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!

103 Properties found: List of all Tuscan Villas with Pool

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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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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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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 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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MontefreddoAdd to
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  • Apartments: 3
  • Sleeps: 21
  • Location: San Casciano dei Bagni (Countryside)
  • Daily price: From € 180 to € 550

Luxury vacation villa rentals - a whole villa and 2 apartments - in southern Tuscany assure you of comfortable accommodations & beautiful day trips in Italy. The warm, friendly atmosphere, private pools and many amenities will create special memories.

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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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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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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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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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Villa PodernovoAdd to
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  • Apartments: 5
  • Rooms: 9
  • Sleeps: 18
  • Location: Monticiano (Countryside)
  • Weekly price: From € 8200 to € 8550

This villa right outside the small town of Monticiano near the Abbey of San Galgano is ideal for weddings & special events. The villa with pool can host up to 18 guests and is just 25 minutes from Siena.

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Podere CasarottaAdd to
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  • Apartments: 6
  • Sleeps: 24
  • Location: Loro Ciuffenna (Countryside)
  • Daily price: From € 286
  • Weekly price: From € 350 to € 1000

Set only a short distance from Florence, the farmhouse features 5 vacation apartments & one independent villa. Perched on a panoramic hillside, the Tuscan landscape, tranquility & beauty are all you see. Great service & delicious home cooked meals.

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Il Sole Del SodoAdd to
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  • Rooms: 10
  • Sleeps: 20
  • Location: Cortona (Countryside)
  • Daily price: From € 350 to € 1200
  • Weekly price: From € 2500 to € 7000

The spectacular position right outside of Cortona's walls adds extra charm to this relaxing vacation home that hosts from 10 to 22 guests. A traditional decor mixed with modern amenities, A/C & pool ensures great holiday memories.

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Villa Le TortoreAdd to
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  • Rooms: 3
  • Sleeps: 5
  • Location: Siena (City,Countryside)
  • Weekly price: From € 2000 to € 5000

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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Villa Rossi MatteiAdd to
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  • Apartments: 6
  • Rooms: 13
  • Sleeps: 30
  • Location: Arezzo (City,Countryside)

Perfectly organized to accommodate families, large groups & events, this vacation rental Villa is ideally located between the major cities of art in Tuscany. Versatile & comfortable: Six fully equipped apartments, private pool & common room.

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