
Family-friendly holiday rentals in Greve in Chianti
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Top-rated family-friendly rentals in Greve in Chianti
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Popular amenities for Greve in Chianti family-friendly rentals
Family-friendly home rentals with a hot tub

Bioagriturismo colline Firenze 3p
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!

Art-Design Fienile in the heart of Tuscany
What a lovely spot to stay! The rental is quite large, with a spacious downstairs and a nice bedroom upstairs, and the views are amazing. It is located in a gorgeous part of Tuscany. Hosts were friendly. I especially appreciated the hot tub!

Torretta Apartment
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!

Charming estate with views
We had wonderful holidays in the middle of the vineyards of Tuscany. Bernadino is a very pleasant, unobtrusive and attentive host.

Wheelchair accessible Villa with Jacuzzi
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.

LA CASA DELL' AMBRA-ANCIENT BARN RENOVATED-
The accommodation is simply wonderful and has its own charm! The reception was very familiar and personal, so you felt comfortable right away. The accommodation has everything you need and beyond, there are also many useful utensils in the accommodation. Francesca is a really very friendly and helpful hostess who gave us a good feeling on vacation from the beginning. From here, you can explore Tuscany very well and also explore very beautiful regions on foot. Unfortunately, the access to the accommodation is unpaved and a little more difficult to reach, but otherwise the accommodation is just perfect.

Romantic stay where Tuscany meets the sky!
Simply unbelievable – a secluded haven with everything you'd want from a holiday home in the Italian countryside. We spent 6 days with our two young kids at Monica's place, and had one of the best holidays ever. The house is beautiful, well-equipped and charming, and the views are out of this world. Sunset out of the bedroom window will stay with me forever! Then there's the gardens - lots of room for kids to run around in complete safety, with a large infinity pool (cold in May, but still enjoyed every day by us and the kids… the view was so beautiful I proposed to my fiancee there 🥳), and also a playground and outdoor bowls lane. There's an excellent restaurant within 5 minutes walk, but Sillico is a quiet, beautiful medieval hamlet and not much more – be aware that to get anywhere you'll need to drive 12 minutes down quite a narrow twisty road. It didn't bother me, but just something to be aware of for less confident drivers. Overall: one of the best places I've ever stayed!

Cottage in Val d'Orcia, Jacuzzi & HotTub with view
This was one of the loveliest stays I have ever had. Fulvia made us feel so welcome, it was like visiting a relative. When we arrived, she had the cedar hot tub on for us which was so peaceful. The house was so charming and the garden was so aromatic with fresh herbs. And then before we had gotten to the house, Fulvia had made us a reservation at a local restaurant. This was such a highlight for us. The food was my dream Italian meal, in the most lovely & elegant setting that overlooked a vineyard. I wish I could have stayed longer! Can’t wait to come back one day.
Family- and pet-friendly home rentals

Florence Country Side: Giogoli a place to be!
We loved staying here. The home is a very drivable distance from Florence and the surrounding Tuscany area, and the views were amazing. We took their recommendations for nearby restaurants and wineries and were very impressed with all of it. Host was very responsive and helpful throughout our communication.

Antica Dimora a Campana
Our stay at Sonia’s place was like a week in a fairy tale. To stay in an 18th century home in Tuscany with the front door on the town square and the private rear terrace with a million dollar view was extraordinary. As for comforts & conveniences: There’s a parking space in the gated backyard, the beds are very comfortable, and the kitchen has lots of wine glasses. There’s also a well-stocked supermarket at the bottom of the backyard stairs. And if you see the food truck just below the center of town, be sure to stop for a sandwich. If you can get away from the terrace, Carolyn & Sonia recommended the restaurant Enoteca Baldi, and we do too.

Belforti Tower
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.

Casa del Giardino
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.

GUIDI POWER
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.

Fienile Santa Teresa
We loved the Tuscany area and John & Christine’s place. There was a lot of room in the home and it had a great view of a vineyard and a little town. Christine gave us recommendations for restaurants and things to do. We went to one of the restaurants and it was very good and had a beautiful view.

House between Firenze, Arezzo, chianti e Siena
Very beautiful place to stay. Definitely recommend taking the cooking class.

