
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.

Podere Vergianoni nestled in Chianti with a pool
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.

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.

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.

The Chianti Classico Sunset
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

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.

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!

Il Fienile, Cottage in the country with Jacuzzi
Surrounded by wineyards, close to Florence, a charming accomodation in a cozy cottage with heated jacuzzi at your exclusive use. Rooms sanitized by health protocols. Perfect starting point to discover Florence and Siena. Kitchen, wide living room, bathroom, two double bedroom (one with an extra single bed). In the living room a sofa bed for other 2 people. Tasteful furniture, Air Conditioning, barbecue, private parking. Partnership for: bike rental, private chef, private driver

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!

Typical Tuscan country house
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 just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

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.

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!

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.
Popular amenities for Grassina family-friendly rentals
Family-friendly home rentals with a hot tub

[Near Florence] Nautilus loft

I Limoni Apartment in Tuscany

Torretta Apartment

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi

House of Delights - The Medici private leisure house

Villa di Geggiano – Guesthouse

LA CASA DELL' AMBRA-ANCIENT BARN RENOVATED-
Family- and pet-friendly home rentals

Love in Chianti

Country house a stone's throw from Florence

Luxury Villa in the very heart of Chianti

Costalmandorlo, a rustic home in the heart of Tuscany

Old barn The Nepitella

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

Duomo View • In the Heart of Florence

Farmhouse 9 kms to Florence-2+1
Family-friendly home rentals with a pool

Borgo Bottaia "L'Arrampicata" 5 pax

Relaxation and charm in the Chianti hills

Villa of the Hydrangeas

Air Suite at Villa Santa Lucia Nuova

Apartment with pool near Florence

Original Tuscan Experience in the Heart of Chianti

Villa Isabella

Villetta dei Fagiani - pools, Jacuzzi in Florence
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 £76 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
Destinations to explore
- Rentals with a fireplace Grassina
- Rentals with outdoor seating Grassina
- Flat rentals Grassina
- Pet-friendly rentals Grassina
- House rentals Grassina
- Rentals with a patio Grassina
- Rentals with pools Grassina
- Rentals with a washing machine and dryer Grassina
- Family-friendly rentals Metropolitan City of Florence
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Santa Maria Novella
- Ponte Vecchio
- Basilica Di San Miniato A Monte
- Marina di Cecina
- Porta Elisa
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Del Chianti
- Pisa Centrale Railway Station
- Eremo Di Camaldoli
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Piazzale Michelangelo
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pitti Palace
- Parco delle Cascine
- Palazzo Vecchio
- Boboli's Garden
- Mugello Circuit




