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!

104 Properties found: List of all Tuscan Villas with Pool

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Villa ArnilùAdd to
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  • Rooms: 7
  • Sleeps: 14
  • Location: San Gimignano (Countryside)
  • Weekly price: From € 5800 to € 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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Tenuta San VitoAdd to
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  • Apartments: 8
  • Sleeps: 40
  • Location: Montelupo Fiorentino (Countryside)
  • Daily price: From € 95 to € 800
  • Weekly price: From € 410 to € 4900

This family run organic farmhouse Tenuta San Vito offers quality wine & olive oil, typical Tuscan scenery, country decor holiday apartments & vacation villa. Enjoy the private pool, restaurant & position near Florence for your vacation or wedding.

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Villa FillinelleAdd to
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  • Apartments: 1
  • Rooms: 3
  • Sleeps: 12
  • Location: Tavarnelle Val di Pesa (Countryside)
  • Daily price: From € 180 to € 300

Lush gardens, charming decors & panoramic views. This prestigious medieval Villa has been totally restored for your holiday near Chianti & Florence. It offers two perfect solutions: 4 charming B&B rooms or the entire villa for a deluxe holiday.

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Casa Podere MontiAdd to
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  • Apartments: 6
  • Sleeps: 26
  • Location: Casole d'Elsa (Countryside)
  • Daily price: From € 60 to € 215

A beautiful family run estate with self catering apartments & independent vacation villas. Located in the heart of the Siena landscape, it promises panoramic views & tranquility while within walking distance of shops & restaurants.

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MontecastelloAdd to
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  • Rooms: 4
  • Sleeps: 8
  • Location: Licciana Nardi (Countryside)

This beautifully decorated villa promises a quiet and tranquil setting for your Tuscan holidays near the enchanting villages of Cinque Terre. A four bedroom private holiday villa with pool and stunning views of the Apuane mountains.

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La CanigianaAdd to
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  • Apartments: 2
  • Sleeps: 6
  • Location: San Casciano in Val di Pesa (Countryside)
  • Daily price: From € 90 to € 300
  • Weekly price: From € 630 to € 2100

The vacation apartments at Agriturismo La Canigiana are positioned in a panoramic position just outside of Florence. Cozy & comfortable, these self-catering apartments are for up to 3 persons each, share a lovely pool, WiFi & easy access to day trips.

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La Villa con gli ArchiAdd to
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  • Rooms: 5
  • Sleeps: 12
  • Location: Scarlino (Countryside,Seaside)
  • Weekly price: From € 2600 to € 7590

This lovely Villa rental is located in Maremma, at a short distance from sandy beaches, shops & restaurants. The accommodations include spacious living quarters, private pool & garden, wifi, & AC for up to 12 persons.

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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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Agriturismo Le SelvoleAdd to
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  • Apartments: 4
  • Rooms: 12
  • Sleeps: 20
  • Location: Pomarance (Countryside)
  • Daily price: From € 80 to € 130
  • Weekly price: From € 525 to € 910

The farmhouse offers 4 family-sized rental apartments between San Gimignano & Tuscany's beaches. Surrounded by a beautiful green landscape of silence & fruit trees, the property offers a private pool, shared common areas & comfort.

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Fattoria PogniAdd to
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  • Apartments: 8
  • Sleeps: 40
  • Location: Certaldo (Countryside)
  • Daily price: From € 106 to € 533
  • Weekly price: From € 650 to € 3200

The eco-sustainable vacation accommodations of this Wine Resort combine the beauty of the Tuscan landscape near Certaldo with delicious wine, modern luxuries, comfortable holiday apartments & a vacation villa rental for up to 10 persons.

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Agriturismo Il MolinelloAdd to
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  • Apartments: 7
  • Sleeps: 33
  • Location: Asciano (Countryside)
  • Daily price: From € 90 to € 160
  • Weekly price: From € 490 to € 3000

This family run farmhouse near Asciano invites you to explore Tuscan and the territory of Siena, its history, its beauty and its natural goodness at their farmhouse with comfortable accommodations and many activities for your holidays in Tuscany.

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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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Villa Le TortoreAdd to
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  • Rooms: 3
  • Sleeps: 5
  • Location: Siena (City,Countryside)
  • Weekly price: From € 1500 to € 3000

Perfect base for exploring Siena and the Tuscan countryside, the villa for 5 guests offers exclusive pool, tennis court, spacious gardens and olive tree orchard just outside Porta Romana and a 15 min walk to Piazza del Campo, heart of Siena.

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Terzo di DancianoAdd to
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  • Rooms: 10
  • Sleeps: 22
  • Location: Cortona (Countryside)

The romantic atmosphere in the hills between the Tuscany & Umbria provide the perfect relaxing setting for up to 22 persons. Spacious meeting rooms, gardens, pool and traditional meals for your family vacation, destination wedding or yoga retreat.

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Casa Conti di SottoAdd to
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  • Apartments: 9
  • Sleeps: 50
  • 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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