Chianti from a Charming Stone House
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When is the best time to visit Colle di Val d'Elsa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $183 NZD | $178 NZD | $185 NZD | $200 NZD | $196 NZD | $185 NZD | $186 NZD | $176 NZD | $186 NZD | $185 NZD | $175 NZD | $176 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
- 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)
- Mugello Circuit
- Cala Violina
- Stazione Santa Maria Novella
- Spiagge Bianche
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pisa Centrale Railway Station
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden





