
Family-friendly holiday rentals in Grassina
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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.

Love in Chianti
Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️
Medieval Tower experience with Panoramic Rooftop
If you are looking for a memorable experience, this is the right place for you! With its 42 mt high, the Salvucci Tower is one of the famous towers of San Gimignano and today the only one turned into a vertically-spread apartment divided into 11 floors, for a total of 143 steps. A unique and timeless place, ideal to experience something never tried before. The tower can hosts couples or small groups up to 3 people. Its panoramic rooftop boasts an incredibly breathtaking view all over the town.

Infinity view
Completamente ristrutturata posizione con vista mozzafiato sul Valdarno. Il piano terra è composto da soggiorno con due vetrate che danno sul patio, camino, divano letto, bagno con grande doccia e cucina moderna con isola in acciaio, con tre porte finestre per accedere alla zona pranzo esterna con bbq. Il primo piano è composto da due camere matrimoniali ognuna dotata del proprio bagno con doccia. Giardino è moto curato,ci sono vari angoli relax, prendisole è una piscina infinity ad idrolisi

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.

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.

Luxury Villa in the very heart of Chianti
The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

Flat with large roof terrace with Duomo view
Spacious and recently restored, light-filled 2 bedroom apartment with large roof terrace offering incredible view of the Duomo. Located in the heart of Florence, very close to the Duomo and just 10 mins from the station. The Apartment has an open sitting room with design furniture, sofa, TV, dining table & air-con. Two bedrooms, one with large double bed & balcony and one with 140cm double. 2-hob kitchenette, coffee machine, kettle and all utensils.

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!

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

Paradise in Chianti
Beautiful property consisting of 6 apartments created by renovating an old farmhouse complex. Located on the Chianti hills, the property has large outdoor spaces and a beautiful panoramic swimming pool overlooking the estate's beautiful vineyards. The property's location is strategic, being a short distance from Mercatale (shops of all kinds) and Florence, which is only 22 km away.
Popular amenities for Grassina family-friendly rentals
Family-friendly home rentals with a hot tub

Panoramic loggia near Florence

A Big Dream in a Little Tower.

What a view in Florence heart!

Il Fienile, Cottage in the country with Jacuzzi

I Limoni Apartment in Tuscany

Torretta Apartment

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi

House of Delights - The Medici private leisure house
Family- and pet-friendly home rentals

Florence Country Side: Giogoli a place to be!

Quiet Hideway -Historic Center 650ft Ponte Vecchio

BEAUTIFUL OLD BARN IN CHIANTI

The Gerani at the Ponte Vecchio 🏵🏵🏵🏵🏵

Piazzale Michelangelo among the olive trees

Farmhouse 9 kms to Florence-2+1

Cottage Vittoria - Masseto In Chianti

Countryhouse 9 km to Florence-2+1,free park, wine
Family-friendly home rentals with a pool

Two-room apartment with private garden in a villa with swimming pool

Cosy Tuscany 2-bedroom home with a private pool

“il colle” nice house surrounded by vineyard

TORRE LA CAPANNINA ESTATE

Beautiful medieval tower in Chianti

Poggiolieto Suite - on hills 10' from city center

Villino Arancio - plunge pool with Duomo view

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




