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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

Top guest favourite
Cottage
4.95 out of 5 average rating, 142 reviews

Il Fienile, Cottage in the country with Jacuzzi

KimberleyRating, 5 stars1 week ago
Love love love this place! Beautiful and great hosts. Spa is extra but a fair price.
Guest favourite
Home
4.97 out of 5 average rating, 108 reviews

Holiday House "The Seasons of Bacchus"

KanchayaRating, 5 stars6 months ago
The house is so nice, clean and cozy. Daniele gives us many helpful tips and place to go, very nice and proactive host.We enjoy our stay very much thanks to Daniele. The place is peaceful and easy to go anywhere, Pisa, Lucca, Florence and Cinque terra. Such a lovely house , highly recommend for family trip👍🏼
Guest favourite
Villa
4.91 out of 5 average rating, 122 reviews

Villa in Montepulciano with a Pool

LindaRating, 5 stars3 weeks ago
We had a wonderful time in Tuscany! We were able to make use of the pool on the first day with our two boys, 7 and 4. We visited Pienza, Montepulciano and Montelccino. We also purchased two of the wines from the estate. Alex made everything very easy and was a great host!
Superhost
Home
4.86 out of 5 average rating, 257 reviews

Charming estate with views

ElliotRating, 5 stars1 week ago
It was a beautiful property and they were very welcoming!
Top guest favourite
Flat
4.94 out of 5 average rating, 302 reviews

M&G Apartment your home away from home

JodyRating, 5 stars1 day ago
A wonderful place. Away from the crowds and very charming.
Guest favourite
Villa
4.94 out of 5 average rating, 168 reviews

The Vichiaccio Villa with Jacuzzi in Chianti

LiatRating, 5 stars3 weeks ago
We spent a week at Il Vichiaccio and I already miss the house. The house was perfect for a family of 5 adults. We felt immediately at home, had all what we needed. The location and views are awsom, even more beautiful than in the pictures. Plenty of great wineries and restaurants in the ares. Beatrice is a great host, answered every question we had, gave us recommendations and even helped us when our daughter didn't feel well. We strongly recommend!
Top guest favourite
Cottage
4.99 out of 5 average rating, 131 reviews

Villa di Geggiano – Guesthouse

HarshalRating, 5 stars2 weeks ago
Our stay at this vineyard house in Geggiano was pure magic. Surrounded by rolling hills and vines, the home was cozy, beautifully kept, and full of rustic charm. Host Andreas was incredibly welcoming—he gave us a wonderful tour of both the guest house and the historic villa, which made the experience even more special. We loved sipping wine on the outdoor at sunset and exploring nearby Siena. Peaceful, scenic, and truly unforgettable—highly recommend!
Guest favourite
Farm stay
4.93 out of 5 average rating, 354 reviews

Romantic stay at a bio-agritourism in Florence

MayraRating, 5 stars2 weeks ago
This was one of our favorite Airbnb stays and experiences. The farm is beautiful, well-located, and sustainable. It offers tranquility and genuine hospitality. We highly recommend the cooking class we took with Francesa. She not only taught us how to cook amazing pasta, but she also taught us so much about ingredients and served us incredible food sourced locally. It was an unforgettable experience. Francesca and her family were so welcoming and made us feel at home. Their farm work is inspiring, and we appreciate their work and genuineness. We will definitely return soon!

