
Family-friendly vacation rentals in Grassina
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Grassina
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Grassina 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!

What a view in Florence heart!
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!

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!

San Giovanni in Poggio, villa Meriggio 95mq
Authentic Tuscan countryside experience, with amazing views and excellent facilities. Well located if you want to explore all that Tuscany has to offer.

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.

Villa di Geggiano – Guesthouse
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!

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. 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.

Apartment with garden and parking
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

Museum Suite - Luxurious unit with a City View -
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.

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.

Luxury Villa in the very heart of Chianti
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!

CARPE DIEM A FIRENZE Independent entrance
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 ⭐️

Cottage Michelangelo, green in the city
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.

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.

House between Firenze, Arezzo, chianti e Siena
Very beautiful place to stay. Definitely recommend taking the cooking class.
Family-friendly home rentals with a pool

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

Farmhouse near Florence - Torretta
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.

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.

VILLA LE PERGOLE - Florence
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.

Old barn The Nepitella
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!

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!

Flat for 4 with garden & pool in agriturismo
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
Destinations to explore
- House rentals Grassina
- Rentals with a patio Grassina
- Rentals with a washer and dryer Grassina
- Rentals with a fireplace Grassina
- Rentals with outdoor seating Grassina
- Apartment rentals Grassina
- Pet-friendly rentals Grassina
- Rentals with pools Grassina
- Family-friendly rentals Metropolitan City of Florence
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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