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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Villa Rossi MatteiAdd to
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  • Apartments: 7
  • Rooms: 13
  • Sleeps: 32
  • Location: Arezzo (City,Countryside)
  • Weekly price: From € 590

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: Seven fully equipped apartments, private pool & common room.

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Villa StolliAdd to
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  • Rooms: 4
  • Sleeps: 10
  • Location: Figline Valdarno (Countryside)
  • Weekly price: From € 1400 to € 3200

Spacious & luminous Villa for 10 persons with a private panoramic pool and luxury decor, is in a prime position between Florence & Chianti. Easy access to Siena, Pisa and relaxing spa services.

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La Casa in ChiantiAdd to
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  • Apartments: 2
  • Sleeps: 6
  • Location: Gaiole in Chianti (Countryside)
  • Daily price: From € 180 to € 300

This beautiful farmhouse near Gaiole in Chianti features 2 holiday rental villas for families & friends exploring Tuscany. Great views, a Tuscan atmosphere, attentive service & homey comforts for a tranquil vacation.

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Villa La FonteAdd to
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  • Apartments: 2
  • Rooms: 7
  • Sleeps: 14
  • Location: Gambassi Terme (Countryside)
  • Weekly price: From € 1267 to € 4060

The vacation home and adjoining depandance Villa La Fonte near Gambassi Terme promises tranquility and the beauty of Tuscany. The 7 bedroom accommodation features a lovely pool, green garden & stunning outdoor terrace for meals & relaxation

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Casa Vacanze i CipressiAdd to
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  • Apartments: 2
  • Sleeps: 9
  • Location: Lucca (Countryside)
  • Daily price: From € 100 to € 160
  • Weekly price: From € 500 to € 1050

Comprised of two independent vacation apartments, I Cipressi can be rented individually or together for a group of up to 9 persons. Close to Lucca, beaches, royal villas, shops & restaurants, this is a great family friendly location.

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I CipressiniAdd to
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  • Rooms: 5
  • Sleeps: 10
  • Location: Pienza (Countryside)
  • Weekly price: From € 3400 to € 6800

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 Loggia FioritaAdd to
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  • Rooms: 5
  • Sleeps: 10
  • Location: Licciana Nardi (Countryside)
  • Daily price: From € 428 to € 471

Beautiful Tuscany villa rental, La Loggia Fiorita, features a private villa & guest house for up to 18 persons. Absolute comfort, including WiFi & fireplace, private swimming pool, and elegant decor, promises a spectacular vacation villa.

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Casa Vacanze SoleadoAdd to
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  • Rooms: 5
  • Sleeps: 10
  • Location: Gambassi Terme (Countryside)
  • Weekly price: From € 1150 to € 3000

This beautifully restored 5 bedroom vacation villa rental features modern comforts, private pool & fabulous panoramic views in the tranquil countryside of Chianti, the area famous for wine & olive oil.

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Agriturismo ColognoleAdd to
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  • Apartments: 6
  • Rooms: 4
  • Sleeps: 53
  • Location: Pontassieve (Countryside)
  • Daily price: From € 48 to € 680
  • Weekly price: From € 290 to € 3400

Marvellous setting for this rural countryhouse in the heart of Chianti, with easy access to Florence. Clean, tiny and lovely accommodation in rooms, apartments or independent villas.

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Villa Il LotoAdd to
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  • Rooms: 6
  • Sleeps: 14
  • Location: Cortona (Countryside)
  • Daily price: From € 280
  • Weekly price: From € 1700

The vacation villa near Cortona is perfect for up to 12 guests who will enjoy the private property during their stay in southern Tuscany. With pool and panoramic views, you can enjoy relaxing at the villa or day trips to nearby Valdorcia, a UNESCO site.

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La CertaldinaAdd to
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  • Apartments: 8
  • Sleeps: 36
  • Location: Certaldo (Countryside)
  • Daily price: From € 55 to € 135

The family & pet-friendly vacation apartments La Certaldina provide the perfect relaxing atmosphere for a holiday in Tuscany. Enjoy the views, the pool, the food & wine while staying close to Certaldo, Florence & Chianti.

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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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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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Montrogoli Holiday HomeOnline
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  • Rooms: 6
  • Sleeps: 12
  • Location: San Casciano in Val di Pesa (Countryside)
  • Weekly price: From € 670 to € 4000

Combine the exhilarating experience of Tuscan art, food & wine with the breath taking views of Chianti at this beautifully restored holiday villa for up to 12 persons in luminous spacious accommodations.

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Villa Cassia di BaccanoOnline
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  • Rooms: 10
  • Sleeps: 54
  • Location: San Giustino Valdarno (Countryside)
  • Daily price: From € 119 to € 219

Exclusive resort nestled in the heart of Tuscany offering independent and luxury suites with swimming pool, surrounded by a huge pine forest for an unforgettable and peaceful stay in the counryside, minutes away from all main services.

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