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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 $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.

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Guest favourite
A spacious living area features a large wooden table set for a meal, adorned with fresh fruits and glassware. A comfortable red couch is positioned nearby, complemented by framed black and white photographs on the wall and stylish pendant lights above.
Condo in Casole d'Elsa
4.93 out of 5 average rating, 194 reviews

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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Top Guest favourite
A charming rustic farmhouse is set against a dramatic sky, framed by lush green trees. The exterior features warm-toned walls and a tiled roof, while a spacious yard includes seating arrangements for outdoor relaxation, inviting guests to enjoy the serene countryside.
Holiday home in loc. Simignano
4.93 out of 5 average rating, 241 reviews

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!

Indoor spacesFamilyBackyard

Guest favourite
A spacious bedroom features a large, woven bed with a soft blue quilt, complemented by light-colored walls. A comfortable armchair is situated near the window, allowing natural light to brighten the space. A bedside table holds a lamp and additional textiles are neatly arranged.
Apartment in Colle di Val d'Elsa
4.8 out of 5 average rating, 117 reviews

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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Guest favourite
A panoramic view of an ancient Tuscan village is depicted, showcasing stone buildings and a prominent clock tower. The landscape features rolling hills in the background, with trees partially obscuring the view. The warm tones of the architecture contrast with the blue sky.
Apartment in Colle di Val d'Elsa
4.79 out of 5 average rating, 393 reviews

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.

FamilyKitchenRiver

Superhost
A cozy sleeping area features a spacious bed with a neutral-toned blanket. Textured stone walls provide a rustic backdrop, complemented by rich red curtains framing a window. A simple shelf with books adds functionality, while a chandelier illuminates the space above.
Condo in Colle di Val d'Elsa
4.78 out of 5 average rating, 192 reviews

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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Guest favourite
A modern kitchen is shown, featuring a gas stove, oven, and minimalistic cabinetry. A stone wall adds rustic charm, while soft lighting enhances the warm ambiance. A table is set with glasses and a bottle of wine, inviting a relaxed dining experience.
Apartment in Colle di Val d'Elsa
4.92 out of 5 average rating, 118 reviews

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.

KitchenFamilyBarbecue

Guest favourite
An aerial view captures a charming Tuscan farmhouse nestled within lush green vineyards and rolling hills. The property features a rustic stone exterior and a terracotta roof, complemented by surrounding greenery and a clear blue sky.
Holiday home in Poggibonsi
4.94 out of 5 average rating, 204 reviews

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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Top Guest favourite
A well-maintained garden area is visible, featuring lush green grass and small trees. The exterior of the building is constructed with light-colored bricks, while the sky above is partly cloudy, creating a calm atmosphere. Nearby, additional greenery and residential buildings can be seen.
Condo in Colle di Val d'Elsa
4.94 out of 5 average rating, 105 reviews

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.

Indoor spacesFamilyWalkability

Top Guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5.0 out of 5 average rating, 350 reviews

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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Top Guest favourite
A modern kitchen and dining area features a wooden ceiling and a light wooden floor. A dining table with four chairs is positioned near a large window. A counter with kitchen appliances and storage is visible, alongside decorative plants that add a touch of greenery.
Home in Colle di Val d'Elsa
4.99 out of 5 average rating, 133 reviews

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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Top Guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 104 reviews

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.

KitchenIndoor spacesComfort

Guest favourite
A terrace space is featured, showcasing a table set with dinnerware and wine, surrounded by black metal chairs. Latticed trellises adorned with climbing plants frame the area, and flower boxes with vibrant blooms add a touch of color to the setting.
Apartment in Colle di Val d'Elsa
4.89 out of 5 average rating, 158 reviews

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

When is the best time to visit Colle di Val d'Elsa?

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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
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