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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, 767 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, 149 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, 745 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, 358 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

Rental unit in Centro Storico

4.97 out of 5 average rating, 236 reviews

Giotto apartment in S.Maria Novella square

This elegant apartment is on the second floor within an historic building (with lift), finely restored and furnished according to the traditional florentine style. This unit has three large windows where you can enjoy breathtaking views of the Basilica of Santa Maria Novella and its square. It is situated in the hearth of Florence so that in a few minutes walk you can reach the Duomo, Old Bridge, Piazza Signoria, Uffizi Gallery ad all the main musuems and monuments.

Guest favourite

Villa in Impruneta

5 out of 5 average rating, 127 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

Rental unit in La Presura

4.92 out of 5 average rating, 132 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, 548 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, 271 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

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 358 reviews

Old hayloft 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. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Guest favourite

Home in Florence

4.95 out of 5 average rating, 254 reviews

Luxury villa in Florence

Beautiful three bedroom villa, 20min drive from the world famous Duomo in Florence. This villa offers all the comforts of a modern property, but still maintains its colonial charm. Surrounded by the most amazing Tuscan views, but still so close to Florence, makes this the ideal location for your holiday

Guest favourite

Rental unit in Centro Storico

5 out of 5 average rating, 470 reviews

Renaissance Apartment with Duomo Views

I decorated the apartment so that guests could experience the great age of the Florentine Renaissance with their own skin. The environment is full of details and decorations. For the Florentine Baroque decoration see my listing: Duomo, Baroque&Renaissance on the Roof!

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Stylish accommodation and amenities

Popular amenities for Grassina family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Cottage in San Gimignano

4.97 out of 5 average rating, 64 reviews

The Green House in Tuscany

Guest favourite

Condo in Centro Storico

4.97 out of 5 average rating, 439 reviews

What a view in Florence heart!

Home in Gaiole In Chianti

4.86 out of 5 average rating, 248 reviews

Charming estate with views

Guest favourite

Rental unit in Centro Storico

4.93 out of 5 average rating, 274 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, 421 reviews

Little Jewel Florence , Dome, David, - Garage

Guest favourite

Rental unit in Gavinana

4.89 out of 5 average rating, 314 reviews

Blue room with jacuzzi, close to the city center

Family- and pet-friendly home rentals

Guest favourite

Townhouse in Scandicci

4.87 out of 5 average rating, 277 reviews

Florence Country Side: Giogoli a place to be!

Guest favourite

Guest suite in Centro Storico

4.94 out of 5 average rating, 162 reviews

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

Guest favourite

Rental unit in Centro Storico

4.95 out of 5 average rating, 330 reviews

Museum Suite - Luxurious unit with a City View -

Guest favourite

Rental unit in Europa

4.94 out of 5 average rating, 225 reviews

Casa della Ciri - La Pazienza

Guest favourite

Villa in San Casciano

4.97 out of 5 average rating, 105 reviews

Luxury Villa in the very heart of Chianti

Guest favourite

Rental unit in Centro Storico

4.86 out of 5 average rating, 430 reviews

Le Scalette: Sunny, Quiet, Refined with Full AC

Guest favourite

Loft in Centro Storico

4.86 out of 5 average rating, 377 reviews

Place in Tornabuoni with Parking Included

Guest favourite

Rental unit in Centro Storico

4.99 out of 5 average rating, 318 reviews

Mari's at Duomo 750 ft² 2 bedrooms 2 bathrooms

Family-friendly home rentals with a pool

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

Villa in Ambra

4.98 out of 5 average rating, 124 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Guest favourite

Farm stay in Lastra a Signa

4.96 out of 5 average rating, 197 reviews

Cozy Room in Tuscany

Guest favourite

Farm stay in Pian di Scò

4.95 out of 5 average rating, 128 reviews

Agriturismo I Gelsi

Guest favourite

Villa in Montespertoli

4.93 out of 5 average rating, 166 reviews

Colonica in the Chianti

Guest favourite

Villa in San Leolino

5 out of 5 average rating, 105 reviews

Poggio del Fattore-Villa with pool,hilltop,Chianti

Guest favourite

Farm stay in Reggello

4.96 out of 5 average rating, 154 reviews

Colonica in stone, exclusive private pool

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

Total rentals
30 properties
Nightly prices starting at
$170 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