
Family-friendly holiday rentals in Grassina
Find and book unique family-friendly homes on Airbnb
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 $141 SGD per night before taxes and fees

Verified guest reviews
Over 720 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
Top-rated family-friendly rentals in Grassina
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Amore in Chianti
Benvenuti nella deliziosa casetta di Riccardo e Pauline, un piccolo angolo d'amore dove colori e dettagli sono pensati per donare pace e tranquillita'. Vi troverete immersi nel verde delle colline Toscane, dentro un paesaggio mozzafiato dove nasce il rinomato vino Chianti Classico. La zona è ideale per passeggiare a piedi e in bicicletta. Sarete vcino alle città d'arte come Firenze, Siena e Arezzo. Su richiesta e disponibilità offriamo un servizio navetta a pagamento. Vi aspettiamo con gioia ❤️

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.

TREEhouse/casaBARTHEL
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.

Relax in colonica con giardino vicino al centro
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.

Relax e charme tra le colline del chianti
Bellissima colonica in pietra, indipendente, immersa tra gli olivi e le colline del Chianti, con giardino privato e piscina panoramica. Piano terra con ampi saloni, antico camino e forno a legna, soggiorno luminoso e cucina full optional. Al primo piano tre suites composte da camera, studio e bagno privato. Accesso tramite cancello e strada bianca in proprietà privata a soli 500 metri dal paese di Strada in Chianti. Ideale per quiete e relax. Location strategica per visitare la Toscana.

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.

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!

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.

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.

Florentine Penthouse with Panoramic Terrace
The truly Florentine soul of this exquisite apartment and its panoramic terrace sets the stage for an unforgettable stay. From this privileged vantage point above the rooftops, you can almost touch Florence’s monuments as you sip a sunset aperitivo, or greet the morning beneath the pergola with a leisurely breakfast while the city awakens in golden light.
Popular amenities for Grassina family-friendly rentals
Family-friendly home rentals with a hot tub

Il Fienile, Cottage in the country with Jacuzzi

Bioagriturismo colline di Firenze

Torretta Apartment

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi

Casa di Delizie - The Medici private leisure house

Villa di Geggiano - Guesthouse

Firenze view in a city center loft attic
Family- and pet-friendly home rentals

FAETOLE typical Tuscan country house near FLORENCE

Bellissimo borgo medievale!!!

Costalmandorlo, rustico nel cuore della Toscana

Piazzale Michelangelo among the olive trees

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

San Niccolò hidden gem suite

Florentine Hills "Le Scalette"

Countryhouse 9 kms to Florence-3+2,free park, wine
Family-friendly home rentals with a pool

Tenuta Chiudendone in Tuscany

Private Chianti Cottage, Garden & Vineyard Views

Authentic Farmhouse Apartment

Stone House with Exclusive Pool Codilungo in Chianti

Old barn The Nepitella Firenze

Farmhouse near Florence - Loggia

Countryside Dream farm in Tuscany

[Traditional Cozy House] Garden & Viewpool Apt
Destinations to explore
- Flat rentals Grassina
- House rentals Grassina
- Rentals with a patio Grassina
- Rentals with pools Grassina
- Rentals with a washing machine and dryer Grassina
- Rentals with a fireplace Grassina
- Rentals with outdoor seating Grassina
- Pet-friendly rentals Grassina
- Smoking-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





