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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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Top guest favourite
A thoughtfully arranged living area features a spacious blue sectional sofa adorned with neutral pillows. A variety of books are displayed on a wooden coffee table. Artwork and decorative items line the walls, complemented by soft natural light filtering through the windows.
Flat in San Frediano
4.92 out of 5 average rating, 119 reviews

Radiant, Luxury Eclectic Apartment in Oltrarno

Renovated one year ago, this elegant apartment equipped with all necessary comforts is located in Florence's most prestigious neighbourhood. It offers easy access to the historic city center. Plus, parking is very easy as the property is outside the restricted traffic zone. Nestled on a peaceful street in the charming Oltrarno district, the apartment is steps away from many historical sites and museums. There are all kinds of restaurants, shops, cafes, and bars in the immediate surrounding area.

Top guest favourite
A shaded terrace offers panoramic views of rolling hills and lush greenery, with terracotta rooftops visible in the foreground. The clear sky enhances the vibrant landscape, highlighting the rich textures of the countryside.
Home in Impruneta
4.98 out of 5 average rating, 173 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.

Top guest favourite
The exterior of the cottage is surrounded by greenery, featuring a sunlit terrace with a dining table and umbrella. Potted plants add color to the entrance, while the rustic charm of the stone and tiled details enhances the natural setting.
Home in Vaiano
4.99 out of 5 average rating, 259 reviews

Tuscan cottages in an ancient villa with a garden

The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.

Top guest favourite
A lush garden surrounds the farmhouse, featuring a winding brick pathway lined with vibrant greenery and colorful flowers. Mature trees provide shade, and a variety of plants contribute to a serene atmosphere, enhancing the natural beauty of the outdoors.
Apartment in Strada In Chianti
4.95 out of 5 average rating, 397 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
Flat in La Presura
4.83 out of 5 average rating, 169 reviews

Countryhouse 9 kms to Flor., free park, pool, wine

Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking Small organic farm producing our own wine Chianti Classico and extra olive oil 1 hour driving to the most important city of Tuscany :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) possibility to make self check in; security distance in pool.

Top guest favourite
Home in Fiesole
4.98 out of 5 average rating, 106 reviews

Tuscan Villa 15 min from Florence, Parking, Garden

Relax in the rustic comfort of a charming portion of a Tuscan farmhouse, discovering authentic Italian lifestyle in the beautiful Florentine countryside, just a 15-minute drive from the city. An exclusive experience marked by unforgettable sunsets over the main hill of Fiesole. The farmhouse was built in the 14th century as part of a Tuscan estate surrounded by olive groves and a beautiful garden. Having a car is compulsory to reach the house and moving around.

Top guest favourite
A serene landscape showcases a rustic stone building surrounded by tall cypress trees, offering a touch of greenery to the well-maintained lawn. The backdrop reveals gentle hills under a clear blue sky, creating a peaceful countryside atmosphere.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 475 reviews

Farmhouse in Chianti with Swimming Pool

Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

Top guest favourite
The kitchen area features wooden cabinetry and a dining table surrounded by chairs. A traditional chandelier hangs from the ceiling. The room includes a stove, sink, and a television on a wooden sideboard, with decorative items and local artwork adorning the walls.
Home in Bagno A Ripoli
4.94 out of 5 average rating, 118 reviews

Casa Nespolo – Cozy farmhouse in Chianti

This house is part of an old building recently refurbished and in the past was a convent which used to be a part of the castle estate located in front of us. The interior design reflects the typical Tuscan style of furniture and materials. The kitchen is equipped with a fridge, microwave, coffee machine, sink and utensils. Available daily, for breakfast you will find coffee/tea, milk, biscuits and cakes. IT'S RECOMMENDED TO HAVE A CAR TO REACH THE HOUSE!

Guest favourite
The historic tower apartment, part of a small castle, is surrounded by lush greenery and trees. The building features multiple windows, showcasing traditional architectural elements. A picturesque garden with low shrubs and budding flowers provides a tranquil atmosphere, inviting exploration of the outdoor space.
Castle in Bagno A Ripoli
4.92 out of 5 average rating, 559 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!

Superhost
The exterior of a charming stone villa is showcased, with a refreshing swimming pool in the foreground. Lush green grass surrounds the pool area, and a shaded gazebo with seating is positioned nearby. Rolling hills and a clear blue sky form a picturesque backdrop.
Villa in Greve in Chianti
4.86 out of 5 average rating, 167 reviews

Villa La Doccia, Greve in Chianti

Villa la Doccia is located 8 minutes by car from the center of Greve in Chianti, Casole, The Villa in a quiet and peaceful area is located within a small farm surrounded by vineyards and olive groves. ➡️ We would like to inform you that for this emergency we are doing everything possible to help and protect our guests by adopting a detailed and strict cleaning, We disinfect and sanitize all parts of the house.

Top guest favourite
Home in Florence
4.97 out of 5 average rating, 136 reviews

Bright house in Florence's green

Typical Tuscan house in the beautiful hills of Chianti with terracotta and parquet. Independent house with small garden and reserved parking. Located next to the owners' home. Recently renovated, thoughtfully furnished. The house is located 10 minutes from Florence and is perfect for visiting both the art cities and the Tuscan countryside. Unlimited wi-fi Small garden reserved in front of the house

Top guest favourite
The image showcases a rustic stone farmhouse surrounded by lush vineyards and olive trees. The building features a classic roof with terracotta tiles, set against a clear blue sky. Green grass frames the scene, emphasizing the natural beauty of the countryside.
Villa in Impruneta
4.99 out of 5 average rating, 106 reviews

Agriturismo Podere Scaluccia Chianti, Florence 12 px

The farmhouse is located 15 minutes (8 km) from the center of Florence, a city rich in art and culture, and is surrounded by beautiful panoramic views of the hills, at the entrance to Chianti. The house is old: traditional materials such as stone, wood and terracotta are the main features. The outdoor garden is available to everyone! To learn more, search for Podere Scaluccia

Popular amenities for Grassina family-friendly rentals

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

  • Total holiday rentals

    Explore 30 holiday rentals in Grassina

  • Nightly prices starting at

    Grassina holiday rentals start at $128 SGD per night before taxes and fees

  • Verified guest reviews

    Over 710 verified reviews to help you choose

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Grassina holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Grassina rentals

  • 4.7 Average rating

    Grassina stays receive an average rating of 4.7 out of 5 from guests