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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

Superhost

Home in Montespertoli

4.83 out of 5 average rating, 114 reviews

I Limoni Apartment in Tuscany

BeatriceRating, 5 stars4 weeks ago
My friends and I celebrated New Year's Eve in this farmhouse surrounded by Tuscan nature. The house and garden are beautiful! The hosts were impeccable and responsive to our every request. I would recommend it for a quiet stay with friends. We found some bugs but the hosts were very kind and made us have an insecticide spray.
Guest favorite

Loft in Reggello

4.89 out of 5 average rating, 131 reviews

CASA AL BOSCO 1

AlejandraRating, 5 stars3 months ago
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!
Superhost

Home in Gaiole In Chianti

4.86 out of 5 average rating, 249 reviews

Charming estate with views

MoritzRating, 5 stars2 months ago
We loved Bernardino's place. It was super cozy, the garden and whirlpool were amazing. The kitchen had everything we needed. And Bernardino was super helpful with tips and answers to all our questions. Highly recommend if you're looking for a remote place to enjoy Tuscany.
Guest favorite

Apartment in Centro Storico

4.93 out of 5 average rating, 285 reviews

M&G Apartment your home away from home

LucyRating, 5 stars4 days ago
This Airbnb was great! Such a nice locations and the apartment itself was so beautiful. It was about a 20 minute walk from everywhere we went, but we loved the nice and peaceful neighborhood it was in. Massimiliano was very responsive and helpful to us throughout our stay, great host!
Guest favorite

Villa in San Casciano in Val di Pesa

4.94 out of 5 average rating, 161 reviews

The Vichiaccio Villa with Jacuzzi in Chianti

RyanRating, 5 stars1 month ago
A lovely home that has clearly been well cared for alongside a beautiful landscape of vineyards and olive groves. Our host was very attentive and available for any questions and we couldn't have had a nicer time.
Guest favorite

Apartment in Gavinana

4.96 out of 5 average rating, 393 reviews

Suite Michelangelo with Terrace

SoniaRating, 5 stars4 weeks ago
Luciano’s place was fabulous! A wonderful experience from start to finish. Gorgeous, welcoming space easy walking distance to all attractions. Perfect for our family holiday. Felt like a home way from home.
Guest favorite

Condo in Centro Storico

4.88 out of 5 average rating, 103 reviews

Fortress area, Mansarda with terrace, Jacuzzi, A/C

FinlayRating, 5 stars2 months ago
We had a great time staying here! Very clean, cosy and comfortable, with lots of space and a lovely jet bath which was perfect for relaxing after the Firenze Marathon!
Guest favorite

Farm stay in Figline Incisa Valdarno

4.94 out of 5 average rating, 347 reviews

Romantic in bioagriturismo Florence

Laura MichelaRating, 5 stars3 weeks ago
we had a great time. Paradise place for those looking for calm and tranquility with their pets.

Family- and pet-friendly home rentals

Guest favorite

Guest suite in Centro Storico

4.95 out of 5 average rating, 165 reviews

A stone's throw from downtown and away from the chaos

KerrieRating, 5 stars2 months ago
Had such a perfect stay here. Slightly out of Florence town but great if you enjoy a small post food walk to work off all the delicious food on offer. Really peaceful. Stefani gave some lovely recommendations. Perfect host, perfect place. Happily stay again.
Guest favorite

Home in Borgo San Lorenzo

4.82 out of 5 average rating, 303 reviews

Mugello Countryside House

StephenRating, 5 stars3 months ago
Me and my wife had a wonderful stay at Lucrezia’s place, which offers a perfect blend of country charm just outside Florence. It’s conveniently located for a quick drive or train into the city whenever needed. The accommodations are both relaxing and comfortable, with everything you need to prepare meals at home. Lucrezia also recommended a fantastic local restaurant that exceeded my expectations. The property’s location is ideal, and I definatly recommend it to anyone looking for a peaceful getaway!
Guest favorite

Apartment in Lastra a Signa

5 out of 5 average rating, 54 reviews

Only long term apt in a 17 century FARM

SarahRating, 5 stars4 months ago
Magical stay at Paola's. Difficult to describe in a few words all the kindness she showed with us, we immediately felt at home. Paola picked us up by car from the station and greeted us with a nice bottle of wine and pizza - delicious -, difficult to have a better arrival especially after a long trip. She was very proactive throughout our stay and even took us half a day into the Chianti so we could visit a vineyard because we didn't have a car - we still can't go back from her generosity! She takes care of all her guests and her property is beautiful, we enjoyed the pool and the apartment is wonderfully well decorated and equipped. We would highly recommend staying with Paola, the best airbnb host we've had. Thanks again for everything Paola, you were wonderful, and we are already dreaming of coming back! Arrivederci!:)
Superhost