Typical Tuscan Country House WITH A/C
This is a dream location. In the countryside, peaceful and calm with beautiful views - but you can be parked and in the centre of Siena in 15 minutes. Beautiful Tuscan architecture and stunning views. Everything was super clean with every detail thought of to make a comfortable stay. We stayed for two weeks and didn’t want to leave. We had a car so access was easy but if you want a short stay I would recommend getting a taxi to drop you off and enjoy the peace and views.
Family-friendly home rentals with a pool

Chianti Penthouse with panoramic View & Pool
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.

Tenuta Chiudendone in Tuscany
My family and I had a lovely time with you - thanks very much for having us. Beautiful house in very picturesque surroundings. Francesco and Isabella were very welcoming hosts and we felt quickly at home. The pool and food experience were real highlights, as were the pets 🐶 🐈⬛ 🐈 Would definitely recommend! xxx

Cercis - La Palmierina
We really enjoyed our stay. The location is stunning with a super nice view. The flat is super well equipped and Daniela was a great host

Stone House with Exclusive Pool Codilungo in Chianti
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!

Explore nature in the center of Vigneti Chianti
Staying at Agrigreen La Lama was hands down the best Airbnb experience I’ve ever had. From the moment we arrived, Rita welcomed us with such warmth and hospitality that we felt at home. The property is peaceful, beautifully maintained, and full of charm—surrounded by nature and the kind of quiet that soothes the soul. One of the most memorable parts of our stay was getting to cook in Rita’s own home, which she generously opened to us. It was such a unique and personal experience that made us feel truly connected to the space and the spirit of the farm. If you’re looking for a place to slow down, feel grounded, and enjoy genuine hospitality, Rita’s space is an absolute gem. I’m already looking forward to the day I can return.

Lovely barn with pool between Siena and Florence
We came back to Michele’s place after having visited for 2 weeks in 2019. My dream was to return one day and find our home away from home once again. So here in May 2025 we were able to return to Nicoletta’s beautiful garden full of roses and herbs. The pool is definitely a bonus. Michele takes such care of this home….you can see how much love and commitment he has for this place. There are nearby villages such as Barbarino Val D’elsa and Tignano a short drive away. as well as San Gimignano and Siena, 30 minutes away. A wonderful experience, every time!

Chianti La Pruneta, Raphael Apartment
We stayed in the rafaello apartment. It was very private. One of our favorite parts of our entire week in tuscany was sitting outside on the porch overlooking the olive trees while eating dinner and drinking wine. We did that several nights including the first night when Massimo prepared a light dinner for us and we drank a bottle of his wine. Another night we did a cooking class with Massimo and enjoyed our pasta, tiramisu (and of course wine) on our porch. We did various daytrips ( greve, castellini, montepulciano, pienza, san gimignano). All within 45-90 minute trips by car. Finally, we looked forward to getting greetings each morning when we left and evening when we returned from one of the cutest and friendliest dogs (iris).

Countryside Dream farm in Tuscany
We spent 4 nights at Francesco’s farmhouse and loved every minute. The upstairs apartment is spacious with high ceilings and a great space to relax. There was a basket of toys for the kids to enjoy and Francesco kindly provided some of the amazing wines and olive oil from the farm. The location of the farmhouse is absolutely stunning, with incredible views of the surrounding Tuscan countryside. The pool is beautiful and the perfect place to relax and enjoy the view while the kids loved meeting the dog and cats. The location is perfect and an hours drive to most attractions in Tuscany. We went on a number of day trips during our stay including Florence, Cinque Terre & Pisa, as well as smaller villages like San Miniato & Palaia itself. Francesco is a fantastic host and I’m sure we’ll be back one day!
Quick stats about holiday rentals that are family-friendly in Greve in Chianti
Total rentals
40 properties
Nightly prices starting at
₹5,994 before taxes and fees
Total number of reviews
980 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
20 properties have a pool
Wifi availability
40 properties include access to wifi
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Parco delle Cascine
- Uffizi Gallery
- Piazzale Michelangelo
- Piazza della Repubblica
- Mercato Centrale
- Pitti Palace
- Giardino Bardini
- Stadio Artemio Franchi
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- The Boboli Gardens
- Spiaggia Marina di Cecina
- Casa Barthel
- Teatro Tuscanyhall
- Palazzo Vecchio