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!

101 Properties found: List of all Tuscan Villas with 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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Podere PatrignoneAdd to
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  • Apartments: 6
  • Rooms: 15
  • Sleeps: 32
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 115

The ambiance at this farmhouse brings together family & friends, nature & relax. The villa rental & self catering apartments provide an ideal base for exploring Tuscany in its natural state: hiking, swimming, dinner banquets & small town adventures.

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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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Casale CardiniAdd to
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  • Rooms: 7
  • Sleeps: 24
  • Location: Foiano della Chiana (Countryside)
  • Daily price: From € 109 to € 214

This estate features B&B suites with WiFi & air-conditioning on a Tuscan estate near Siena, Arezzo and the Val d'Orcia. The ideal setting for a romantic destination wedding and business events.

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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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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 border 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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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 € 120
  • Weekly price: From € 455 to € 840

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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Borgo La CasaAdd to
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  • Apartments: 2
  • Sleeps: 10
  • Location: Poppi (Countryside)
  • Weekly price: From € 925 to € 2550

Surrounded by the picturesque Tuscan landscape, Borgo La Casa, is in an ideal position to offer the real Tuscany. Two vacation villa rentals with AC, WiFi & pool for up to 10 persons close to small towns, historical sites, quality shops & restaurants

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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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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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Villa VignacceAdd to
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  • Apartments: 3
  • Sleeps: 10
  • Location: Sinalunga (Countryside)
  • Daily price: From € 60 to € 200

Set in the countryside of Siena, between the Crete Senesi and the Val d'Orcia, the villa offers 3 cozy and romantic self-catering apartments and a beautiful outdoor pool. It's a great base to explore central and southern Tuscany and Umbria.

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