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Family-friendly vacation 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 favorite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 306 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top guest favorite
The image depicts the entrance to a Tuscan farmhouse, characterized by warm-colored walls and traditional architectural features. A wrought iron gate leads to a cobblestone path framed by lush greenery and potted plants, creating a welcoming entrance to the property.
Apartment in Europa
4.94 out of 5 average rating, 105 reviews

Il Nottolino a peaceful stay 5km from Old Bridge

Circondato da un giardino molto grande, in una tipica casa colonica Toscana, a soli 6 km dal centro storico di Firenze, a un passo dal Viola Park, il Nottolino è il luogo ideale per tutti coloro che desiderano visitare Firenze senza rinunciare a una vacanza fra tranquillità e relax. La posizione strategica, la comodità del parcheggio privato, la vicinanza al casello di Firenze Sud , lo rendono perfetto non solo per scoprire Firenze, ma anche i borghi del Chianti e le città della Toscana.

Top guest favorite
A rustic dining area is highlighted by a long wooden table surrounded by several chairs. A vase of sunflowers sits at the center. The stone wall adds warmth to the space, while a clock and decorative items provide an inviting touch.
Home in Bagno A Ripoli
4.96 out of 5 average rating, 160 reviews

Casetta Melograno – 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, induction hob, microwave, coffee machine, sink and utensils. Available daily, for breakfast you will find coffee/tea, milk, biscuits and cakes. it's recomended to have a car to reach the accomodation and to move.

Top guest favorite
A light-filled living area features a neutral-toned sofa and a round dining table surrounded by four chairs. Large windows allow ample natural light, and a modern chandelier adds a stylish touch. A kitchen island with bar stools is positioned near the cooking area.
Condo in Gavinana
4.99 out of 5 average rating, 141 reviews

Florentine Experience - Chiara e Simone

Appartamento finemente ristrutturato ubicato al primo piano di una palazzina dei primi del ‘900 in tranquilla strada di uno dei più antichi ed eleganti quartieri di Firenze. Il centro storico è raggiungibile a piedi in 20/25 minuti, oppure in Bus con fermata a poca distanza da casa. Camminando lungo il suggestivo lungarno, Porta San Niccolò, il Ponte Vecchio, la Galleria degli Uffizi e la Basilica di Santa Croce sono comodamente raggiungibili, così come le altre meraviglie di Firenze.

Top guest favorite
A historic building featuring a stone facade and architectural details reminiscent of medieval castles. The structure has several windows and a notable tower, with shops visible on the ground level. The image captures the building against a clear blue sky.
Apartment in Florence
4.99 out of 5 average rating, 136 reviews

Florence castle apartment [2 bedrooms,2 bathrooms]

Elegant accommodation in an historic building in medieval castle style, equipped with every comfort. Overlooking the Tuscan hills, in a quiet residential neighborhood very close to the historic center. Well connected by public transports and 20 minutes walk from the main monuments. Outside the caos of the historic center, you will be into the authentic Florentine life. Downstairs you will find an excellent and elegant pastry shop, groceries, typical trattorias and a big supermarket.

Guest favorite
The exterior of a stone house showcases green shutters framing large windows. A small outdoor seating area is visible, featuring a table and two chairs. Potted plants adorn the entrance, with gravel leading to a well-maintained garden space.
Home in Bagno A Ripoli
4.87 out of 5 average rating, 140 reviews

Country house a stone's throw from Florence

In the Florentine Chianti, Florence South area, near the highway exit, in a small hillside village at the foot of the Medici villa of Lappeggi, a beautiful independent country house with a fenced garden, private, fine furnishings. Large living room and dining area, equipped kitchen, double bedroom with wardrobe, double bedroom in a windowed loft, windowed bathroom with shower, equipped garden for exclusive use, private parking space. Fast fiber internet.

Top guest favorite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 446 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top guest favorite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa in Impruneta
5 out of 5 average rating, 163 reviews

The Tower

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, 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.

Top guest favorite
The bedroom features a spacious bed with a snug checkered duvet and decorative pillow accents. Light enters through sheer curtains, illuminating the wooden ceiling beams. A minimalist shelving unit holds neatly folded towels and clothing, with soft lighting provided by bedside lamps.
Guesthouse in Florence
5 out of 5 average rating, 318 reviews

The Terrace

The Terrace is formed by a double-room in two floors, recently completely renovated and decorated with style. It is located in Settignano, a small neighborhood 6 km from the center of Florence with bus n.10 which end of line is only 50 meters from the access gate of the house. In 15 minutes you can easily reach the center of the city. Beside the gate there s the bar Vida, always full of delicious pastries and fresh tramezzino sandwiches.

Guest favorite
A tranquil outdoor pool is surrounded by well-maintained gardens and olive trees. Sun loungers are positioned along the poolside, providing space for relaxation. The stone-clad building in the background complements the landscape, contributing to the serene environment.
Apartment in La Presura
4.93 out of 5 average rating, 161 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)

Top guest favorite
An outdoor swimming pool is framed by stone tiles and lush greenery, with a few umbrellas offering shade nearby. The serene atmosphere is enhanced by olive trees and cypress lining the background, creating a relaxing retreat surrounded by nature.
Apartment in La Presura
4.91 out of 5 average rating, 110 reviews

Farmhouse 9 kms to Florence-2+1

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)

Top guest favorite
A small terrace is depicted, featuring a table and two chairs beneath soft natural light. The rooftops of the neighborhood are visible in the background, with the Basilica di Santa Croce and Brunelleschi’s Duomo creating a charming skyline.
Condo in Santa Croce
4.99 out of 5 average rating, 227 reviews

Casa degli Allegri

Open the large glass doors to let the scent of Tuscan herbs in; step onto the terrace and uncork a Sangiovese wine to soak in the stunning views of the Duomo. Nestled on the roofs of the authentic Santa Croce and Sant'Ambrogio neighborhoods, this romantic rooftop flat features brand-new appliances, antique and handcrafted furniture, two bathrooms, and all the amenities you need for the perfect base to explore Firenze.

Popular amenities for Grassina family-friendly rentals

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

  • Total vacation rentals

    Explore 30 vacation rentals in Grassina

  • Nightly prices starting at

    Grassina vacation rentals start at G$20,867 GYD per night before taxes and fees

  • Verified guest reviews

    Over 710 verified reviews to help you choose

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Grassina vacation rentals include wi-fi 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