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!

68 Properties found: List of all Tuscan Villas with Pool

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

This large elegant villa near Volterra in the hills between Siena and San Gimignano is rented exclusively for up to 37 guests. A swimming pool and large garden make the villa an ideal setting for family gatherings, a vacation withe friends or a wedding.

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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 € 80 to € 400

This villa hosts B&B accommodation in a stunning location, surrounded by the marvelous vineyards of Chianti. It offers spacious and romantic rooms with all comforts, a restaurant specialized in organic meals, 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 € 530 to € 1220

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 CorsanelloAdd to
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  • Rooms: 4
  • Sleeps: 7
  • Location: Monteroni d'Arbia (Countryside)
  • Weekly price: From € 2900 to € 4200

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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CamporsevoliAdd to
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  • Apartments: 6
  • Sleeps: 27
  • Location: Cetona (Countryside)
  • Weekly price: From € 500 to € 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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Borgo della MelianaAdd to
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  • Apartments: 22
  • Sleeps: 100
  • Location: Gambassi Terme (Countryside)
  • Daily price: From € 86
  • Weekly price: From € 590

The Tuscany hamlet Borgo della Meliana holiday accommodations for the perfect holiday setting for families, friends & destination wedding or events. Elegant decor, green gardens, panoramic pool & so much more

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Il Borgo di Villa CellaiaAdd to
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  • Apartments: 8
  • Sleeps: 22
  • Location: Dicomano (Countryside)
  • Daily price: From € 80 to € 200

Borgo di Villa Cellaia stands over Dicomano, offering views in a natural country Tuscan setting. The newly renovated modern apartments in their rustic setting also offer guests a pool, jacuzzi, sauna, Wi-Fi and breakfast upon request.

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Casa Conti di SottoAdd to
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  • Apartments: 10
  • Sleeps: 52
  • Location: Gavorrano (Countryside,Seaside)
  • Daily price: From € 40 to € 220
  • Weekly price: From € 260 to € 1500

Make one of the 9 villa apartments at Casa Conti di Sotto your base in Tuscany as you head to the sea or explore. Stay put and enjoy the pools, outdoor Spa and hot tubs, fitness area, large playgrounds for the kids & more.

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Villa PiaggiaAdd to
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  • Rooms: 9
  • Sleeps: 20
  • Location: Montaione (Countryside)

Villa Piaggia, located in Montaione near San Gimignano, is an exclusive and elegant villa that can host up to 20 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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Dianella Wine ResortAdd to
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  • Rooms: 12
  • Sleeps: 24
  • Location: Vinci (Countryside)

The elegant wine resort near Vinci offers suites in a beautiful Medicean villa, surrounded by gorgeous gardens and vineyards. Enjoy the pool and on-site bistro & restaurant, wine cellar visits and tastings for a great stay in Tuscan wine country.

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Osservatorio di MontignosoAdd to
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  • Apartments: 2
  • Sleeps: 11
  • Location: Gambassi Terme (Countryside)

Surrounded by nature and gorgeous gardens with swimming pool, the villa's two apartments are ideal for a group of up to 11 guests wishing an exclusive stay in Tuscany. The location is very central, ideal for day trips to explore the region.

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Villa VianciAdd to
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  • Rooms: 7
  • Sleeps: 14
  • Location: Poggibonsi (Countryside)

Villa Vianci is a family-run holiday villa rental between the hills of Chianti and the historic city of Siena. The beautiful garden offers a large pool, lots of space throughout the villa for up to 14 guests on holiday in Tuscany.

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Fattoria Il LagoAdd to
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  • Apartments: 11
  • Sleeps: 40
  • Location: Dicomano (Countryside)
  • Daily price: From € 47 to € 300
  • Weekly price: From € 330 to € 2150

This farmhouse, located in the Chianti area near Florence, offers exclusive independent and fully equipped apartments. At guests' disposal, a wonderful swimming pool, a relax center and trekking itineraries for discovering the surroundings.

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La Veronica ResortAdd to
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  • Apartments: 2
  • Rooms: 12
  • Sleeps: 24
  • Location: Greve in Chianti (Countryside)
  • Daily price: From € 90 to € 445

This charming villa offers both rooms and apartments perfect for your vacation in Tuscany, perfect for couples or large groups that can rent the entire property. Spacious garden with pool, free parking and WiFi.

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Villa I CipressiniAdd to
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  • Rooms: 5
  • Sleeps: 10
  • Location: Pienza (Countryside)
  • Weekly price: From € 4000 to € 10000

This enchantingly simple yet graceful vacation villa rental only minutes from the historic town of Pienza features an ideal holiday accommodation for up to 10 persons. Private pool, WiFi, air conditioning and fabulous views.

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