
Family-friendly holiday rentals in Grassina
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Top-rated family-friendly rentals in Grassina
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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.

Country House "Il Sabatino" on Florence's hills.
19th Century House located on the beautiful hills on the outskirts of Florence, only 15 minutes drive from the city centre and 10-15 minutes walk from the closest bus stop. Ideal for someone traveling around Tuscany with his/her own car, this house is provided with restored kitchen and bedroomsfurnished with traditional pieces; surrounded by our family wineyard and olive tree orchard, we want to deliver our idea of hosting and hospitality through attention to details, by making you feel at home.

Giglio Blu Charming Loft
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

Casetta Melograno – 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, induction hob, microwave, coffee machine, sink and utensils. Available daily, for breakfast you will find coffee/tea, milk, biscuits and cakes. it's recomended to have a car to reach the accomodation and to move.

[Ponte Vecchio] Charm and Awesome view of Florence
Make your stay unique and treat yourself to an experience that you will carry within you for a lifetime. Located in the heart of Florence, this magnificent apartment is the ideal solution for those looking for an exclusive and prestigious site to combine with a central location, which is perfect for easily visiting the main sites of interest, all reachable in less than 10 minutes by foot. The views are on Ponte Vecchio, and you can enjoy one of the most fascinating panoramas of the city.

Florentine Experience - Chiara e Simone
Appartamento finemente ristrutturato ubicato al primo piano di una palazzina dei primi del ‘900 in tranquilla strada di uno dei più antichi ed eleganti quartieri di Firenze. Il centro storico è raggiungibile a piedi in 20/25 minuti, oppure in Bus con fermata a poca distanza da casa. Camminando lungo il suggestivo lungarno, Porta San Niccolò, il Ponte Vecchio, la Galleria degli Uffizi e la Basilica di Santa Croce sono comodamente raggiungibili, così come le altre meraviglie di Firenze.

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!

"La Cappella" ancient country church
Oratory built in the 1500s, The Chapel is now a luxury home: a monumental living room with plaster works and painted vault (due to a restoration in 1776), dining-kitchen room, 2 bedrooms (1 with King size bed and 1 with two single beds), 3 complete bathrooms, laundry, private garden and parking. Air conditioning and WIFI everywhere, large screen TV, all that serves best for table and kitchen. Since it is far about 1 mile from the nearest village, a car is essential.

Wonderful Loft in Villa with Pool in Chianti
Located on the second and top floor of the "Suites le Valline" complex, the Piazzale Michelangelo loft offers a unique style in an ideal location for exploring Tuscany, a 15-minute drive from Florence and San Casciano! Treat yourself to a moment of relaxation on the beautiful panoramic terrace overlooking Florence, or cool off in the bio pool among the olive trees... and remember that all the vegetables from the Valline vegetable garden are at your disposal!

I Rosai apartment on the Florentine hills
Two-room apartment in a renovated farmhouse, located in the Florentine hills, just 7 km from the centre and a few minutes from the motorway exit. Immersed in the countryside, with a spectacular view of Florence. Kitchen compound living room with double bed, fireplace, sleeping area with 140 cm double bed. Exterior with large terrace, condominium garden private garden, olive growing field available high chair and camping cot Private parking on the property

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.
Popular amenities for Grassina family-friendly rentals
Family-friendly home rentals with a hot tub

Incredible Frescoed Apartment next to Uffizi

Bioagriturismo colline Firenze 3p

[Near Florence] Nautilus loft

House of Delights - The Medici private leisure house

New, bright, cozy Florence apartment with view

Aurora apartment with parking and whirlpool

BOBO SUITE Relax in the Chianti Classico Gallo Nero

AJ Luxury Duomo View
Family- and pet-friendly home rentals

Your place in Florence | Free Parking Fast WIFI

Bright house in Florence's green

Diladdarno – The Only Flame In Town

Country house a stone's throw from Florence

Podere Guidi

Palazzo D'Ambra Presidential Suite Apartment

Gem of a loft space with terrace on the Arno

Monteriggioni Castello, holiday house in Tuscany
Family-friendly home rentals with a pool

Cercis - La Palmierina

Farmhouse near Florence - Torretta

Old barn The Nepitella

Countryside Dream farm in Tuscany

Vintage apartment with swimming pool in Chianti

Sperone: two floors apartment with pool

Farmhouse in Chianti

Stone farmhouse, exclusive private pool
Quick stats about holiday rentals that are family-friendly in Grassina
Total rentals
30 properties
Nightly prices starting at
£82 before taxes and fees
Total number of reviews
690 reviews
Rentals with a pool
30 properties have a pool
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Destinations to explore
- House rentals Grassina
- Rentals with a patio Grassina
- Rentals with pools Grassina
- Flat rentals Grassina
- Rentals with a fireplace Grassina
- Rentals with outdoor seating Grassina
- Rentals with a washing machine and dryer Grassina
- Pet-friendly rentals Grassina
- Family-friendly rentals Florence
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Ponte Vecchio
- Uffizi Gallery
- Mugello Circuit
- Mercato Centrale
- Piazzale Michelangelo
- Fortezza da Basso
- Parco delle Cascine
- Spiagge bianche
- Pitti Palace
- Piazza della Repubblica
- Careggi University Hospital
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Marina di Cecina
- Stadio Artemio Franchi
- Medici Chapels
- Palazzo Vecchio
- Basilica di Santa Croce