
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.

Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

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.

Relax 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.

The MOONLIT & SUNNY COTTAGE near Florence
IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence and Mugello is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients such as bio vegetables, eggs or cheese.

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.

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.

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!

[SAN LORENZO-DUOMO] Prestigious Historic Residence
Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.

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

Il Fienile, Cottage in the country with Jacuzzi

Bio-agritourism in the hills of Florence

Torretta Apartment

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi

House of Delights - The Medici private leisure house

La Pieve - the house next to the church

Farmhouse with pool in Chianti
Family- and pet-friendly home rentals

Love in Chianti

FAETOLE typical Tuscan country house near FLORENCE

Country house a stone's throw from Florence

Luxury Villa in the very heart of Chianti

Casa Al Poggio & Chianti view

Costalmandorlo, a rustic home in the heart of Tuscany

Countryhouse 9 km to Florence-2+1g,free park, wine

Casa Luigi Suite with exclusive pool
Family-friendly home rentals with a pool

Infinity pool in Chianti area

A barn in Chianti

Authentic Farmhouse Apartment

Casa Bada - Barn

Farmhouse near Florence - Loggia

[Traditional Cozy House] Garden & Viewpool Apt

Vintage Residence with Pool in Chianti

Beautiful medieval tower in Chianti
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
- Provence Vacation rentals
- Rome Vacation rentals
- Milan Vacation rentals
- Nice Vacation rentals
- Venice Vacation rentals
- Florence Vacation rentals
- Francavilla al Mare Vacation rentals
- Naples Vacation rentals
- Zürich Vacation rentals
- Marseille Vacation rentals
- Italian Riviera Vacation rentals
- Cannes Vacation rentals
- Rentals with pools Grassina
- Smoking-friendly rentals Grassina
- Rentals with a washer and dryer Grassina
- Apartment rentals Grassina
- Rentals with a fireplace Grassina
- House rentals Grassina
- Rentals with a patio Grassina
- Pet-friendly rentals Grassina
- Rentals with outdoor seating 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
- Santa Maria Novella
- Stazione Santa Maria Novella
- Piazza del Duomo (Pisa)
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Pisa Centrale Railway Station
- Mercato Centrale
- Uffizi Gallery
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Mugello Circuit
- Piazzale Michelangelo
- Spiagge Bianche
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Parco delle Cascine
- Medici Chapel
- Basilica of Santa Croce
- Piazza della Signoria
- Del Chianti





