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!

100 Properties found: List of all Tuscan Villas with Pool

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Il CorbezzoloAdd to
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  • Sleeps: 4
  • Location: Gambassi Terme (Countryside)
  • Weekly price: From € 750 to € 980

A one bedroom private villa rental for vacation near San Gimignano and Chianti, promises tranquility, comfort & romantic Tuscan landscapes for your holiday. Perfect base also for a honeymoon.

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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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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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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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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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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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Villa La Roveta ApartmentAdd to
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  • Apartments: 1
  • Sleeps: 6
  • Location: Scandicci (Countryside)

Positioned in the Tuscan countryside, only 8 km from Florence, Italy, this vacation rental apartment is the ideal setting for up to 6 persons looking for a luxurious setting that speaks of Tuscany & its tradition.

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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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Ghiaia Holiday Villas & Homes Add to
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  • Apartments: 6
  • Sleeps: 38
  • Location: Pescaglia (Countryside)
  • Weekly price: From € 500 to € 2800

A family-run estate, Ghiaia Holiday Villas & Homes offers 2 villa rentals perfect for groups each with their own private pool and 4 apartments ideal for couples, families and friends traveling together for vacation or a destination wedding.

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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 € 2800 to € 6400

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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