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Family-friendly holiday 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

Top guest favourite
Apartment in Centro Storico
4.97 out of 5 average rating, 462 reviews

What a view in Florence heart!

SusanRating, 5 stars4 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!
Guest favourite
Apartment in Montevarchi
4.95 out of 5 average rating, 192 reviews

Art-Design Fienile in the heart of Tuscany

AlisterRating, 5 stars2 weeks ago
Incredible trip. Paola and Michele were so friendly and welcoming. Always there to give advice and make sure you had everything you needed. The little converted hay barn was just beautiful and lovely. Location wise it just couldn’t be beaten. The garden was amazing and we ate outside morning and night, easy access to amazing Tuscany countryside and also a short trip on the train to Florence from Montevarchi. Loved every minute we were there and we were sorry to leave. Would highly recommend.
Top guest favourite
Cottage in San Casciano In Val di Pesa
4.95 out of 5 average rating, 147 reviews

Il Fienile, Cottage in the country with Jacuzzi

BethanyRating, 5 stars3 weeks ago
If I could move in here permanently, I would. What a gorgeous stay with responsive and respectful hosts. Everything was as described, the hot tub was glorious, and we loved looking through the binder of photos of painstaking restoration over the years.
Superhost
Home in Montespertoli
4.83 out of 5 average rating, 120 reviews

I Limoni Apartment in Tuscany

WiktoriaRating, 5 stars1 month ago
Incredible home, with stunning views! I hosted a group of friends here before my wedding, and we all agreed it was the most beautiful Airbnb we have ever stayed in. The hosts (Francesco and his wife Illaria) were extremely responsive and kind. They recommended a local chef to us, which turned into one of the best nights of our trip. 100% recommend and will be re-booking next time I travel to Tuscany.
Top guest favourite
Home in Figline e Incisa Valdarno
4.96 out of 5 average rating, 105 reviews

Torretta Apartment

DebbieRating, 5 stars2 weeks 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 favourite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

AndrewRating, 5 stars2 weeks 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.
Top guest favourite
Flat in Centro Storico
4.94 out of 5 average rating, 310 reviews

M&G Apartment your home away from home

ClaudiaRating, 5 stars1 day ago
Massimiliano takes pride in his home and history and goes above and beyond to welcome you. We felt right at home, beds were comfortable and large bathrooms were a plus. We didn’t use the kitchen to cook but it appeared well stocked. The location is very nice, safe, easily reachable by bus and walkable to all major sites. We enjoyed our stay and we enjoyed the authenticity of Massimiliano’s home and beautiful city.
Guest favourite
Villa in San Casciano In Val di Pesa
4.94 out of 5 average rating, 173 reviews

Wheelchair accessible Villa with Jacuzzi

AleksandarRating, 5 stars1 week ago
We had a really good time at this place. It was spacious, clean, and worked perfectly for our group. There were plenty of bathrooms, and the house had all the amenities you might need for a comfortable stay. The outdoor space was a big plus—especially the terrace and patio area with the big table, which was great for hanging out and having meals together. The location is honestly perfect—super peaceful, but just a short drive to Florence, great local restaurants, and vineyards. Also, there was tons of parking space, which made things super easy for us. Check-in was smooth and the host was really helpful. Would definitely stay here again.

Family- and pet-friendly home rentals

Guest favourite
Flat in Centro Storico
4.94 out of 5 average rating, 331 reviews

Apartment with terrace overlooking Medici Chapels

AdityaRating, 5 stars1 month ago
This Airbnb listing has a great location! It has a lot of space and is roomy and well appointed. The communication is also clear and precise and Filipo was very helpful with all the instructions! We had a lot of fun in our time here at Florence and would love to come back again.
Top guest favourite
Holiday home in Panzano
4.97 out of 5 average rating, 151 reviews

Fienile Santa Teresa

ZoeRating, 5 stars1 week ago
Christine and John were the best hosts, making this incredible location even more enjoyable. They went above and beyond, recommending restaurants, wineries and experiences that made our trip unforgettable. Christine also helped us get our lost luggage back, ringing the airport for us and liaising with a driver in Florence to pick it up and drop it off to us. Incredible service. Absolutely recommend!
Top guest favourite
Flat in La Presura
4.93 out of 5 average rating, 147 reviews

Country house 9 km to Florence-2+1g,free parking

TimRating, 5 stars1 week ago
Very nice quiet accommodation in Tuscan flair. Great complex with pool and great views. Quickly in Florence and on the roads to the excursion destinations. Definitely recommend! We'll be back. :)
Superhost
Flat in Fiesole
4.96 out of 5 average rating, 139 reviews

Panoramic Design Apatment - Fiesole -

TomRating, 5 stars1 month ago
We stayed here for a few nights and had a fantastic time! The views were amazing, and the place was very spacious and clean. Lapo was fantastic - really helpful, even picking us up and dropping us back off at the bus stop. We'd highly recommend!
Guest favourite
Castle in Barberino Tavarnelle
4.88 out of 5 average rating, 112 reviews

Suite in Castello di Valle

KapoRating, 5 stars4 weeks ago
We come from Hong Kong, and a building like this is not often seen there. We are very happy to have had the chance to stay at the house. Some of the details in the house really impressed us, especially the antique furniture! Pietro is a great host—very friendly and responsive. I had some pleasant conversations with him. Thanks again!
Top guest favourite
Flat in Centro Storico
4.99 out of 5 average rating, 538 reviews

