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Family-friendly vacation rentals in Grassina

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Grassina 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!
Top guest favorite
The image showcases iconic Florence landmarks, including the dome of the Cathedral of Santa Maria del Fiore with its distinctive terracotta tiles and the Giotto's Campanile nearby. A backdrop of rolling hills and clouds enhances the historic skyline.
Condo in Centro Storico
4.97 out of 5 average rating, 462 reviews

What a view in Florence heart!

SusanRating, 5 stars2 weeks ago
We had an absolute perfect stay in Salverio and Lorenzo's flat. It was incredibly spacious - very unusual to have a 3 bedroom/3 bath flat to rent in such a highly sought after part of Firenze. The decor was a perfect blend of antiques and art mixed with contemporary furnishings. Having a washer/dryer was a fantastic addition. Our favorite part of the flat was the rooftop terrace at sunset. You feel like you are on top of all of Firenze looking across the buildings. The duomo view was breathtaking. It was magical and truly stunning. The location could not be more suitable for proximity to all of the sights and indulge in luxury shopping. Salverio and Lorenzo were so helpful and accommodating. We will most assuredly be back! Thank you to you both!
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 swimming pool is situated in an expansive landscaped area, surrounded by neatly trimmed grass and lush trees. The charming building stands in the background, showcasing traditional architecture, while cypress trees line the horizon, adding to the tranquil countryside atmosphere.
Villa in Monteroni d'Arbia
4.98 out of 5 average rating, 102 reviews

San Giovanni in Poggio, villa Meriggio 95mq

CraigRating, 5 stars1 week ago
Authentic Tuscan countryside experience, with amazing views and excellent facilities. Well located if you want to explore all that Tuscany has to offer.
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.
Top guest favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 133 reviews

Villa di Geggiano – Guesthouse

CharlesRating, 5 stars1 week ago
Everything about this place was magical and refined and peaceful. It was like stepping out of time and into a space of beauty and peace. Birds singing, frogs chirping, fire flies lighting up the night. Andrea was so friendly and so helpful and so generous. I definitely want to come back and stay longer. I can even imagine my daughter’s wedding there. We look forward to our next opportunity to stay!
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.
Guest favorite
A serene garden scene features a table set with a floral-patterned teapot and matching cups. Lush greenery surrounds the area, with terracotta pots and vibrant flowers enhancing the natural setting. The space is bathed in soft sunlight, providing a tranquil outdoor retreat.
Apartment in L'Isolotto
4.89 out of 5 average rating, 336 reviews

Apartment with garden and parking

KatherineRating, 5 stars2 weeks ago
I was in Florence for work for 2 weeks and this apartment was perfect. Very comfortable and well equipped with a beautiful back garden. Less than a 10 minute walk to grocery stores and restaurants. It is also an easy 30-40 minute walk into the historic centre but also easily connected with busses or the tram. The hosts were very welcoming and responsive. I would definitely recommend!

Family- and pet-friendly home rentals

Top guest favorite
A bright and spacious living room features a large marble coffee table and a pair of elegant chaise lounges. A striking painting hangs above a contemporary white sofa adorned with colorful cushions. Antique furnishings and a patterned rug enhance the room's sophisticated ambiance.
Apartment in Centro
4.95 out of 5 average rating, 335 reviews

Museum Suite - Luxurious unit with a City View -

LyndseyRating, 5 stars1 week ago
All I can say is WOW. The most beautiful Airbnb I’ve ever stayed in. It really was a work of art. Federico was so kind and accommodating to checking in and checking out, as well as offering things to do in the area as well. The location was perfect and everything was within walking distance. Just perfect. Will be coming back for sure.
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
Bright seating area features two white armchairs and a patterned ottoman, surrounded by large glass arches that open to a lush garden. Natural light floods the space, enhancing the exposed stone walls and wooden ceiling beams, complemented by a large potted plant.
Villa in San Casciano
4.97 out of 5 average rating, 110 reviews

Luxury Villa in the very heart of Chianti

MelissaRating, 5 stars1 month ago
Wow-10 days spent at Alec's villa and could have stayed longer! The age and beauty of this place makes you feel transported back in time. From the stone walls, the detailed wall paintings, furniture and decor, to the solid doors easily hundreds of years old... We spent hours just speaking of it's history. The house is clean, spacious, and had plenty of room for our family of 8. It is situated on a small family vineyard at the top of an incredibly windey road. There outdoor space was safe/secluded for my kids. The hill made for wonderful beautiful views and sunrise. However, as with much of Tuscany, we were glad our rental cars weren't too big! The closest town is 5 minutes away and has a few restaurants... Though not somewhere you can have coffee or walk the streets. About 15 minutes away is San Casciano where you can find coffee shops, restaurants, stores etc. Alec is a perfect host... helpful, responsive, and answered dozens of questions weekly. Book dinner at A Casa Mia for sure!
Top guest favorite
A well-equipped kitchen features light-colored cabinetry with ample storage space. A central island with bar seating is complemented by marble countertops. Essential appliances, including a stove and kettle, are conveniently arranged, with natural light illuminating the tiled floor.
Apartment in Le Cure
4.95 out of 5 average rating, 185 reviews

