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Family-friendly holiday rentals in Colle di Val d'Elsa

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Colle di Val d'Elsa family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Farm stay in Figline e Incisa Valdarno
4.93 out of 5 average rating, 323 reviews

Bioagriturism hills Florence 3p

HimaliRating, 5 stars1 month ago
Everything was great about the stay! We were really starving the day of ur arrival and Francesca was able to bring us some food for her that was all needed to kick start our day!
Guest favourite
Condo in Montevarchi
4.95 out of 5 average rating, 192 reviews

Art-Design Fienile in the heart of Tuscany

AlisterRating, 5 stars2 weeks ago
Incredible trip. Paola and Michele were so friendly and welcoming. Always there to give advice and make sure you had everything you needed. The little converted hay barn was just beautiful and lovely. Location wise it just couldn’t be beaten. The garden was amazing and we ate outside morning and night, easy access to amazing Tuscany countryside and also a short trip on the train to Florence from Montevarchi. Loved every minute we were there and we were sorry to leave. Would highly recommend.
Top Guest favourite
Cottage in San Casciano In Val di Pesa
4.95 out of 5 average rating, 147 reviews

Il Fienile, Cottage in the country with Jacuzzi

BethanyRating, 5 stars2 weeks ago
If I could move in here permanently, I would. What a gorgeous stay with responsive and respectful hosts. Everything was as described, the hot tub was glorious, and we loved looking through the binder of photos of painstaking restoration over the years.
Top Guest favourite
Home in Figline e Incisa Valdarno
4.96 out of 5 average rating, 105 reviews

Torretta Apartment

DebbieRating, 5 stars1 week ago
I can not say enough about Alessandra and her amazing land! It was the most magical place we have ever been to. We are taking a 3 month trip, hitting up 21 cities in Europe and this is BY far the best! She was so kind and took us shopping and back to our train! She was always there when we needed her.thank you Alessandra we will see you next year!
Guest favourite
Cottage in Radicondoli
4.93 out of 5 average rating, 137 reviews

Beautiful renovated barn in Tuscany

PhilippRating, 5 stars3 weeks ago
We had a wonderful week in Gloria's house. Our four-legged friend also felt totally comfortable in nature. The house is small but nice and has everything you need. The property is a nice size and is perfect for eating outside, relaxing in the hot tub or just lying in the sun. The way to the house is a little challenging, but with a normal car and a little driving experience it can be mastered. Gloria was always available to us and gave us good excursion tips for the area in advance. Even with any inquiries, she always reacted very quickly and helped us. It is perfect for simply getting out and enjoying the nature and tranquility of Tuscany. We will be happy to come back!
Guest favourite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

AndrewRating, 5 stars1 week ago
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.
Top Guest favourite
Apartment in Siena
4.91 out of 5 average rating, 129 reviews

Villa'Colombaiolo di Marciano', 28

HannahRating, 5 stars3 weeks ago
We loved staying here and had the most fantastic time. They were super helpful and responsive to everything and we can’t wait to go back.
Guest favourite
Condo in Casole d'Elsa
4.93 out of 5 average rating, 156 reviews

La Casetta

RamRating, 5 stars1 month ago
Both Barbara and Andrea were very welcoming and forthcoming when we encountered a hitch in our travel plans. They are unusually friendly, and accommodating hosts. The house is a great base for exploring the surrounding area and is tastefully decorated. Highly recommended!

Family- and pet-friendly home rentals

Guest favourite
Cottage in Fungaia, Monteriggioni
4.83 out of 5 average rating, 273 reviews

Countryside, 10 min from Siena

FabioRating, 5 stars6 days ago
I chose this Tuscan cottage together with my husband because we were looking for a quiet and peaceful place to spend a few days and we had a great time at Letizia's and felt at home. The area offers some walks in the woods, but a 10-minute drive away there is more movement in the city of Siena. In the evening, we were also able to attend a show that was nothing short of magical: his olive grove filled with fireflies! Exciting. To complete the whole Asia, Letizia's dog, sociable, good and sweet. Letizia was always available, polite and precise in providing information. His house is clean and tidy. Highly recommended!
Guest favourite
Condo in San Gimignano
4.95 out of 5 average rating, 130 reviews