Romantic spring in the secret garden

RobinRating, 5 starstoday
Lola was an absolute darling. If I lived in town, I would have her as my friend. I will definitely be back. She’s very responsive and her place is adorable. She had some snacks and drinks waiting for us and was very helpful with helping store our luggage while we spent our last day sightseeing.
Guest favourite
Apartment in Florence
4.95 out of 5 average rating, 118 reviews

Florence Liberty Flat with Terrace

HarisRating, 5 stars1 week ago
This was one of the best air bnbs I’ve ever been too. It was beautiful. There was plenty of space. The internet was great. Sofia is also such a wonderful host. They are good people and I would recommend this place to anyone.
Top guest favourite
Guest suite in Greve in Chianti
4.95 out of 5 average rating, 442 reviews

Selvabella in Chianti B&B. Lo Scricciolo Suite

MatthewRating, 5 stars5 days ago
Our stay was incredible. We had 3 nights, & it still didn’t feel like enough time to explore everything the region of Chianti had to offer. The space is massive & private, with incredible views over the Tuscan hills, so good you don’t want to leave at sunset. I would say hiring a car is almost mandatory to allow you to explore the region. Location is perfect to explore the region. We did the cooking class with Bernardo & it was fantastic. Having done other classes before, this is what they should all be like. Thorough, educational and not rushed! Plenty of time to enjoy the local wines before preparing the most tasty of all the meals we’ve had so far in Italy (that’s not an exaggeration even compared to fancy €40 plates at restaurants). Bernardo & Marta were beautiful, helpful welcoming & respectful hosts. If you’re into pottery, Marta has some incredible work, we wish we had space to purchase more. Bernardo’s local & food knowledge is second to none. Strongly recommend. Thank you!

Family-friendly home rentals with a pool

Guest favourite
Apartment in Rifredi
4.92 out of 5 average rating, 167 reviews

VILLA LE PERGOLE - Florence

JennaRating, 5 stars2 weeks 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
Home in Galluzzo
4.84 out of 5 average rating, 266 reviews

Old barn The Nepitella

BartRating, 5 stars2 weeks ago
We had a very nice stay. We recommend this place.
Top guest favourite
Farm stay in Lastra a Signa
4.99 out of 5 average rating, 145 reviews

Flat for 4 with garden & pool in agriturismo

MollyRating, 5 stars1 week ago
What a magical stay! Christine is a true host and not only has curated a beautiful space but she also was perfectly attentive to us during our stay. The apartment was as comfortable as it is beautiful. We took advantage of the outdoor grill and swimming pool and although we explored the area we would have been just as happy to stay “home” all day. The recommendations for the area were true gems. We had breakfast our last morning and it was the perfect ending to our stay! I don’t think you can find a more perfect place.
Guest favourite
Home in Certaldo
4.87 out of 5 average rating, 63 reviews

Paluffo Tower House

AzaleaRating, 5 stars2 months ago
Perfect location - could not select a more beautiful setting. Il Paluffo manages to feel luxurious and green as well as rustic with modern comforts all at the same time. The location is stunning - pictures do not do it justice. Il Paluffo is tastefully decorated, intimate with lots of amenities, and unique offerings. There was a cooking class offered while we were there! This is a truly unique and magical place, the perfect Tuscany experience.
Top guest favourite
Farm stay in Loro Ciuffenna
4.99 out of 5 average rating, 106 reviews

Il Roseto: your Villa in Tuscan Countryside

ToniRating, 5 stars4 weeks ago
Odina was the perfect spot to relax. Beautiful and comfortable accommodation, wonderful dinners and great communication. Would definitely recommend Odina to people wanting to get away from the city and relax in the countryside.
Top guest favourite
Flat in Barberino Val d'Elsa
4.99 out of 5 average rating, 122 reviews

Apartment in Chianti at Mulino dell 'Argenna

MarkusRating, 5 stars2 weeks ago
We have now been to Elisa and Alessandro's accommodation for the second time – and it was simply beautiful and absolutely relaxing again! The place is a real oasis where you can switch off perfectly. Elisa and Alessandro are extremely helpful and warm. They provided us with great tips for activities and restaurants, so we could enjoy our stay all around. We'd love to come back and highly recommend this place!
Top guest favourite
Farm stay in Reggello
4.96 out of 5 average rating, 163 reviews

Stone farmhouse, exclusive private pool

MeganRating, 5 stars2 weeks ago
We absolutely loved our stay at this property in Reggello! The hosts were so warm and communicative—they greeted us upon arrival and gave us a full walkthrough of the home! The view was stunning, and the pool was beautiful and very clean. Aldo even came by each morning to clean it before we used it, which was such a thoughtful touch. Everything in the house worked perfectly—the Wi-Fi was fast, all the appliances and lighting functioned well, and we had no issues during our stay. The drive from Florence was easy (we had a rental car), and it made exploring nearby wineries and towns super convenient. We also LOVED their on-site farmers market. It was their own personal setup with wines, olive oil, jams, and other homemade goods -- plus fresh produce like eggs, garlic, artichoke, & shallots, which they generously offered free of charge. We’d definitely stay here again and highly recommend this property to anyone looking for a peaceful and scenic escape in the Tuscan countryside!
Top guest favourite
Villa in Cavriglia
4.99 out of 5 average rating, 134 reviews

Villa Poggio in Mandria in Chianti

GeoffreyRating, 5 stars5 days ago
We were 3 couples and had more than enough space, both to all be together and also to each have our private times. The house is in the middle of an olive grove and the birds were singing each morning. The pool was a fantastic respite at the end of sight-seeing days. Claudia and Leonardo were kind, responsive and supportive to ensure we had a great stay. Definitely a place we'd return to!

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹8,600 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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