Home in Greve in Chianti

4.74 out of 5 average rating, 129 reviews

Comfortable house Greve in Chianti

CarlRating, 5 stars3 months ago
Our stay here was perfect! It is such a lovey Tuscan place that made us feel right at home. It is a short 10 minute walk from the center of Greve and it provides lovely views of the surrounding areas. Luana is very kind and quick to respond to our questions. We highly recommend this place for future guests! The only advice we can give for guests staying anywhere in Tuscany is to pick up some mosquito spray - they are everywhere.
Guest favorite

Vacation home in Panzano In Chianti

4.97 out of 5 average rating, 141 reviews

Fienile Santa Teresa

MarnieRating, 5 stars3 months ago
Very private and peaceful. Beautiful view and the house was well equipped and comfortable. Host was very responsive and helpful.
Superhost

Condo in Castelfranco di Sopra

4.83 out of 5 average rating, 232 reviews

House between Firenze, Arezzo, chianti e Siena

VasundharaRating, 5 stars3 months ago
Splendid location and excellent food! Perfect getaway in my opinion — I saw the prettiest sunset of my life surrounded by cats and ducks.
Superhost

Condo in Laterina

5 out of 5 average rating, 3 reviews

Casa vacanze Le Fornaci - Apartamento Dondo

ManuelaRating, 5 stars2 months ago
We've been guests to six people. When we arrived in the evening, the apartment was as described, well heated and comfortable The staff is courteous, kind and always available. We had dinner in their restaurant, high quality cuisine at affordable prices. Repeat experience
Guest favorite

Villa in San Leolino

5 out of 5 average rating, 105 reviews

Poggio del Fattore-Villa with pool,hilltop,Chianti

VeraRating, 5 stars3 months ago
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

Superhost

Farm stay in Montaione

4.86 out of 5 average rating, 7 reviews

Margherita

SusanneRating, 5 stars5 months ago
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!
Guest favorite

Villa in Baco

4.86 out of 5 average rating, 83 reviews

Tuscan Villa

DeeRating, 5 stars4 months ago
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.
Guest favorite

Apartment in Gaiole In Chianti

4.76 out of 5 average rating, 21 reviews

Idyllic with shared pool in the heart of Chianti

GuidoRating, 5 stars5 months ago
Heidi's apartment is situated in a larger complex on the outskirts of the village, just a short walk from the town center where you can find a church, a mini supermarket, bars, and a popular restaurant that is always fully booked. The village is ideally located in the heart of Chianti, making it a perfect starting point for exploring the region. You can drive along one of the scenic, winding roads to a wine tasting event, enjoy a bike ride through the picturesque countryside, or visit nearby cities like Siena or Florence (Firenze). One of the highlights of the apartment is the spacious swimming pool (1.35 m deep), which is perfect for cooling off during the hot summer days, especially if you have kids. The apartment itself is well-equipped, ensuring a comfortable stay. Communication with Heidi is easy and friendly. She provides detailed information on the check-in and check-out procedures, as well as instructions for using various amenities in the complex. We enjoyed our stay!
Guest favorite

Farm stay in Castelfiorentino

4.93 out of 5 average rating, 144 reviews

Amazing view, pool and relax, 5 adults

ColinRating, 5 stars2 weeks ago
Andrea's accommodation was everything that we anticipated, from arrival to departure. We were welcomed by two amazing ladies who explained all that we needed to know about the house. We were a family of five, and the open plan layout with the kitchen area (fully equipped), dining area and lounge suited our Christmas celebrations. Andrea provided a Christmas tree which added to the festive atmosphere. The large fireplace in the lounge was great. It really did feel like home from home. Simona provided a pasta making session for my family that made for a delicious dinner. Planning to return soon.
Guest favorite

Hut in Poggibonsi

4.94 out of 5 average rating, 129 reviews

Lovely barn with pool between Siena and Florence

JamieRating, 5 stars3 months ago
Great stay here during our time in Tuscany. The roads can be as you approach Michele's place so definitely recommend a small suv or something like that. Michele's was very friendly and flexible on things and even brought us a few things to do laundry with. There are two sweet cats that live on the property and one will come and greet you every morning if you're nice to it. We stayed here while spending time in Florence, Siena and the town of Poggibonsi is about 15 minutes away if you need groceries or a close dinner.
Superhost

Apartment in Montespertoli

4.89 out of 5 average rating, 9 reviews

12/14 pers,WiFi,Sw-pool,catering

MartinaRating, 5 stars22 months ago
The place is magnificent and very well kept, clean and super cozy. It's a little out of the way but we chose it just for the secluded location and surrounded by nature; in any case with a halfhour by car you can get to several wonderful places. Nicola was very kind and helpful. I highly recommend a stay here, it's refreshing!!
Guest favorite

Apartment in La Felce

4.98 out of 5 average rating, 107 reviews

La Felce Country House

GarrettRating, 5 stars4 months ago
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!
Guest favorite

Villa in Certaldo (FI)

4.89 out of 5 average rating, 143 reviews

Tuscan farmhouse with private pool and views

DorothyRating, 5 stars3 months ago
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.

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 before taxes and fees

  • Total number of reviews

    620 reviews

  • Rentals with a pool

    20 properties have a pool

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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