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Family-friendly holiday 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.

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Home in Galluzzo

4.88 out of 5 average rating, 766 reviews

TREEhouse/casaBARTHEL

casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the Duomo and 30' from Siena. Come and live with us; enjoy our olive trees, the kitchen garden and our family life style away from the working rhythm. By providing wifi only in the communal courtyard we suggest our guests to utilize internet only when is really needed. Taking a break from been connected with elsewhere and enjoy the 'here and now' could be our best present to you!

Guest favourite

Home in Impruneta

4.98 out of 5 average rating, 147 reviews

Tiny romantic tower on the hills of Florence

Think of a tiny charming ancient tower, embedded in a time into a small XIX century tuscan villa on the florentine hills. Think of a romantic place for a couple, with a bedroom and a living room which opens onto a breathtaking terrace in the countryside, with a bathroom and a tiny kitchen. Also think that in 20 minutes drive you are into Florence downtown. Well, this is the place! To get all this you have to climb three flights of stairs with no lift. But you'll see it surely worth the effort.

Guest favourite

Rental unit in Centro Storico

4.97 out of 5 average rating, 738 reviews

In the centre of Florence near the Duomo

Located near the Station, San Lorenzo market, the Uffizi, the Accademia Gallery , the Duomo and the Ponte Vecchio. The accommodation is suitable for both business travelers and for couples or families with children. The area offers several places to eat and have fun, for example, the upper floor of the Central Market or the famous restaurants Trattoria ZàZà and Trattoria Mario, and a small but well stocked supermarket just down the street where you can buy a little bit of everything.

Guest favourite

Condo in Strada in Chianti

4.94 out of 5 average rating, 356 reviews

Chianti Apartment in 12th Century Tuscan farmhouse

Your separate apartment in our secluded 12th century farmhouse has its own entrance and is on two levels; kitchen and sitting area is on the first floor, beds and bath are upstairs. The large fireplace in the kitchen is very typical in these old houses. In the sleeping rooms we have air conditioning. The garden is unique , a place to relax and enjoy. If there is no available date check out our second new listing, same property, "Chianti Patio Apartment" Pleased to welcome you!

Guest favourite

Villa in Impruneta

5 out of 5 average rating, 126 reviews

La Torre

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, immersed in the beautiful and sweet Tuscan hills. The villa has a mozzing view, very sunny, well furnished and equipped with all the comforts, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 160 reviews

Ancient Casolare Toscano on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. The apartment is on the first floor of the main farmhouse, with independent access and a tree-lined garden. Furnishings in the classic Tuscan style, with wooden beamed ceilings, terracotta floors that give a characteristic touch.

Guest favourite

Rental unit in Centro Storico

4.97 out of 5 average rating, 431 reviews

Sognando Michelangelo - apt.&garage in Florence

Sognando Michelangelo apt.&garage in Florence is a renovated and just finished apartment, furnished with passion and love. It is located next to the historical Florence center and very close to the main attractions. A 15-minute walk from the centre, it is also well-connected to the city by bus lines and allows to reach the most famous attractions such as the Duomo, Ponte Vecchio and Piazzale Michelangelo. Feel like home, you are welcome!

Guest favourite

Rental unit in La Presura

4.92 out of 5 average rating, 129 reviews

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

We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)

Guest favourite

Castle in Bagno a Ripoli

4.91 out of 5 average rating, 547 reviews

TOWER apartment in small castle near Florence

Romantic, Historically unique, Magical atmosphere, 360 degree views of the countryside and Florence. Great retreat for digital nomads, or simply to retreat from the hustle and bustle. Convenient for Chianti and Tuscany explorations. A/C in 2 rooms. Cooking class and wine tasting available. If you'd like to add more space and comfort, book the TOWER PENTHOUSE: double the space, a large kitchen, another bathroom. Perfect for families!

Guest favourite

Rental unit in Centro Storico

4.97 out of 5 average rating, 270 reviews

home away from home, to make you feel at home

The apartment is the result a carefully and optimized restoration. Simple but functional and stylish apartment, with all The conveniences close by from Florence most important squares in located on a quiet street. I love to point out that the linen I have chosen is exactly what I would love to get on my vacation. For a not just anybody guest but particular and unique.

