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Villas & apartments for families with children - Tuscany (85 properties found)

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Radda in Chianti

Docciole

The generous proportions of the living room reflect the open-hearted hospitality of Docciole.

Sleeps: 14

In walking distance to Radda in Chianti, Docciole is a great base for a large family holiday or a group of friends wishing to explore the famous Chianti hills. Set on large grounds with green vistas, the lovingly restored stone farmhouse has four independent bedroom suites on the ground floor and three bedrooms on the top floor along with a living room and kitchen of soaring proportions.

7 nights from £2150.00 / €2560.00 / $3123.00 View property Check availability

San Casciano Val di Pesa, Chianti

La Caserotta

La Caserotta houses all of its guests in the two large structures facing each other - a converted olive mill and stone barn.

Sleeps: 22 (Multiple properties at this location)

La Caserotta offers ample and elegant accommodation for a large family reunion or a special event set in the Tuscan countryside. With five spacious apartments providing room for up to 22 guests, this hamlet has individual outdoor areas as well as wide terraces where a group can dine or party. Located just south of Florence and an easy drive from the famed villages of the Chianti, this is the perfect spot for celebration or simply savoring the best Tuscany has to offer.

7 nights from £7242.00 / €8621.00 / $10518.00 View property Check availability

San Casciano Val di Pesa, Chianti

Geranio

A gentle entry and graduated depth make the swimming pool ideal for swimmers of all ages and abilities.

Sleeps: 4 (Multiple properties at this location)

The most spacious of the Borgo Caserotta accommodations, Geranio has terraces on two levels which take in views of the swimming pool and the wooded Chianti hills. A small family or holidaying couples will delight in the pleasure of living in this country hamlet and the ease with which they can reach the famed Chianti villages that lie between nearby Florence and Siena.

7 nights from £1824.00 / €2171.00 / $2649.00 View property Check availability

San Casciano Val di Pesa, Chianti

Peonia

With its back to the rest of the Borgo, Peonia's outdoor eating area faces the wooded Chianti hills on the horizon.

Sleeps: 4 (Multiple properties at this location)

With an outdoor patio that puts the green Chianti hills on the horizon, this hamlet apartment is particularly spacious for a small family or two couples. Smart bedrooms and a generous kitchen set the stage for a restful and delicious holiday that makes the most of the gentle countryside and fresh Tuscan ingredients on offer just south of Florence.

7 nights from £1603.00 / €1908.00 / $2328.00 View property Check availability

San Casciano Val di Pesa, Chianti

Papavero

Papavero's entrance is the middle door in the large building on the left

Sleeps: 6 (Multiple properties at this location)

Set in countryside once dotted with the summer palaces of Florentine nobility and now famed for its Chianti wines, this estate apartment in a converted olive mill is a comfortable option for a small family or group or group of friends. With a large pool at hand and bicycles to explore the country roads, guests of all ages will find the days pass delightful ease.

7 nights from £1824.00 / €2171.00 / $2649.00 View property Check availability

San Casciano Val di Pesa, Chianti

Girasole

The Girasole entrance is through wide double doors that look onto the Borgo's stylish outdoor living area, whereas the area to the right behind the gate is their own private outdoor area.

Sleeps: 6 (Multiple properties at this location)

This olive mill conversion on a Chianti estate provides a wonderful holiday accommodation for a small family or group of friends. Sharing the spacious estate grounds and large swimming pool, the apartment is in walking distance to the nearest town and a short drive to Chianti towns and vineyards. Easily reached from Florence, it is ideally set to explore the rolling countryside between Renaissance Florence and Medieval Siena.

7 nights from £1980.00 / €2357.00 / $2876.00 View property Check availability

San Casciano Val di Pesa, Chianti

Borgo Caserotta

Oil mill and barn

Sleeps: 22 (Multiple properties at this location)

The ancient olive oil mill and stone barn of a neighboring aristocratic villa in the Chianti hills have been sensitively converted into five tasteful apartments. Taken individually for groups of 2, 4 or 6, or rented together for a group of up to 22, they are in walking distance to an ancient market town and an easy drive to famed Chianti villages.

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Piazze, San Casciano dei Bagni

Villa Veduta

The dual staircases at the front of the villa lead directly to the sleeping quarters on the upper floor.

Save up to 30% on this property

Sleeps: 10

This restored country house, spacious enough for a family reunion, makes the most of its panoramic position on the slopes of Monte Cetona. With furnished patios and pergolas and a swimming pool dressed with sun beds and umbrellas, it is excellent for guests who enjoy outdoor living. Yet its air-conditioned bedrooms and comfortable interiors ensure similar ease once inside. Well placed for quick access to medieval spa towns, stately gardens and a motorway that delivers you to sites that fill guide books.

7 nights from £2640.00 / €3143.00 / $3834.00 View property Check availability

Trevinano, San Casciano dei Bagni

Rinnovato

The dining area is an eclectic mix of Italian design and recycled ecology, with a touch of whimsical nostalgia.

Sleeps: 8 to 10

This large country house, a refashioned mix of Italian design and ancient origins, offers a comfortable family holiday home at the edge of Monte Rufeno National Park in southeastern Tuscany. With 2 hectares of garden and an endless panorama, the house has a relaxed open plan layout, generous spaces and windows that flood them with light. Well-positioned to explore ancient thermal spa villages, famed medieval hill towns and the mountains and lakes that have inspired artists and writers for centuries.

7 nights from £2016.00 / €2400.00 / $2928.00 View property Check availability

Camaiore, Lucca

Rosaio

An inviting garden room under the pergola is the heart of the home in warmer months.

Sleeps: 4

With the winning combination of being a private property within walking distance of a Tuscan town, close to the beach and with a small pool in the garden, Rosaio is a wonderful house for a carefree or even car-free family holiday.