CARPE DIEM A FIRENZE Independent entrance

BryceRating, 5 stars1 week ago
Giannas place is the best in Florence because of her warm welcomes and top notch service! She gave us awesome recommendations for food and gelato. The place is spacious and private. Loved every second of it. 5 ⭐️
Superhost
A charming cottage is positioned in a well-kept garden, surrounded by vibrant greenery and colorful flower pots. The exterior features a warm-toned facade with a sloped roof and large glass doors, inviting natural light into the space. A paved pathway leads to the entrance.
Cottage in Florence
4.86 out of 5 average rating, 172 reviews

Cottage Michelangelo, green in the city

JohnRating, 5 stars3 weeks ago
Truly gorgeous accommodation. We were greeted by Eleonora's mother. As we were were travelling from other city in Italy we arrived early and she was happy to allow us to start our stay. There was a folder provided with all the important details, but this beautiful lady also explained everything else including her favourite places to visit, nearest bus stops and all the other little things that are useful. We were also advised that there was a chance of both a visiting cat (which sadly we hardly saw) and her large dog, similar to a Huskie. The latter visited just the once and was an adorable, a big cuddly softie. The only one very small negative was that the water tank was quite small so the showers had to be taken quickly, before washing the breakfast pots or coping with the cold water! Again we were warned! The accommodation was comfortable and totally private with a secure parking place. A very peaceful nights sleep. Everything we needed was supplied. Great value.
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.
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.

Family-friendly home rentals with a pool

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
A serene outdoor swimming pool is surrounded by landscaped grounds, with sun loungers positioned along the paved deck. Lush vineyards rise gently in the background, complemented by green trees and flowering plants that enhance the natural setting.
Apartment in Pontassieve
4.85 out of 5 average rating, 209 reviews

Farmhouse near Florence - Torretta

ShannaRating, 5 stars1 week ago
We had an amazing week in the villa. Even if hou have other people living there, you feel so calm and free. There is a designated spot for each appartements to eat so you can enjoy good time outside. The site is so clean and we ser that the host take good care of everything. We had a lot of recommandations to discover te surroundings and the host was so easy to reach when we needed. All the commodities were there, the appartement is well equiped. I strongly suggest to rent a car, it’s the easiest way to enjoy your stay there. I surely recommand this place and I would go back again.
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.
Guest favorite
Condo in Careggi
4.92 out of 5 average rating, 166 reviews

VILLA LE PERGOLE - Florence

JennaRating, 5 stars2 days ago
Anna was a fantastic host, who treated us with the upmost respect and kindness. While her place is a bit difficult to find at first, once you're there, you're in one of the most beautiful scenes we've seen during our time in Italy. Also, it was close enough that we were still early able to travel into Florence each day we were there. Anna was so nice in providing us with breakfast each morning, which included apricot jam from her fruit trees and homemade bread. We would recommend this spot for anyone looking for a quiet place to stay outside of the busy city.
Superhost
A serene outdoor seating area features white iron chairs adorned with floral cushions, set against a rustic stone wall. A nearby tree provides shade, surrounded by greenery and a view of the countryside, creating a peaceful spot for relaxation.
Home in Galluzzo
4.84 out of 5 average rating, 264 reviews

Old barn The Nepitella

ErinRating, 5 stars2 weeks ago
We loved our stay at Michaela’s house. The views were beautiful and it was a nice and relaxing atmosphere. Great location, very short walk to the town or easy bus ride into the center of Florence. We will definitely be back!
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!
Top guest favorite
A serene outdoor view features olive trees dotting a grassy area. A few lounge chairs are arranged by the pool, which reflects the soft hues of early morning light. A mist envelops the landscape, enhancing the tranquil setting.
Farm stay in Lastra a Signa
4.99 out of 5 average rating, 144 reviews

Flat for 4 with garden & pool in agriturismo

JasonRating, 5 stars2 weeks ago
Cristina is a lovely host and the place is beautiful. I’d highly recommend the breakfast that Cristina makes completely fresh!! The swimming pool is immaculate and the whole atmosphere of the place is just lovely. We spent 5 nights here with 2 children (17 and 13) and will definitely return if we ever stay in Tuscany again. Thanks Cristina!

Quick stats about vacation rentals that are family-friendly in Grassina

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    620 reviews

  • Rentals with a pool

    30 properties have a pool

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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