Adalberto Apartment inside the Manor of Fulignano

KevinRating, 5 stars4 weeks ago
A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.
Top Guest favourite
Villa in Tavarnelle Val di Pesa
4.94 out of 5 average rating, 147 reviews

GUIDI POWER

TerryRating, 5 stars1 week ago
Giuliani is a wonderful host who made us feel as if this slice of paradise was our home, too. The location, the meticulously restored home, the views all make for the ultimate Tuscan experience. But Giuliani and her husband bring it all together with their warmth and attentiveness. It was a tough place to say goodbye to — for now. If you are looking for a Tuscan experience, this is it. And remember to ask for the hosts’ home-cooked meal. It is a culinary experience in the very best sense.
Guest favourite
Farm stay in Ulignano
4.9 out of 5 average rating, 135 reviews

A few steps from Volterra, La Rosa Apartment

桂子Rating, 5 stars1 week ago
A lovely antique home in a wonderful environment.The large garden is also well maintained and there is a beautiful view of the town of Portera.Delicious mountain spring water that is always flowing.It's full of good things 。
Superhost
Condo in Castelfranco di Sopra
4.83 out of 5 average rating, 251 reviews

House between Firenze, Arezzo, chianti e Siena

Sylvie & AlainRating, 5 stars6 days ago
We were immediately enchanted by this property. Everything here makes up the image that one can have of the beautiful Tuscan countryside. At the top of the hill overlooking the valley, the view is splendid and romantic. The property has been renovated with today's comforts while retaining its soul of yesteryear. You feel good right away, the energy is beneficial, nature, animals, everything is in harmony! The welcome, Oscar's cooking, the superb pool, the shaded terrace, the hearty homemade breakfasts! It's more than a favorite, this place is a gem! We'll be back!
Top Guest favourite
Home in San Gimignano
4.95 out of 5 average rating, 224 reviews

Tuscan house: green, relax: amazing view!

Mafalda E SalvadorRating, 5 stars1 month ago
Thank you very much for your kindness and for the fantastic family home. Beatrice's recommendations were fantastic (we followed all her recommendations for both San Gimigniano and Piza and Siena) and we felt right at home.
Guest favourite
Cottage in Sovicille
4.91 out of 5 average rating, 137 reviews

Apartment for 2 with super views+pool near Siena

NickRating, 5 stars1 week ago
Mario is a wonderful host, we had great pleasure enjoying a glass of vino or 2 and listening to his stories. At the same time he was very respectful of our time and personal space. This is a very traditional place, beautiful surroundings and very peaceful. Easy reach of Siena, plenty of local restaurants. It's an absolute pleasure staying here and will definitely return.
Guest favourite
Castle in Barberino Tavarnelle
4.87 out of 5 average rating, 111 reviews

Suite in Castello di Valle

KapoRating, 5 stars3 weeks ago
We come from Hong Kong, and a building like this is not often seen there. We are very happy to have had the chance to stay at the house. Some of the details in the house really impressed us, especially the antique furniture! Pietro is a great host—very friendly and responsive. I had some pleasant conversations with him. Thanks again!

Family-friendly home rentals with a pool

Top Guest favourite
Holiday home in San Donato In Poggio
4.98 out of 5 average rating, 140 reviews

Chianti Penthouse with panoramic View & Pool

AntoniaRating, 5 stars1 month ago
Giada's penthouse apartment was the perfect spot for a relaxing stay in Tuscany. Accessible to so many Chianti vineyards, we only wish we'd had more time staying there to explore, and less rainy weather, to enjoy the on site amenities like the pool and the two balconies more. She also gave us recommendations for the area which were super helpful! We would happily stay again.
Top Guest favourite
Farm stay in Pisa
4.99 out of 5 average rating, 298 reviews

Tenuta Chiudendone in Tuscany

KarenRating, 5 stars3 days ago
Wonderful place for a family and to recharge in our busy trip to Italy. Sign up for the farm to table experience when you stay. The hosts could not have been more helpful and wonderful. Beautiful property and accommodation.
Guest favourite
Home in Montaione
4.94 out of 5 average rating, 104 reviews