7 nights from £924.00 / €1100.00 / $1342.00 View property Check availability

Ciciano, Massa Marittima

Il Monte

The generous pool (8 x 20 m) with an infinity edge has more than enough room to allow all guests to enjoy the view.

Sleeps: 11 to 15 (Multiple properties at this location)

A restored hay barn and the ground floor of a large farmhouse provide hilltop accommodation for a family reunion that will revel in spacious grounds, a large panoramic pool, and the fresh food that the owners' garden and rich woodlands have to offer. Three apartments and an extra bedroom suite provide some private areas, while wide terracotta patios and a large common room ensure areas to sit down together for meals. In easy driving distance to small villages with restaurants and historic medieval cities that merit pages in guide books.

7 nights from £1536.00 / €1829.00 / $2231.00 View property Check availability

Ciciano, Massa Marittima

Leccio

Leccio's main room includes a well-furnished kitchen with a dining table and nearby sofa.

Sleeps: 3 to 4 (Multiple properties at this location)

Leccio, the largest and best equipped of three farmhouse apartments, sits on wide lawns atop a tree-covered hill midway between Siena and the coast. Not far from the historic San Galgano Abbey, a splendid concert venue, it is the perfect size for a small family who will enjoy local activities - biking, gathering mushrooms or chestnuts, or simply enjoying the property's large panoramic pool - or venture out and discover the medieval towns and villages on other hilltops.

7 nights from £571.00 / €680.00 / $830.00 View property Check availability

Ciciano, Massa Marittima

Faggio

The former hay barn now hosts the upper Faggio apartment and the ground floor Common room which opens to a generous furnished patio.

Sleeps: 4 (Multiple properties at this location)

The upper floor of a restored hay barn is now a panoramic accommodation for a small family or two couples ready to explore the rolling hills between Siena and the seacoast. Independent from the farmhouse containing two other apartments on the Tuscan estate, Faggio looks out to the large property pool and surrounding hilltop villages.

7 nights from £659.00 / €784.00 / $957.00 View property Check availability

Ciciano, Massa Marittima

Monte del Bosco

On its own Tuscan hilltop Monte del Bosco apartments are surrounded by wide lawns for children to play and overlook an infinity pool in which to enjoy the view.

Sleeps: 11 to 15 (Multiple properties at this location)

A farmstead with more than a century under its belt, Monte del Bosco is now in the hands of young owners who are generous hosts to couples, small families or a family reunion come to enjoy their hilltop. Located near ancient abbeys, medieval towns of all sizes and only 40 km from the sea, this farm-based accommodation has three apartments, each with its own private outdoor dining area, a large pool and a spacious Common Room that provides both WiFi and a spot to meet and eat together.

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Santa Colomba, Siena

Pastine for 10

Autumn has dressed the back of Pastine in vivid colour.

Sleeps: 10

In the verdant Montagnola hills close to Siena, Pastine is a beautifully restored country house that offers a large family or a group of friends the space needed for a relaxing holiday. With panoramic terraces, a spacious garden and a pool with a view, the house is also only 15 min. from the city, a gem of a Middle Ages.

7 nights from £2167.00 / €2817.00 / $3251.00 View property Check availability

San Miniato, Pisa

Verdino

A wide arch spanning Verdino's main room separates a compact, but well-equipped kitchen from the sitting and dining area.

Sleeps: 4 (Multiple properties at this location)

A stone's throw from the medieval town of San Miniato, this ground floor apartment at the front of historic Villa San Miniato has its own furnished patio just outside the entrance. With two en-suite double bedrooms and a generous main room, this is a comfortable base for a small family or friends on holiday together to explore the Tuscan sites a short drive away.

7 nights from £1067.00 / €1270.00 / $1549.00 View property Check availability

San Miniato, Pisa

Ambra

Ambra has the largest eat-in kitchen with good equipment, a fireplace and plenty of storage space.

Sleeps: 4 to 6 (Multiple properties at this location)

Set in the midst of truffle country, this first floor apartment in the San Miniato villa offers generous space for a family holiday. In addition to a country kitchen, a large living room and ensuite bedrooms, extra beds and shower rooms in the large attic mean there's room to invite an extra friend along on a family holiday.

7 nights from £1378.00 / €1640.00 / $2001.00 View property Check availability

San Miniato, Pisa

Celeste

The master bedroom, with its king-size bed, is very spacious and furnished to provide a place for holiday wardrobe and souvenirs.

Sleeps: 4 (Multiple properties at this location)

This first floor apartment on the historic Villa San Miniato estate offers spacious accommodation for a small family or friends. Only 5 km from the charming medieval town of San Miniato and surrounded by the estate's olive groves, it provides a comfortable base for exploring the best Tuscany has to offer.

7 nights from £1067.00 / €1270.00 / $1549.00 View property Check availability

San Miniato, Pisa

Argentum

Argentum, a ground floor apartment whose windows are to the left of the entrance at the back of the villa, has easy access to the estate pool and side garden.

Sleeps: 4 (Multiple properties at this location)

Perfect for a small family or a couple of friends, this ground floor apartment in an historic country villa near San Miniato offers guests private outdoor dining space as well as access to spacious grounds and a panoramic swimming pool. Well placed for exploring Tuscany and deliciously-served by an on-site catering possibilities.

7 nights from £835.00 / €994.00 / $1213.00 View property Check availability

Barberino Val d'Elsa, Chianti, Florence

Dimora for 8

A palette of green dresses the countryside around Dimora, with rows of olive trees and grapevines and the bolder copse of oakwood.

Sleeps: 8

7 nights from £1842.00 / €2193.00 / $2676.00 View property Check availability