
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 $105 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, Wi-Fi 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)
FamilyKitchenBreakfast
4.93 out of 5 average rating, 197 reviews
Casa al Gianni - Hut
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 spacesKitchenShared spaces
4.93 out of 5 average rating, 294 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.
FamilyKitchenWalkability
4.8 out of 5 average rating, 120 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.
FamilyIndoor spacesValue
4.79 out of 5 average rating, 394 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
Indoor spacesFamilyCheckout
4.78 out of 5 average rating, 193 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.
FamilyKitchenBarbecue
4.93 out of 5 average rating, 120 reviews
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.
Indoor spacesKitchenAccuracy
4.93 out of 5 average rating, 121 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.
FamilyIndoor spacesAccuracy
4.94 out of 5 average rating, 106 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.
FamilyKitchenAccuracy
5.0 out of 5 average rating, 352 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.
KitchenFamilyOutdoor spaces
4.99 out of 5 average rating, 135 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.
KitchenFamilyOutdoor spaces
4.98 out of 5 average rating, 107 reviews
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.
KitchenIndoor spacesAccuracy
4.97 out of 5 average rating, 254 reviewsPopular amenities for Colle di Val d'Elsa family-friendly rentals
Family-friendly home rentals with a hot tub

Agriturismo La Villa - L'Olivo, Pool & Hot Tub
Indoor spacesKitchenParking
4.98 out of 5 average rating, 241 reviews
Villa di Geggiano – Guesthouse
Indoor spacesFamilySleep quality
4.99 out of 5 average rating, 155 reviews
Green Dome @ The Land Before Time Retreats
FamilyIndoor spacesAmenities
4.95 out of 5 average rating, 188 reviews
Farmhouse in Chianti with Swimming Pool
Indoor spacesKitchenSleep quality
4.99 out of 5 average rating, 516 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
Indoor spacesKitchenPets
4.91 out of 5 average rating, 128 reviews
Domus Nannini - Loggia Salimbeni SPA
Indoor spacesFamilyCheck-in
4.96 out of 5 average rating, 156 reviews
Luxury frescoed apartment in the historical center
Indoor spacesFamilyView
4.97 out of 5 average rating, 116 reviews
A Big Dream in a Little Tower.
FamilyIndoor spacesPool
4.95 out of 5 average rating, 222 reviewsFamily- and pet-friendly home rentals

Villa of the 2 Olive Trees (Abbadia Isola)
KitchenFamilySleep quality
4.97 out of 5 average rating, 174 reviews
Dina's House for 4 persons.
KitchenIndoor spacesGetting around
4.87 out of 5 average rating, 137 reviews
Monteriggioni Castello, holiday house in Tuscany
Indoor spacesKitchenWalkability
4.95 out of 5 average rating, 298 reviews
Case nell'aia Arco, apartment in Chianti and pool
Indoor spacesKitchenCheckout
4.98 out of 5 average rating, 129 reviews
Apartment in a Tuscan farmhouse at Le Pietre Vive
KitchenFamilyPets
4.92 out of 5 average rating, 359 reviews
Poggio Massiccioli
Indoor spacesKitchenOutdoor spaces
4.92 out of 5 average rating, 389 reviews
Vittoria Chianti Vacations 🍇🍷
FamilyKitchenComfort
4.94 out of 5 average rating, 205 reviews
Typical Tuscan Country House WITH A/C
Indoor spacesFamilyAccuracy
4.98 out of 5 average rating, 294 reviewsFamily-friendly home rentals with a pool

Cercis - La Palmierina
Indoor spacesKitchenAccess
4.96 out of 5 average rating, 147 reviews
Stone House with Exclusive Pool Codilungo in Chianti
Indoor spacesFamilyBiking
4.98 out of 5 average rating, 218 reviews
Villa Isabella
Indoor spacesKitchenSleep quality
4.96 out of 5 average rating, 209 reviews
Infinity pool in Chianti 1
Indoor spacesKitchenBarbecue
5.0 out of 5 average rating, 143 reviews
Podere Casalino - Il Gatto
Indoor spacesKitchenSleep quality
4.91 out of 5 average rating, 117 reviews
Linearis apt B (4+2) Toscana
Indoor spacesFamilyLocation
4.89 out of 5 average rating, 160 reviews
Podere La Castellina - No. 4 FICO
KitchenFamilyAccuracy
4.96 out of 5 average rating, 110 reviews
The Castle of Ferrano - Castle in Tuscany
FamilyKitchenNearby
4.99 out of 5 average rating, 227 reviewsWhen 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 | $191 NZD | $186 NZD | $193 NZD | $208 NZD | $205 NZD | $193 NZD | $194 NZD | $184 NZD | $194 NZD | $193 NZD | $182 NZD | $184 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
- Rentals with pools Colle di Val d'Elsa
- Apartment rentals 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
- Stazione Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Gulf of Baratti
- Piazza della Repubblica
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden





