Tuscany Villas with Pool

Planning a holiday in Tuscany and looking for a marvellous accommodation surrounded by the typical green and gentle hills of this region? In this page you may find a list of luxurious and exclusive villas located amidst the Tuscan countryside, all with their own outdoor pool for cooling down during hot Summer times - no need then to pack all your stuff and queue, as it often happens, for going to seaside.

Tuscany is a surprising region to discover, with interesting attractions for everyone: you’ll maybe be touring as many places as you can all day long, but what a pleasure going back to your lodging, especially when this is a wonderful villa, furnished and decorated with attention to the smallest detail and provided with all amenities, swimming pool included! You may take a refreshing bath or simply relax by the pool with a good glass of local wine, keeping an eye on your kids while playing.

And what about planning a whole day to the discover of the villa surroundings, simply staying there and enjoy all services offered? Pool, wellness center, horseback riding and anything else the villa proposes its guests!

87 Properties found: List of all Tuscan Villas with Pool

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Villa PiaggiaAdd to
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  • Rooms: 9
  • Sleeps: 17
  • Location: Montaione (Countryside)

Villa Piaggia, located in Montaione near San Gimignano, is an exclusive and elegant villa that can host up to 17 guests. The villa and its swimming pool is surrounded by a large park and vineyards, enjoying a beautiful view over the Tuscan countryside.

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Il CelleseAdd to
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  • Apartments: 7
  • Sleeps: 25
  • Location: Castellina in Chianti (Countryside)
  • Weekly price:From € 400to €2100

Located in Castellina in Chianti, in the heart of Chianti area, this typical Tuscan farmhouse offers 7 independent apartments and a gorgeous villa, a large salt water pool with view on the surrounding hills and restaurant.

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La TopaiaAdd to
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  • Rooms: 8
  • Sleeps: 17
  • Location: Borgo San Lorenzo (Countryside)
  • Daily price:From € 80to €110
  • Weekly price:From € 480to €660

The Farmhouse in Mugello offers 8 rooms with b&b service and an outdoor pool open in Summer. The agriturismo is also a working farm, producing wines and other local products that guests may taste during their holiday.

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Villa di UlignanoAdd to
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  • Rooms: 15
  • Sleeps: 30
  • Location: Volterra (Countryside)
  • Weekly price:From € 10000to €16000

This large elegant villa near Volterra in the hills between Florence and Siena is offered as an exclusive rental and can host from 30 to 40 people. A swimming pool and large garden make the villa an ideal setting for weddings and special events.

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Villa il PoggialeAdd to
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  • Apartments: 1
  • Rooms: 24
  • Sleeps: 48
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price:From € 80to €400

This villa B&B is situated in a stunning location, surrounded by the marvellous nature of Chianti. It offers cozy, spacious and romantic rooms provided with all modern comforts, a Tuscan restaurant with organic products, a spa and swimming pool.

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Villa Le TorriAdd to
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  • Apartments: 9
  • Sleeps: 26
  • Location: Montespertoli (Countryside)
  • Weekly price:From € 485to €1005

Stone villa from the 13th century offers apartments for your vacation in the Chianti hills near Florence. Managed directly by the owners, guests receive personal attention and service while enjoying the self-catering accommodation and the villa's pool.

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Villa VianciAdd to
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  • Rooms: 6
  • Sleeps: 12
  • Location: Poggibonsi (Countryside)

Villa Vianci is a family run luxury rental between the hills of Chianti and the historic city of Siena. There is a beautiful green garden with pool, lots of family space throughout the villa for up to 12 PAX on holiday in Tuscany

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Villa di CabbiavoliAdd to
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  • Sleeps: 12
  • Location: Castelfiorentino (Countryside)

An ancient castle sitting on the gentle hills of Chianti, finely restored and turned into a beautiful luxury villa perfect for 12 people. It offers a private, gorgeous outdoor pool and exclusive services to make your stay unforgettable.

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Villa CorsanelloAdd to
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  • Rooms: 4
  • Sleeps: 8
  • Location: Monteroni d'Arbia (Countryside)
  • Weekly price:From € 2100to €3600

Charming villa with private pool, garden and BBQ area in the enchanting landscape of the Crete Senesi near Siena. It offers 4 bedrooms and 3 bathrooms located on two floors overlooking the marvelous Tuscan countryside. A B&B only in mid & low season.

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Torre a ConaAdd to
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  • Apartments: 9
  • Rooms: 4
  • Sleeps: 42
  • Location: Rignano sull'Arno (Countryside)
  • Daily price:From € 120to €530
  • Weekly price:From € 600to €4700

Charming farmhouse with pool situated in the Chianti area near Florence. It offers rooms and independent apartments, all recently restored and finely decorated and a huge, wide park surrounded by hectars of olive trees and vineyards.

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CamporsevoliAdd to
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  • Apartments: 6
  • Sleeps: 27
  • Location: Cetona (Countryside)
  • Weekly price:From € 500to €3000

A privately owned medieval village surrounded by woods in southern Tuscany has been restructured to offer both apartments and villas for families and small groups of friends searching for a unique vacation in Tuscany's countryside.

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Tenuta MorianoAdd to
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  • Apartments: 20
  • Rooms: 20
  • Sleeps: 58
  • Location: Montespertoli (Countryside)
  • Daily price:From € 800
  • Weekly price:From € 480to €1435

Immersed in the green hills of Chianti, in a typical Tuscan landscape, this beautiful farmhouse offers spacious apartments equipped with all amenities. Guests can enjoy a beautiful pool, tennis court and guided tasting of the farm's excellent wines.

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Podere Villa BassaAdd to
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  • Apartments: 2
  • Sleeps: 18
  • Location: Montespertoli (Countryside)
  • Weekly price:From € 1190to €2270

The two extra large vacation rental apartments at Podere Villabassa near Montespertoli, feature fantastic gardens, terraces, pool & hot tub. The holiday accommodations can be combined into one large villa with communicating doors for groups of 18 PAX

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Campo del RosarioAdd to
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  • Rooms: 3
  • Sleeps: 5
  • Location: Montescudaio (Countryside,Seaside)
  • Weekly price:From € 500to €850

A private family villa in the hills of Tuscany overlooking medieval towns, sandy beaches & easy access to the Pisa airport. Located within walking distance of shops & restaurants the holiday rentals & private pool are a vacation dream.

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Villa ArnilùAdd to
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  • Rooms: 7
  • Sleeps: 14
  • Location: San Gimignano (Countryside)
  • Weekly price:From € 5800to €6490

This romantic Villa promise tranquility & spectacular views of San Gimignano & the Tuscan landscape. The villa can accommodate up to 14 guests and offers all best modern facilities; it has also a beautiful panoramic pool.

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