
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.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Live in a farmhouse with a garden near the center
Surrounded by a very large garden, in a typical Tuscan farmhouse, just 6 km from the historic center of Florence, a stone's throw from Viola Park, the Nottolino is the ideal place for all those who want to visit Florence without giving up a holiday of tranquility and relaxation. The strategic location, the convenience of private parking, and the proximity to the Florence South toll booth make it perfect not only for discovering Florence, but also the villages of Chianti and the cities of Tuscany.

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.

Museum Suite - Luxurious unit with a River View -
After 13 wonderful years of hosting on Airbnb, the time has come to close this incredible chapter and embrace the next. These upcoming 7 months will be the final season for MuseumSuite, in Jan 2027, the property will be sold and transformed into a private family residence. It has been an absolute honor and a privilege to welcome guests from all walks of life. Each of you has deeply enriched my journey, and I hope that MuseumSuite has left a beautiful, lasting impression on your lives as well.

Renaissance Apartment Touch the Dome
Inspired by the most fascinating artistic era in human history, the Renaissance, each of my homes is a tribute to the elegance, harmony, and craftsmanship that defined that golden age. Step inside and be transported. You’ll not only see the Renaissance — you’ll feel it in the atmosphere, in the light, and in the soul of each space. Discover also The Renaissance & Baroque apartment: https://www.airbnb.it/rooms/30229178?guests=1&adults=1&s=67&unique_share_id=c0087742-7346-4511-9bcd-198bbe23c1b4

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!

The Castle of Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). 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.

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!

Tower Penthouse in small castle near Florence
900 year old tower-penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, character, convenience. Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

The View of Sangiorgio
In the heart of the historic center of Florence, stands this magnificent 90 m2 apartment. Thanks to the location and the splendid view overlooking Florence, you will immediately feel part of the city. The apartment is a stone's throw from the Ponte Vecchio and therefore close to every attraction in Florence. N.b. The apartment is located in an elevated position and to reach it there is a climb and two flights of stairs to climb

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

Il Fienile, Cottage in the country with Jacuzzi

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

BOBO SUITE Relax in the Chianti Classico Gallo Nero

Romantic stay at a bio-agritourism in Florence
Family- and pet-friendly home rentals

Love in Chianti

FAETOLE typical Tuscan country house near FLORENCE

Beautiful medieval village!!!

[Traditional Cozy House] Garden & Viewpool Apt

Farmhouse 9 kms to Florence-2+1

Country House "Il Sabatino" on Florence's hills.

“Le Scalette,” Florentine Hills

San Niccolò hidden gem suite
Family-friendly home rentals with a pool

Tenuta Chiudendone in Tuscany

Private Chianti Cottage, Garden & Vineyard Views

A barn in Chianti

Stone House with Exclusive Pool Codilungo in Chianti

Relaxation and charm in the Chianti hills

Countryside Dream farm in Tuscany

Beautiful medieval tower in Chianti

Painter's Loft in Historic Tuscan Villa
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 ﺩ.ﺇ 404 per night before taxes and fees

Verified guest reviews
Over 720 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
Destinations to explore
- Rentals with a fireplace Grassina
- House rentals Grassina
- Rentals with a patio Grassina
- Rentals with pools Grassina
- Smoking-friendly rentals Grassina
- Rentals with a washer and dryer Grassina
- Rentals with outdoor seating Grassina
- Apartment rentals Grassina
- Pet-friendly rentals Grassina
- Family-friendly rentals Metropolitan City of Florence
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Stazione Santa Maria Novella
- Del Chianti
- Piazza della Repubblica
- Spiagge Bianche
- Autodromo Enzo e Dino Ferrari
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Piazza della Signoria
- Boboli's Garden
- Palazzo Vecchio
- Basilica of Santa Croce





