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Villas with private pools (57 properties found)

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Sarteano, Val d'Orcia

Valdorcia

Valdorcia is a golden stone farmhouse sitting amongst greenery yet looking out on wide landscapes of a region whose name it bears.

Sleeps: 8

This classic Tuscan farmhouse sits on a beautifully landscaped hillside overlooking the wide Val d'Orcia region. With ample space for a large family or a group of friends, it offers a panoramic pool and tended gardens, yet is but few kms. from restaurants, shopping and summer concerts.

7 nights from £1665.00 / €2200.00 / $2464.00 View property Check availability

Pognana, Fivizzano

Casa Pognana

The pool at Casa Pognana has a surround made of beautiful old local roof times

Save up to 20% on this property

Sleeps: 10

A rambling family home, with a long garden at the back and views over the local Apennines. A roof terrace for the main bedroom makes full use of the wonderful views, while a larger terrace off the kitchen gives a beautiful place to sit outside and dine 'al fresco'.

7 nights from £1735.00 / €2292.00 / $2567.00 View property Check availability

San Miniato, Pisa

Castrum Estate

Outdoor dining

Sleeps: 16 to 18 (Multiple properties at this location)

The generous proportions of this historic villa and its spacious grounds make it the ideal place for a large gathering of friends and family. While guests are accommodated in four separate apartments, they come together around tables in the large restaurant dining room or outdoors under umbrellas. San Miniato, the medieval village seen from the swimming pool, is one of many sites that will draw the explorers in the group.

7 nights from £3444.00 / €4550.00 / $5096.00 View property Check availability

Magione, Lago Trasimeno

Trasimina

From Trasimina's welcoming gate a path leads to the long stone villa and towards the olive grove.

Sleeps: 12 to 14

A spacious country house in the gentle hills above Lake Trasimeno, Trasimina is the ideal location for a family reunion or a group of friends on holiday. Large ensuite bedrooms and dining places inside and out provide social comfort and its location provides lakeside activities and famed medieval cities within easy reach.

7 nights from £2848.00 / €3763.00 / $4214.00 View property Check availability

Orgia, Siena

Cerreto for 8

The light of late summer brings out Nature's colours and the stones of this sturdy farmhouse.

Sleeps: 8

A house in a glade that has been standing for centuries, Cerreto is surrounded in a loose embrace of holm oak, pines, cork trees and corbezzolo, yet is positioned to enjoy views of the valley below and the many horizons that lead to Mt. Amiata. An excellent place for family reunions and visitors of all ages, Cerreto abounds in places of quiet retreat and joyous get-togethers.

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Montaione, San Gimignano

Valdera

The villa sits high, overlooking the wide Valley of the Era river, a view also enjoyed from the pool.

Sleeps: 8

This villa for 8 combines a sense of luxury with a vast expanse of landscape, and better still is in walking distance to village restaurants. Halfway between the medieval hill towns of San Gimignano and Volterra, it is a lovely place for friends or a large family to sample Tuscan history in contemporary comfort.

7 nights from £2228.00 / €2943.00 / $3296.00 View property Check availability

Bagni di Lucca

Molino alla torrente

Facade of Molino alla Torrente looking towards the stream

Sleeps: 6

A converted mill and pool in the valleys north of Lucca with and easy access to all the delights of Northern Tuscany. Located on a quiet country lane less than 15 minutes walk from a village with all the traditional village shops, several bars and restaurants, also a bank, a supermarket and a hairdresser.

7 nights from £1408.00 / €2000.00 / $2183.00 View property Check availability

Barberino Val d'Elsa, Chianti, Florence

Dimora for 8

Simple, yet delicious, ingredients add to whatever will be brought to the table from Dimora's nearby kitchen.

Sleeps: 8

7 nights from £1660.00 / €2193.00 / $2457.00 View property Check availability

Pergine Valdarno, Arezzo

Modernista

A pool in the back garden is an added bonus to a house on the outskirts of a village.

Sleeps: 7 to 8

This family house, designed in homage of the modern architects of the 50s, is ideal for a family or a group of friends who would like the best of both worlds - a fenced garden and a pool of one's own, yet only a stroll away from the bar, restaurant and goings on of an authentic Tuscan village.

7 nights from £1438.00 / €1900.00 / $2128.00 View property Check availability

Civitella in Val di Chiana, Arezzo

Guardiano

Guardiano, a house fashioned of the lower portion of an ancient watchtower, overlooks the Trove valley and the medieval village of Civitella in Val di Chiana on the opposite hill.

