
Family-friendly vacation rentals in Grassina
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Top-rated family-friendly rentals in Grassina
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Popular amenities for Grassina family-friendly rentals
Family-friendly home rentals with a hot tub

Il Fienile, Cottage in the country with Jacuzzi
This was our second time at Il Vichiaccio and I hope it's not the last. In fact, this Airbnb is the entire reason we had Tuscany on our trip itinerary. Beatrice and Massimo are the most wonderful hosts in the world. Besides simply being great people to chat with, they are hospitable in providing some of their homemade wine and eggs. There's nothing more special than relaxing in the hot tub with the vineyard views and walking up the hill to dinner at Il Cavaliere in the castle. Our only complaint is that we did not see the kitty cat this time! She was our favorite host when we visited 3 years ago. Oh well, I guess we'll have to book again soon and try once more :)

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👍🏼

CASA AL BOSCO 1
We had a very pleasant time here. Carlotta was very friendly from the start, and even recommended local grocery stores. This place is a hidden gem! You are surrounded by beautiful trees & nature, but close enough to the town where you can easily catch the train to Florence. We absolutely loved it!

Charming estate with views
We had such a lovely stay at Bernardino’s villa! He greeted us when we arrived and made sure we had everything we needed. The home is very charming and peaceful, and centrally located to explore Tuscany. Would definitely recommend!

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
Beatrice was a wonderful host and accommodating of our needs traveling with a two year old. She was very responsive and gave amazing recommendations for places to eat and visit. The location is stunning - even more beautiful than the pictures! Every direction you look has rolling vineyards. We opted to have them cook a special birthday meal one of the nights, and it was delicious. The only small downside is there isn’t a common area to spend time in besides the kitchen (just the layout of the house). We loved it and hope to come back some day!

LA CASA DELL' AMBRA-ANCIENT BARN RENOVATED-
If you want a peaceful, Tuscan stay with panoramic picturesque views, then this is your place! We were welcomed with homemade cakes, bread, and wine! After a long day of travel this perk was so appreciated. Our stay was perfect! After a long day of walking and driving to either Lucca, San Giminagno, Chianti Classico or Florence the hot tub relaxed our achy legs. The beds were comfortable and the showers were hot. We loved this home so much that we hope to return with our families in the future! This home made our visit to Italy PERFECTO!

Fortress Area, Attic with Terrace, Jacuzzi, A/C
We had a lovely stay at this apartment. The location is very central, about a 15-minute walk to the train station and just 10–15 minutes to major attractions like the Uffizi Gallery. The apartment was clean and had all the basic essentials we needed for a comfortable stay. The little garden was a sweet bonus, perfect for a quiet moment after a day of exploring. The hosts were also very kind and flexible, allowing us to leave our luggage after check-out, which we really appreciated. Highly recommended for a convenient and cozy stay in Florence.
Family- and pet-friendly home rentals

Within walking distance of the center and away from the chaos
We had a fantastic experience at Stefania's place! It's a beautiful studio which was spotlessly clean and has everything you might need. Slightly out of the centre of Florence (in a lovely area, we recommend the walk from the flat to Piazzale Michelangelo for stunning views) but you can get the 11 bus into the city. The bus isn't always reliable on weekend and evening so we often walked back to the flat, the hill looks intimidating but it's a relatively easy walk. Stefania was very responsive and had good recommendations for us. There is also a super cute cat in the building that was friendly.

Country house in Mugello
Lucrezia is a great person and she welcomed us at the entrance. We had a pleasant and peaceful stay. The only thing I would highlight is to be careful of any consumables as most of the stuffs expired many years ago and she still kept it, I don’t know for what reasons.

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.

Only long term apt in a 17 century FARM
Magical stay at Paola's. Hard to describe in a few words all the kindness she showed us, we immediately felt at home. Paola picked us up by car at the train station and welcomed us with a nice bottle of wine and pizza - delicious - hard to have a better arrival especially after a long journey. She was very proactive throughout our stay and even took us half a day to Chianti so we could visit a vineyard because we didn't have a car - we still can't believe her generosity! She is very attentive to all her guests and her property is beautiful, we enjoyed the pool and the apartment is wonderfully well decorated and equipped. We highly recommend staying at Paola's, the best Airbnb host we've ever had. Thanks again for everything Paola, you've been wonderful, and we're already dreaming of coming back! Arrivederci! :)

Fienile Santa Teresa
John and Christine are amazing hosts! The place is wonderful! Highly recommended!!