Family- and pet-friendly home rentals

Superhost
Flat
4.78 out of 5 average rating, 189 reviews

La Maison di Monica & Simona

JurgitaRating, 5 stars3 weeks ago
Really enjoyed the stay: the place is spacious and cozy (even more beautiful than in the pictures :)), there was everything you need: bed linen, towels, everything equipped with kitchen. The hosts are friendly and although they don't speak much English, but they explain everything:)... The town is charming too - full of historical buzz. There is a small thermal spring quite close (from the property maybe 5 min walk) - quite hot so only one of us bathed, but our feet were all soaked;)... We had a wine at the townhome's bar - it was very nice to interact with the locals. Literally, the warmest feedback - thank you for everything!
Top guest favourite
Flat
4.9 out of 5 average rating, 164 reviews

Back Home - Apartment in Pienza

DanieleRating, 5 stars1 week ago
Valeria is always kind and available. Arriving with bicycles was super flexible on check-in time and made us fix the bikes in the house without any problem. Clean and comfortable apartment and just outside the walls of Pienza, therefore foreign to the tourist hustle and bustle. I recommend it
Guest favourite
Guest suite
4.95 out of 5 average rating, 171 reviews

Within walking distance of the center and away from the chaos

BettinaRating, 5 stars1 week ago
Stefania's place is ideal for spending a few days in Florence. It has everything you need and the center remains within walking distance or bus. The fridge is a little noisy at night and may have bothered us from time to time.
Guest favourite
Home
4.93 out of 5 average rating, 126 reviews

Antico Borgo Ripostena – n. 5 Garage

ErinRating, 5 stars3 weeks ago
We had a wonderful stay with our two kids, the games room, pool and forest kept them entertained so we could relax, and we all enjoyed the beautiful Tuscan landscape and dinner on the terrace. The property is ideally situated to explore nearby sienna and Florence. Martina is a fantastic host, made us feel welcome and provided everything we could have needed. Highly recommend.
Superhost
Flat
5 out of 5 average rating, 4 reviews

APARTMENTS 3 people + 4 people

KasiaRating, 5 stars34 months ago
Claudia is a great host, always very helpful and super nice. We felt very comfortable. The apartments have everything you need, the pool is great - very clean and with a wonderful view. The location is also great - in about 15 minutes you are in the Volterra and up to San Gimignano you only need half an hour. We will be happy to come back and thank you for the delicious oil and the nice holiday!
Guest favourite
Home
4.8 out of 5 average rating, 101 reviews

loft in the heart of Tuscan Chianti

Jean-CharlesRating, 5 stars1 week ago
Very good stay at Giulia's. Pleasant and spacious house. Good location to discover Chianti and its white paths.
Top guest favourite
Villa
5 out of 5 average rating, 105 reviews

Poggio del Fattore-Villa with pool, hilltop, Chianti

VeraRating, 5 stars7 months ago
A truly stunning place with incredibly welcoming hosts. The villa exceeded our expectations in every way. The interior is filled with beautiful historic furniture, details, paintings, and books. The cozy fireplace in the living room added a special charm. We loved making pizza in our very own wood-fired oven, using the outdoor BBQ, and dining al fresco surrounded by breathtaking views. Every moment at Poggio del Fattore felt special, offering the perfect blend of comfort and authenticity. Highly recommended for anyone looking to experience the beauty of the Tuscan countryside in style!
Superhost
Farm stay
4.8 out of 5 average rating, 117 reviews

La Manonera Farmhouse "La Casa Rosa for families"

SylvanaRating, 5 stars7 months ago
The only thing I could say negative is the lack of lighting for the kitchen and dining room. For the rest everything is perfect if you like the countryside decor:-)

Family-friendly home rentals with a pool

Superhost
Farm stay
4.86 out of 5 average rating, 7 reviews

Margherita

SusanneRating, 5 stars9 months ago
We had a lovely time with Cristiana and Sergio. The apartment "La Margherita" was very clean and spacious. The children enjoyed the pool and there was plenty of room for everyone. We received helpful tips and Cristiana was always open to questions and responded very quickly. For chess lovers, there is a beautiful board in a great location. Highly recommended!
Top guest favourite
Villa
4.85 out of 5 average rating, 86 reviews

