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Family-friendly vacation rentals in Greve in Chianti

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Greve in Chianti family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A bedroom features a decorative iron headboard against a soft green wall. Two well-made beds are adorned with white linens and embroidered pillows. A bedside lamp provides soft lighting, while a wooden cabinet and door add a rustic touch to the space.
Farm stay in Figline e Incisa Valdarno
4.93 out of 5 average rating, 323 reviews

Bioagriturismo colline Firenze 3p

HimaliRating, 5 stars4 weeks 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 favorite
An outdoor space features a round hot tub surrounded by a wooden deck. Colorful lounge chairs provide seating, with a vibrant red and orange combination standing out against the green lawn. Olive trees dot the landscape, offering a serene view of the surrounding hills.
Condo in Montevarchi
4.95 out of 5 average rating, 191 reviews

Art-Design Fienile in the heart of Tuscany

NateRating, 5 stars7 months ago
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!
Top guest favorite
Well-maintained gardens feature a lush lawn surrounded by mature trees, providing shade. An old stone building is visible in the background, characterized by arched windows and a terracotta roof. A shaded outdoor seating area, under a rustic wooden eave, adds to the inviting exterior.
Home in Figline e Incisa Valdarno
4.96 out of 5 average rating, 104 reviews

Torretta Apartment

DebbieRating, 5 stars3 days 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 favorite
A sunlit sunroom features large windows adorned with sheer curtains, allowing natural light to fill the space. A cozy white sofa is positioned next to a small wooden table with chairs, while indoor plants add a touch of greenery to the inviting atmosphere.
Home in Gaiole in Chianti
4.86 out of 5 average rating, 263 reviews

Charming estate with views

AndrewRating, 5 stars2 days 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 favorite
A heated jacuzzi is situated under a shaded pergola, surrounded by lush greenery and colorful flowers. The serene outdoor space is complemented by a gravel path leading towards vineyards in the background, inviting relaxation and privacy.
Villa in San Casciano In Val di Pesa
4.94 out of 5 average rating, 170 reviews

Wheelchair accessible Villa with Jacuzzi

GaryRating, 5 stars4 weeks 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.
Guest favorite
A rustic two-story structure is framed by lush greenery, showcasing stone and brick elements. Windows are adorned with decorative iron bars and window boxes, adding character. The inviting exterior is complemented by a blue sky and gentle hillside, creating a serene countryside setting.
Home in Rignano sull'Arno
4.94 out of 5 average rating, 124 reviews

LA CASA DELL' AMBRA-ANCIENT BARN RENOVATED-

MarcelRating, 5 stars1 week ago
The accommodation is simply wonderful and has its own charm! The reception was very familiar and personal, so you felt comfortable right away. Everything you need is in the accommodation and there are also many useful utensils in the accommodation. Francesca is a really very friendly and helpful host who gave us a good feeling on vacation from the beginning. You can explore Tuscany very well from here 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 simply perfect.
Top guest favorite
An expansive outdoor pool is surrounded by a stone patio, offering a serene view of the lush green hills and valleys. The pool area is shaded by a covered seating space, and sun loungers are positioned nearby for relaxation.
Farm stay in Sillico
4.97 out of 5 average rating, 158 reviews

Romantic stay where Tuscany meets the sky!

TimRating, 5 stars1 week ago
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!
Guest favorite
A spacious bathroom features green tile walls and large windows allowing natural light to fill the room. A double Jacuzzi tub is situated under the windows, complemented by a wooden beam ceiling. A sleek sink and a folding chair add functionality to the serene space.
Villa in Chianciano Terme
4.92 out of 5 average rating, 103 reviews

Cottage in Val d'Orcia, Jacuzzi & HotTub with view

JasperRating, 5 stars2 weeks ago
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

Guest favorite
A spacious living area features large arched windows offering panoramic views of the Tuscan hills. A black leather sofa and a rocking chair are arranged around a decorative coffee table, with a subtle light from a chandelier above. A fireplace adds warmth to the serene space.
Townhouse in Scandicci
4.87 out of 5 average rating, 289 reviews

Florence Country Side: Giogoli a place to be!

JennyRating, 5 stars2 weeks ago
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.
Top guest favorite
A spacious living area features elegant arches and large windows draped with light fabric, allowing natural light to fill the space. Comfortable seating arrangements include plush armchairs and a wooden table, complemented by potted plants that add a touch of greenery.
Villa in Panzano
4.96 out of 5 average rating, 115 reviews

Antica Dimora a Campana

JeffRating, 5 stars3 weeks ago
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.
Top guest favorite
The image displays a tranquil outdoor setting featuring a stone swimming pool surrounded by lush greenery. In the background, a historic tower rises among tall trees, while olive trees are seen in the foreground, enhancing the natural beauty of the landscape.
Castle in Montecatini Val di Cecina
4.99 out of 5 average rating, 116 reviews