Sleeps: 5 to 6

In the restored base of an ancient watchtower that still enjoys panoramas that are quintessentially Tuscan, Guardiano is an excellent choice for a family or small group of friends wishing to explore life in the slower lane. With a medieval village its closest neighbour and the cultural wealth of Arezzo a short drive away, the house has a pool and several terraces from which to take life a bit easier.

7 nights from £1438.00 / €1900.00 / $2128.00 View property Check availability

Pomaia, Livorno

Dipinta di Blu

Three shades of blue greet guests on a sunny day.

Sleeps: 8 to 10

A spacious family home with an air of celebration, Dipinta di Blu has all the elements for a delightful holiday: generous spaces in which to gather - the biggest of them all an incredible furnished portico - charming bedrooms in which to retreat and a large pool that mitigates the Tuscan sun. With a village 3 minutes away and the Mediterranean on the distant horizon, this is an easy place to be.

7 nights from £2488.00 / €3286.00 / $3681.00 View property Check availability

Monte San Savino

Cuculo

The furnished courtyard and the refreshing pool are invitations to spend a relaxing time outdoors.

Sleeps: 8 to 9

This attractive stone farmhouse has been renovated with care and good taste, leaving spacious bedrooms and many gathering places for a group of friends or family members to relax in the Tuscan countryside. Whether around the pool or in the wide furnished courtyard, easy-going enjoyment is the order of the day. Yet the house is well placed for visits to Siena, Arezzo and medieval villages just down the road.

7 nights from £1849.00 / €2443.00 / $2736.00 View property Check availability

Loro Ciuffena, Arezzo

Pietrina

Guests in the ground floor bedrooms have direct access to the back garden.

Sleeps: 8 to 12

Set in the foothills of the Pratomagno mountains, this beautifully renovated stone farmhouse is ideal for a large family or a group of good friends. Far enough from the bustle to ensure relaxation, but close enough to charming villages and cities of art to offer a true taste of Tuscany.

7 nights from £1893.00 / €2500.00 / $2800.00 View property Check availability

San Miniato, Pisa

Custode

From the swimming pool you see the tower of San Miniato

Sleeps: 5

The former gatekeeper's house situated at the entrance of an ancient wine-producing estate, Custode has a private swimming pool and enjoys privacy yet lovely views.

7 nights from £681.00 / €900.00 / $1008.00 View property Check availability

Badia Agnano, Arezzo

Valdambra

Guests at Valdambra have a large pool a short stroll from their apartments.

Sleeps: 10 to 14 (Multiple properties at this location)

7 nights from £1889.00 / €2682.00 / $2928.00 View property Check availability

Castiglion Fiorentino, Cortona

Avventuriero

The stone loggia marks the welcoming entry to this comfortable two storey family house.

Sleeps: 8 to 10

This two-storey home set in three fenced hectares has comforts inside and out that encourage an easy-going family vacation. With a pool and BBQ at hand and panoramic views over the Valdichiana, Avventuriero is a short drive from the lively Castiglion Fiorentino and the beautiful Etruscan Cortona, brought to the screen in "Under the Tuscan Sun".

7 nights from £865.00 / €1143.00 / $1280.00 View property Check availability

Camaiore, Lucca

Sognatrice

Panoramic terrace view

Sleeps: 2

A beautiful and romantic cottage set in the hills above Camaiore, looking out over the Versilia coastline.

7 nights from £651.00 / €860.00 / $963.00 View property Check availability

Sovicille, Siena

Casa Gaia and La Contadina

Casa Gaia and La Contadina

Sleeps: 18 (Multiple properties at this location)

The upper floor of a country villa and its adjacent stone house are perfect for a large family reunion of up to 18 guests. With its large furnished loggia, generous dining room and wide lawns, there is plenty of room for the crowd to gather, but charmingly furnished bedrooms to allow for privacy.

7 nights from £1927.00 / €2546.00 / $2851.00 View property Check availability

Sovicille, Siena

Villa Padronale

Villa

Sleeps: 22 (Multiple properties at this location)

This country villa, surrounded by wide lawns and rich woodlands, can accommodate up to 22 who gather for extended family reunions or a conference or class in a relaxed setting. With many communal areas and charming private ones, this property is but 20 minutes from Siena and many well-known Tuscan treasures.

7 nights from £2628.00 / €3471.00 / $3888.00 View property Check availability

Sovicille, Siena

Podere Montagnola

Podere Montagnola

Sleeps: 10 to 22 (Multiple properties at this location)

Built in 1840 the property is a fine example of a Tuscan country villa situated with its farm buildings on a plateau atop a ridge of hills at 500 m, with a wide park-like expanse of lawn and garden circled by woods in 15 hectares. Offering accommodation for from 10 to 22, the property is both near Tuscan towns of interest, yet immersed in the peaceful greenery of a good night's sleep.

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