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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

Bioagriturismo Firenze hill 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
Apartment in Montevarchi
4.95 out of 5 average rating, 192 reviews

Art-Design Fienile in the heart of Tuscany

AlisterRating, 5 stars1 week 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, 263 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.
Guest favourite
Villa in San Casciano In Val di Pesa
4.94 out of 5 average rating, 170 reviews

Wheelchair accessible Villa with Jacuzzi

GaryRating, 5 stars1 month ago
Beatrice was an amazing host. She was very responsive to our questions and always very helpful with suggestions and recommendations. This was the perfect place for our group of 8 adults for 2 weeks. The location was perfect for visiting various sites around Tuscany. Florence, Cortona, Siena and Pisa. The nearby town of Greve had some nice little restaurants for lunch/dinner. After a long day of sightseeing we would gather on the patio to have charcuterie and wine. Or gather at the family style dining table each evening. We highly recommend having Beatrice provide a home cooked meal, it was excellent! There are several wineries and olive oil tastings in the area. We took advantage of many of them. Overall we were very happy and very comfortable with our stay. We highly recommend staying here. If we ever come back we are definitely staying here again. You'll definitely get the true feel of Tuscany.
Top guest favourite
Home in Siena
4.96 out of 5 average rating, 134 reviews

Domus Nannini - Loggia Salimbeni SPA

DavidRating, 5 stars1 week ago
Great central location. Close to everything. Space is spread out so your tripping over your other guests

Family- and pet-friendly home rentals

Top guest favourite
Castle in Montecatini Val di Cecina
4.99 out of 5 average rating, 116 reviews

Belforti Tower

CharlieRating, 5 stars1 week ago
This was an incredible and relaxing getaway—we honestly wish we had stayed longer. The tower is just as magical as the photos, and the views, olive grove, and pool were even better than expected. The surrounding town is darling and quiet, with just a couple of small restaurants and markets, which made it feel like a true escape. Luca was kind and responsive throughout our stay. Just a few things to note: there are a lot of stairs, and you’ll want a smaller car to navigate the narrow roads leading up to the tower. It’s a real castle, so it’s older and rustic—but full of charm and clearly loved. The only downside was that the hot tub on the roof no longer works, which was a bit of a letdown. Still, we absolutely loved our time here and would highly recommend it.
Guest favourite
Home in Cerreto Guidi
4.95 out of 5 average rating, 474 reviews

Casa del Giardino

LoriRating, 5 stars3 weeks ago
My husband and I, plus our French Bulldog, had the pleasure of staying here for just over 3 weeks. Immediately felt like home, and host family had everything to do with that! Highly recommend. stunning views, fabulous location and some of the most gracious people I've ever met.
Guest favourite
Apartment in San Gimignano
4.95 out of 5 average rating, 130 reviews

Adalberto Apartment inside the Manor of Fulignano

KevinRating, 5 stars3 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
Flat in Montepulciano
5 out of 5 average rating, 118 reviews

Stuart White Tea Central Panoramic & Garden

MarkRating, 5 stars1 month ago
My wife, brother-in-law, and I had an incredible time in Montepulciano, and Giacomo’s apartment was the perfect place from where we started out daily adventures, took afternoon naps, and then headed out for fantastic dinners. Giacomo’s apartment was excellent, making it easy to get settled after a long day of travel. Giacomo guided us into the temporary parking spot when we got lost for a few minutes, and was quick to assist with any questions we had during our stay. The restaurant recommendations were all excellent, as well as the other activities he suggested. We will definitely stay here again when we visit Montepulciano!
Superhost
Apartment in Castelfranco di Sopra
4.83 out of 5 average rating, 251 reviews

House between Firenze, Arezzo, chianti e Siena

Sylvie & AlainRating, 5 stars4 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!
Guest favourite
Home in Certaldo
4.87 out of 5 average rating, 63 reviews

Paluffo Tower House

AzaleaRating, 5 stars1 month ago
Perfect location - could not select a more beautiful setting. Il Paluffo manages to feel luxurious and green as well as rustic with modern comforts all at the same time. The location is stunning - pictures do not do it justice. Il Paluffo is tastefully decorated, intimate with lots of amenities, and unique offerings. There was a cooking class offered while we were there! This is a truly unique and magical place, the perfect Tuscany experience.
Guest favourite
Castle in Barberino Tavarnelle
4.87 out of 5 average rating, 111 reviews

Suite in Castello di Valle

KapoRating, 5 stars2 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!
Superhost
Home in Monteroni d'Arbia
4.87 out of 5 average rating, 191 reviews

The Tower of Corsanello

PeterRating, 5 stars1 month ago
It's a really great place to stay with a great view. The bedding was clean and the bathroom was clean. There are two swings, a playground with a slide, a garden, and animals such as mountain rabbits, cats, mountain birds, snails... etc. that made the kids happy. I was grateful that the hosts were so kind and sweet. I recommend this accommodation that I want to go to again.

Family-friendly home rentals with a pool

Guest favourite
Home in Montaione
4.94 out of 5 average rating, 104 reviews

Cercis - La Palmierina

JenniferRating, 5 stars4 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, 225 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
Flat in Casole D'Elsa
4.93 out of 5 average rating, 103 reviews

Girasoli apartment with pool in farmhouse

RichardRating, 5 stars1 month ago
Beautiful rustic stay in the heart of Tuscany. Manuela was very friendly and helpful. The farm at night with the fireflies lighting up the bushes and nightingale singing in the trees was absolutely enchanting.
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
Farm stay in Monteriggioni
4.82 out of 5 average rating, 148 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 🌞
Guest favourite
Holiday home in Sovicille
4.93 out of 5 average rating, 107 reviews

Podere La Castellina - No. 2 LECCETO

SophieRating, 5 stars1 week ago
We had a great stay! Simona welcomed us warmly and showed us everything in peace. The Airbnb is beautifully situated in the middle of nature – perfect for unwinding and unwinding. The place was very clean, lovingly and cozily. We felt completely comfortable and would come back anytime. Thank you for the wonderful time!
Top guest favourite
Flat in Barberino Val d'Elsa
4.99 out of 5 average rating, 121 reviews

Apartment in Chianti at Mulino dell 'Argenna

SophieRating, 5 stars2 weeks ago
We had a lovely stay! Elisa and Alessandro are so kind and very helpful with anything we needed. They made a reservation at a restaurant for us when everything was fully booked. Thank you for your great hospitality!
Top guest favourite
Flat in Castellina in Chianti
4.95 out of 5 average rating, 169 reviews

Visit Chianti, Siena, Florence, S.Gimignano

GuillermoRating, 5 stars2 weeks ago
Franco's place exceeded our expectations! The surrounding views were breathtaking. We loved the fantastic amenities, especially the pool and ping-pong table, which were great for recreation. The location is perfect, being very close to San Donato, renowned as one of Italy's most beautiful towns. We discovered numerous neat spots to taste and buy local wine! A quick tip for future guests: plan your meals as finding food spontaneously can be tricky, and a vehicle is definitely recommended for getting around.

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    $64 SGD 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

  • Wifi availability

    40 properties include access to wifi

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