APARTMENTS 3 people + 4 people
Claudia is a great hostess, 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 up to San Gimignano you only need half an hour. We will be happy to come back and thank you for the delicious oil and the nice holiday!

House between Firenze, Arezzo, chianti e Siena
What a hidden gem! It is exactly what you think of when it comes to an authentic Italian household! The pictures do not do it justice, the views are incredible! Every morning we were treated to a cloud inversion over the valley, it was jaw droppingly good! The food in the restaurant was top notch and reasonably priced also! The family are super friendly and would always greet us and go out of their way to have a conversation which made us feel really welcomed! The farm just down by the pool area is such a nice touch and the local dog Franchi is such a good boy too 😃 We would have loved to do the day trip with the family but we didn't have enough time as we were only there for 2 nigjt! We highly recommend staying here and would 100% go back in a heart beat!

Poggio del Fattore-Villa with pool, hilltop, Chianti
A truly stunning place with incredibly welcoming hosts. The villa exceeded our expectations in every way. The interior is filled with beautiful historic furniture, details, paintings, and books. The cozy fireplace in the living room added a special charm. We loved making pizza in our very own wood-fired oven, using the outdoor BBQ, and dining al fresco surrounded by breathtaking views. Every moment at Poggio del Fattore felt special, offering the perfect blend of comfort and authenticity. Highly recommended for anyone looking to experience the beauty of the Tuscan countryside in style!
Family-friendly home rentals with a pool

Margherita
We had a lovely time with Cristiana and Sergio. The apartment "La Margherita" was very clean and spacious. The children enjoyed the pool and there was plenty of room for everyone. We received helpful tips and Cristiana was always open to questions and responded very quickly. For chess lovers, there is a beautiful board in a great location. Highly recommended!

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.

Amazing view, pool and relax, 5 adults
I had tears of joy upon arrival. This home is exactly what you dream of in Tuscany. It is nestled on a hill with beautiful gardens, amazing sunrises and sunsets, a private outdoor table space and you can hear the birds singing all around you. The house had a private gated yard with parking that makes you feel safe. The home has so much Italian charm. It was a little cold during our stay in March, but there was lots of extra blankets to use at night and access to firewood. I would love to return in the summer to see the vineyards and use the pool. Everything was wonderful, including our very welcoming hosts.

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!

Cozy Apart. in Cottage,4/5people,SWPOOL,AIRCO,WIFI
Wonderful place and Nicola was a fantastic host. The pictures were spot on. Nicola went above and beyond for us. Great recommendations and suggestions on where to go/ restaurants to try out. He was super helpful when a family member needed medicine and he was very responsive with finding an open pharmacy. I would absolutely recommend this place to anyone wanting peace and quiet with beautiful views of the vineyards. I will be back.

Tuscan farmhouse with private pool and views
Fantastic accommodation with lovely views of the countryside. Especially loved the fire place and large spacious kitchen. Charley and Ann were very gracious hosts and I would have no problem recommending this accommodation to anyone who wants to visit Tuscany. The accommodation was within 30 mins of most tourist towns and trains which made it excellent for day trips.

Il Melograno, Florence hills & pool & olive oil
Lovely countryside place to stay. Host was extremely flexible for when we had a really late check-in as our train got cancelled. Would recommend.

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 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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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Uffizi Gallery
- Piazzale Michelangelo
- Parco delle Cascine
- Stadio Artemio Franchi
- Mercato Centrale
- The Boboli Gardens
- Piazza della Repubblica
- Pitti Palace
- Teatro Tuscanyhall
- Teatro Verdi
- Palazzo Vecchio
- Pinocchio Park
- Basilica di Santa Croce
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Villa Medica di Castello