
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.

Piccionaia apartment with garden for 2 people
In Montespertoli, among the rolling hills of Chianti, there is Podere Paglieri, a small family-run farm where wine and oil have been produced for generations. We are located halfway between Florence and Siena, in a perfect position to discover San Giminiano, Volterra, Siena, Lucca, and the Tyrrhenian coast, which are just a few kilometers away. The farm is surrounded by vineyards, olive groves and woods where you can walk freely, has a large and well-kept garden and a beautiful shaded terrace.

Poggio del Fattore-Villa with pool, hilltop, Chianti
Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

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.

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

Infinity pool in Chianti area
On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

Ancient Tuscan farmhouse in 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 just 35 minutes by car 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.

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!

Il Castello di Ferrano - Castle in Tuscany
Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

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!

Santa Croce Terrace - Holiday Home
Il mio alloggio è vicinissimo alla splendida Piazza di Santa Croce. La zona è centrale ma tranquilla. In pochissimi minuti a piedi si posso raggiungere ed ammirare i principali monumenti della città: Palazzo Vecchio, gli Uffizi, il Duomo, Palazzo Pitti e la Basilica di San Lorenzo. L'appartamento è molto luminoso e le stanze son comode e spaziose. Il mio alloggio è adatto a coppie, chi viaggia per lavoro e famiglie con bambini.
Popular amenities for Grassina family-friendly rentals
Family-friendly home rentals with a hot tub

A Big Dream in a Little Tower.

I Limoni Apartment in Tuscany

[Near Florence] Nautilus loft

Torretta Apartment

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi

House of Delights - The Medici private leisure house

[Ponte Vecchio] Prestige and unique view

Ancient Tuscan Rural Residence
Family- and pet-friendly home rentals

A barn in Chianti

Apartment only 200m from Leonardo's da Vinci house

Tuscany .Countryhouse on the Florence's hills

Apartment amid History and Design near the Duomo

VillaCortevecchia PrivatePoolVineyard 15minFlorenc

Farmhouse 9 kms to Florence-2+1

Piazzale Michelangelo among the olive trees

Apartment in the Chianti Vineyards
Family-friendly home rentals with a pool

Cosy Tuscany 2-bedroom home with a private pool

Farmhouse near Florence - Torretta

Stone House with Exclusive Pool Codilungo in Chianti

Apartment Gorgoli, relax and peacefulness

Private Country House with swimming pool -Chianti

Villa Isabella

VIRGO apartment

Podere Casalino - Il Gatto
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 £75 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
- House rentals Grassina
- Rentals with a patio Grassina
- Rentals with outdoor seating Grassina
- Flat rentals Grassina
- Rentals with pools Grassina
- Rentals with a washing machine and dryer Grassina
- Pet-friendly rentals Grassina
- Rentals with a fireplace 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
- Ponte Vecchio
- Santa Maria Novella
- Basilica Di San Miniato A Monte
- Marina di Cecina
- Porta Elisa
- Basilica of Santa Maria Novella
- Del Chianti
- Mercato Centrale
- Pisa Centrale Railway Station
- Eremo Di Camaldoli
- Piazza del Duomo (Pisa)
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Piazzale Michelangelo
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Great Synagogue of Florence
- Pitti Palace
- Parco delle Cascine
- Palazzo Vecchio
- Mugello Circuit