Cercis - La Palmierina

JenniferRating, 5 stars6 days ago
We had an absolutely amazing time at Daniela’s place - it was clean, had stunning views and was quick access to Pisa, Florence & Siena. Beautiful pool and lovely terrace with amazing views and sunsets. The kitchen also had everything we needed, including local olive oil and pasta & local wine as a welcoming gift. Daniela went above and beyond providing us with lilos and a pump for the pool too. Overall, 10/10 stay!
Superhost
Holiday home in Casole d'Elsa (SI)
4.89 out of 5 average rating, 226 reviews

Studio in Tuscan farmhouse with pool & views

BarbaraRating, 5 stars1 week ago
Fabio and Sarah's farm is a true oasis of peace and tranquility! We were warmly welcomed and immediately felt at home! It was an extremely pleasant stay in the name of nature and the beautiful surrounding landscapes. The pool, with a view of the valley, is truly splendid! The accommodation provided is well maintained and tastefully furnished! Fabio was very helpful and kind: he was a great help in solving a problem we had as soon as we arrived! We will definitely return to this paradise...a wonderful place where you slow down and rediscover the beauty of nature 💚 Thanks Fabio and Sarah!
Guest favourite
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 192 reviews

Stone House with Exclusive Pool Codilungo in Chianti

SarahRating, 5 stars1 week ago
We can't imagine a more beautiful place to stay while we visited Chianti! The location is absolutely heavenly, and Emanuela's home is stunning. Everything was so comfortable, and our family particularly loved spending time outside and enjoying the pool. It's conveniently located for several Tuscan day trips, and there are many amazing wineries nearby. And the icing on the cake were Emanuela and Giovanni, who went above and beyond in helping us throughout our trip - from recommendations and help with reservations to having a few food items and coffee stocked for our first day's breakfast. Easily the best hosts we've ever enjoyed in our years staying in Airbnbs!
Superhost
Apartment in Monteriggioni
4.81 out of 5 average rating, 182 reviews

S.M."Abbadia" a real Tuscan house

MiriamRating, 5 stars2 weeks ago
Sara was super helpful in accommodating us at different times, as we were a group of 7 people with different arrival times at the apartment. Cleanliness at the top and beautiful pool with super well-kept garden. The location is excellent for visiting the most beautiful villages in Tuscany!
Top Guest favourite
Farm stay in Palaia
4.98 out of 5 average rating, 169 reviews

Countryside Dream farm in Tuscany

MercedesRating, 5 stars3 days ago
We had the most magical stay at this Tuscany farm! The property is absolutely stunning — nestled among rolling vineyards and olive groves, with postcard-perfect views in every direction. Our apartment was spacious, charming, and had everything we needed for a comfortable stay. The hosts were incredibly kind and welcoming, sharing local recommendations. Our kids loved meeting the animals, exploring the grounds, and especially swimming in the beautiful pool overlooking the hills — it was a total dream! Evenings on the terrace with a glass of wine and the Tuscan sunset were unforgettable. This was a once-in-a-lifetime experience for our family, and we can't wait to return. Highly recommend to anyone looking for a peaceful, authentic Tuscan escape! 🌿🍷☀️
Superhost
Farm stay in Monteriggioni
4.82 out of 5 average rating, 149 reviews

Podere Casalino - La Pergola

GeorgieRating, 5 stars9 months ago
Laura and Jeremy’s Airbnb is so special and we are so glad we had 5 nights here. It’s the location, the house, it’s surrounding, the vegetable patch, dogs, incredible pool and Laura + Jeremy themselves that make it so lovely. The villa became our home base and was so peaceful and calm with everything we needed. It was the type of experience that made us want to move in forever. Jeremy even brought us fresh tomatoes and herbs from the garden, bellissimo! If you are reading this review, please do yourself a favour book. Recommend a hire car and buying produce to cook up some delicious meals to eat under the Tuscan sun 🌞

Quick stats about holiday rentals that are family-friendly in Colle di Val d'Elsa

  • Total rentals

    50 properties

  • Nightly prices starting at

    $83 NZD before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 properties include access to Wi-Fi

Destinations to explore