Belforti Tower

CharlieRating, 5 stars3 days 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 favorite
An outdoor area features a quaint seating arrangement with a small table and four chairs, nestled under the shade of a rustic covered porch. Surrounding planters hold vibrant flowers, and a brick well adds charm to the lush green lawn.
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.
Top guest favorite
A tranquil pool area features a clear blue swimming pool surrounded by a stone terrace. Six lounge chairs provide comfortable seating, and a row of greenery is visible behind the pool. The rustic villa with its stone façade can be seen in the background against a clear sky.
Villa in Tavarnelle Val di Pesa
4.94 out of 5 average rating, 146 reviews

GUIDI POWER

TerryRating, 5 stars3 days 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.
Top guest favorite
The image captures a serene outdoor setting featuring a swimming pool surrounded by a well-maintained lawn. Several sun loungers positioned around the pool invite relaxation, while the rustic house and lush greenery complete the idyllic scene.
Vacation home in Panzano
4.97 out of 5 average rating, 148 reviews

Fienile Santa Teresa

NancyRating, 5 stars2 weeks ago
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.
Superhost
A serene outdoor area features a swimming pool with clear blue water, bordered by wooden decking. Four lounge chairs face a vibrant garden of yellow flowers, offering expansive views of the surrounding hills and sky filled with fluffy clouds.
Condo in Castelfranco di Sopra
4.83 out of 5 average rating, 250 reviews

House between Firenze, Arezzo, chianti e Siena

JosephRating, 5 stars2 weeks ago
Very beautiful place to stay. Definitely recommend taking the cooking class.
Top guest favorite
A bright bedroom features a spacious bed with a soft yellow quilt. Natural light enters through a window and glass doors that open to a private garden area. A bedside lamp and a wooden nightstand add to the room's functionality.
Farm stay in Siena
4.98 out of 5 average rating, 262 reviews

Typical Tuscan Country House WITH A/C

KathrynRating, 5 stars1 week ago
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

Top guest favorite
A refreshing swimming pool is framed by neatly arranged lounge chairs and sun umbrellas, surrounded by vibrant greenery and a hedge. Scenic hills and a clear blue sky serve as a backdrop, providing a tranquil outdoor space for relaxation and enjoyment.
Vacation home in San Donato In Poggio
4.98 out of 5 average rating, 140 reviews

Chianti Penthouse with panoramic View & Pool

AntoniaRating, 5 stars3 weeks 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 favorite
Farm stay in Pisa
4.99 out of 5 average rating, 297 reviews

Tenuta Chiudendone in Tuscany

KerryRating, 5 stars3 weeks ago
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
Guest favorite
A spacious outdoor pool is surrounded by lush greenery, featuring olive trees and vibrant plants. The pool's crystal-clear water reflects the sky, while a sun terrace with lounge chairs is available for relaxation. The serene landscape enhances the tranquil atmosphere of the setting.
Home in Montaione
4.94 out of 5 average rating, 103 reviews

Cercis - La Palmierina

TobiasRating, 5 stars1 week ago
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
Guest favorite
The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 192 reviews

Stone House with Exclusive Pool Codilungo in Chianti

SarahRating, 5 stars5 days 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!
Top guest favorite
A serene bedroom space features a spacious bed adorned with soft, neutral-toned linens. Sheer white drapes create a cozy atmosphere, while the open doors offer a view of the lush outdoors, inviting natural light into the room.
Farm stay in Arezzo
4.97 out of 5 average rating, 230 reviews

Explore nature in the center of Vigneti Chianti

BaileyRating, 5 stars2 days ago
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.
Top guest favorite
A scenic view of a stone house surrounded by greenery shows a shared pool area with sun loungers and an umbrella. Olive trees dot the landscape, providing a serene backdrop of the Tuscan countryside.
Hut in Poggibonsi
4.94 out of 5 average rating, 131 reviews

Lovely barn with pool between Siena and Florence

MarilynRating, 5 stars1 week ago
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!
Guest favorite
The stone cottage is set amidst lush greenery, featuring a sloped roof and a large glass door that opens onto a sunlit terrace. Sun loungers are positioned nearby, surrounded by flowering plants, with olive trees visible in the background against a clear blue sky.
Farm stay in Cavriglia
4.92 out of 5 average rating, 335 reviews

Chianti La Pruneta, Raphael Apartment

MarkRating, 5 stars1 week ago
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).
Top guest favorite
A spacious outdoor swimming pool is surrounded by a patio made of terracotta tiles. Sun loungers are placed nearby under a shaded pergola. Lush greenery and trees frame the area, providing a serene view of the villa set atop a hill in the background.
Farm stay in Palaia
4.98 out of 5 average rating, 168 reviews

Countryside Dream farm in Tuscany

JamesRating, 5 stars1 week ago
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 vacation rentals that are family-friendly in Greve in Chianti

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$14,640 GYD 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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