Enchanting Rose Garden Pool Villa

MarkRating, 5 stars7 months ago
We booked Villa Montechiarone as part of our wedding at Montechiaro Organic Winery to house a group of 7 guests. The property sits around 500m from the winery itself, with views out over the Tuscan countryside, it's a breathtaking location and the villa itself is an incredible space. There are 2 huge indoor living areas, a well equipped kitchen, 4 spacious bedrooms and an outdoor covered terrace, as well as the garden and pool area. There is real character in the property in the way it is decorated as well as the imposing facade of the building itself. The pool area is spacious and well placed to take in the most of the view, and there is a car port with parking for at least 4 cars covered, with plenty more room if required beyond. Overall perfect for housing our guests who had a great experience and were very thankful for the help whilst checking out also!
Guest favourite
Villa
4.86 out of 5 average rating, 83 reviews

Tuscan Villa

DeeRating, 5 stars7 months ago
Five friends made to feel very welcome to this beautiful spacious villa with a lovely pool set amongst olive groves. The scenery that surrounded us was beautiful. Invited to Mark's villa who shared his knowledge and history of the olive groves which was very interesting and the hospitality received was first class (vino and yummy bruschetta's). This was the perfect place to stay and would highly recommend.
Top guest favourite
Villa
4.94 out of 5 average rating, 69 reviews

Private Villa with swimming pool in Tuscany

TomášRating, 5 stars7 months ago
We had a wonderful stay at the villa in Tuscany and felt at home right away. The hosts, Silvana, Iacoppo, and Bruno, took excellent care of us and were always attentive to our needs. The villa itself is spacious and well-equipped with everything one could ask for. The beautiful pool with its stunning views and the cozy fireplace area were definite highlights. It was the perfect place to unwind and enjoy the Tuscan countryside. Thank you again for an unforgettable stay!
Superhost
Flat
4.9 out of 5 average rating, 10 reviews

12/14 people, WiFi, SW pool, catering

AndreaRating, 5 stars1 month ago
Beautiful farm and very competent and available host. Definitely recommended
Top guest favourite
Flat
4.98 out of 5 average rating, 107 reviews

La Felce Country House

GarrettRating, 5 stars7 months ago
Cristina is the ultimate host! Everything was immaculate and set up for us. We traveled with two young kids, and she was proactively prepared with a crib & high chair. She also had amazing recommendations and answered any questions for us. Led us to a spectacular sunset winery in the hills. The premise has stunning views and hanging poolside in the mountains, was just what the doctor ordered. Highly recommended and makes you feel like family!
Guest favourite
Flat
4.91 out of 5 average rating, 34 reviews

Casa Colle

SallyRating, 5 stars8 months ago
We had a very relaxing few days staying with Lucy and her family, and their dog Amber. They were really friendly and welcoming, and always ready to answer any queries we had. The pool area was lovely, and extremely peaceful. The accommodation was spacious, very clean and comfortable. The village is small with a butchers and bakers, a couple of restaurants and a bar. We did a lovely circular walk from the property through the woods to the nearby hill top village, Castel Vecchio. There’s nothing in the village but it’s very pretty and the views are great. You need a car to get to the supermarket and Lucca is a very easy 20 minute drive away. We had a super time and thank you Lucy for your generous hospitality.
Guest favourite
Farm stay
4.97 out of 5 average rating, 100 reviews

Villa Le Miccine w/ Pool - Bello Fresco Unit for 2

KimberleyRating, 5 stars7 months ago
Paula has not only created a beautiful sanctuary that perfectly reflects Tuscan culture, but offers wine tasting and a vineyard tour on her property. The location of this gem of a place is centrally located in the Chianti region , making it a perfect home base for day trips to Assisi, Firenze and nearby small villages that offer great restaurants and quaint shops. The region is cycling friendly, as well as offering places for day hikes. Staying here for five days was one of highlights of our Italian adventure.....and we highly recommend experiencing the perfect place to stay in Tuscany and the warmth and friendliness that Paula, Ferderico and her staff offer!!

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    £38 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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