
Family-friendly vacation rentals in Colle di Val d'Elsa
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Top-rated family-friendly rentals in Colle di Val d'Elsa
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Popular amenities for Colle di Val d'Elsa family-friendly rentals
Family-friendly home rentals with a hot tub

Il Fienile, Cottage in the country with Jacuzzi
Love love love this place! Beautiful and great hosts. Spa is extra but a fair price.

Holiday House "The Seasons of Bacchus"
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👍🏼

Charming estate with views
It was a beautiful property and they were very welcoming!

M&G Apartment your home away from home
Beautiful and cosy place located at a convenient location. We enjoyed our stay. Highly recommended!

The Vichiaccio Villa with Jacuzzi in Chianti
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!

Villa di Geggiano – Guesthouse
The property is stunning and a very quiet rural setting. The view is spectacular. At night you can see all the stars. The beds and pillows are comfortable. The house is very clean. Andrea gave us a personal tour of his home and his family history is amazing. We thought it was a very personal touch to greet us at check in. He also called the day of our departure to say goodbye and came to the house for another short conversation. Andrea gave great recommendations for food, groceries, tours, etc. the location of the Airbnb made day trips very convenient. We would definitely come back. We felt refreshed after a few days. We also loved his two dogs!

Casa al Gianni - The Simignano Barn
Amazing place in forest! Need to drive 25mins from Siena, you will find the peaceful maison. Private and quiet, close to nature, rooms are large and clean. We woke up early in the morning and visited the pigs in the farm. This is dreamful retire life. Everything is so great!

LA CASA DELL' AMBRA-ANCIENT BARN RENOVATED-
Francesca was a wonderful host! Super responsive to any request/ questions. Beautiful home and perfect for trips to Florence or the Colossus. We had a beautiful time there
Family- and pet-friendly home rentals

La Maison di Monica & Simona
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!

Back Home - Apartment in Pienza
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

Within walking distance of the center and away from the chaos
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.

Casa Borgianni at Villa Caprera
We had the most amazing time at this beautiful Tuscan house! The location is stunning– nestled in the rolling hills, surrounded by olive groves. Waking up to such breathtaking views every morning was a dream come true. The house itself is full of charm and character, with traditional stone walls, beautiful windows, wooden beams, and cozy, comfortable furnishings. It was immaculately clean and had everything we needed for a relaxing stay. We especially loved the ‘tower bedroom’ with view to Siena ‘skyline’. Only downside is that you can hear the ‘Autostrada’ when the wind is ‘set wrong’.

Holiday in the Chianti Senese
We were six adults, two children (3-year-olds) and one infant staying at the house for a week. It’s located in a secluded spot with a large garden and beautiful views of the Tuscan landscape. We used all of the five bedrooms upstairs and they were dark and cool. The kitchen and living room downstairs also stayed cool. Right outside the kitchen there’s a really nice spot that’s in the shade for the most part of the day, where we had most of our meals. This is a great place to relax and enjoy a dip in the pool. However, you definitely need a car to get around. The gardener came around several times a day to maintain the pool etc. We appreciated this, but might be good to know if you’re looking for complete privacy. We also had some issues with the bathrooms; one toilet and a shower didn’t work properly but were fixed within a day and this didn’t affect our experience. The washing machine didn’t work despite repeated attempts by the host to fix it. The barbecue is in the trash room.

Antico Borgo Ripostena – n. 5 Garage
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.

APARTMENTS 3 people + 4 people
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 it only takes half an hour to get to San Gimignano. We will be happy to come back and thank you for the delicious oil and the beautiful vacation!

loft in the heart of Tuscan Chianti
We loved our stay at Giulia’s - it was like home from home and had everything we needed. It has beautiful surroundings and is great for cycling! Giulia was very helpful with recommendations and friendly too.
Family-friendly home rentals with a pool

Tuscan Villa with Privacy,Pool,near towncentre
Paradise environment, in a spectacular setting, very close to the center. House full of all comforts, elegant, perfect for a total relaxing stay. Antonio is always ready to meet your every request, kind, friendly and hospitable. Definitely back!!

Enchanting Rose Garden Pool Villa
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!

Tuscan Villa
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.

Private Villa with swimming pool in Tuscany
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!

12/14 people, WiFi, SW pool, catering
Beautiful farm and very competent and available host. Definitely recommended

La Felce Country House
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!

Casa Colle
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.

Villa Le Miccine w/ Pool - Bello Fresco Unit for 2
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 vacation rentals that are family-friendly in Colle di Val d'Elsa
Total rentals
50 properties
Nightly prices starting at
$69 CAD 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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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Gulf of Baratti
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Spiaggia Libera
- Uffizi Gallery
- CavallinoMatto
- Piazzale Michelangelo
- Spiaggia Verruca
- Parco delle Cascine
- Mercato Centrale
- Marina di Grosseto beach
- Piazza della Repubblica
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Kite Beach Fiumara
- The Boboli Gardens
- Pinocchio Park