Guest favourite

Rental unit in Centro Storico

5 out of 5 average rating, 243 reviews

Piazzale Michelangelo among the olive trees

Within short reach of Michelangelo’s Square and the popular and lively area of St.Niccolò, this apartment offers you a double advantage: being close to the heart of the city and at the same time fully immersed in the green peace of the hill shared by the stunning Romanic Church of San Miniato. CITY TAX NOT INCLUDED IN THE PRICE

Guest favourite

Villa in Bagno a Ripoli

4.97 out of 5 average rating, 119 reviews

Quite old farmhouse on the hills of Florence

Two levels 800th rustic country house, on the hills surrounding the town with original forniture and a stunning view of the facing valley, a beautiful patio and large garden. 25 min driving from center, well placed for Chianti area, Siena, San Gimignano. 1hr driving to Pisa, Lucca, Volterra, Arezzo, Cortona and much more!

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Popular amenities for Grassina family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Farm stay in Figline Incisa Valdarno

4.92 out of 5 average rating, 304 reviews

Bioagriturism hills Florence 3p

Guest favourite

Condo in Centro Storico

4.97 out of 5 average rating, 437 reviews

What a view in Florence heart!

Guest favourite

Loft in Reggello

4.89 out of 5 average rating, 131 reviews

CASA AL BOSCO 1

Home in Gaiole In Chianti

4.86 out of 5 average rating, 247 reviews

Charming estate with views

Guest favourite

Rental unit in Centro Storico

4.93 out of 5 average rating, 272 reviews

M&G Apartment your home away from home

Guest favourite

Villa in San Casciano in Val di Pesa

4.94 out of 5 average rating, 158 reviews

The Vichiaccio Villa with Jacuzzi in Chianti

Guest favourite

Rental unit in Gavinana

4.96 out of 5 average rating, 391 reviews

Suite Michelangelo with Terrace

Guest favourite

Loft in Centro Storico

4.96 out of 5 average rating, 420 reviews

Little Jewel Florence , Dome, David, - Garage

Family- and pet-friendly home rentals

Guest favourite

Townhouse in Scandicci

4.87 out of 5 average rating, 275 reviews

Florence Country Side: Giogoli a place to be!

Guest favourite

Rental unit in Florence

4.89 out of 5 average rating, 191 reviews

Apt with Wifi, A/C, private parking

Guest favourite

Rental unit in Europa

4.94 out of 5 average rating, 225 reviews

Casa della Ciri - La Pazienza

Guest favourite

Rental unit in Firenze

4.95 out of 5 average rating, 163 reviews

CARPE DIEM A FIRENZE Independent entrance

Guest favourite

Home in Tavarnelle Val di Pesa

4.96 out of 5 average rating, 273 reviews

Casa Al Poggio & Chianti view

Rental unit in Centro Storico

4.87 out of 5 average rating, 213 reviews

Sweet nest in a medieval tower

Guest favourite

Loft in Centro Storico

4.94 out of 5 average rating, 507 reviews

Panoramic loft with lift in the heart of Florence

Guest favourite

Rental unit in Centro Storico

4.86 out of 5 average rating, 271 reviews

Secret terrace within walking distance of David and Duomo

Family-friendly home rentals with a pool

Guest favourite

Rental unit in Castellina in Chianti

4.97 out of 5 average rating, 102 reviews

Visit Chianti, Siena, S.Gimignano, Florence

Guest favourite

Cottage in Barberino Tavarnelle

4.98 out of 5 average rating, 186 reviews

Stone House with Exclusive Pool Codilungo in Chianti

Guest favourite

Villa in Tavarnelle Val di Pesa

4.93 out of 5 average rating, 134 reviews

PODERE GUIDI

Guest favourite

Holiday home in Panzano In Chianti

4.97 out of 5 average rating, 141 reviews

Fienile Santa Teresa

Guest favourite

Farm stay in Lastra a Signa

4.96 out of 5 average rating, 197 reviews

Cozy Room in Tuscany

Guest favourite

Villa in Florence

4.84 out of 5 average rating, 110 reviews

historic Chapel in Villa: pool, garden, car space

Guest favourite

Farm stay in Pian di Scò

4.95 out of 5 average rating, 128 reviews

Agriturismo I Gelsi

Guest favourite

Rental unit in Pontassieve

4.9 out of 5 average rating, 197 reviews

Farmhouse near Florence - Fienile

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

Total rentals
30 properties
Nightly prices starting at
$166 NZD before taxes and fees
Total number of reviews
590 reviews
Rentals with a pool
30 properties have a pool
Wi-Fi availability
30 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool

Destinations to explore