Tuscany Accommodation with Swimming Pool

Are you looking for an accommodation in Tuscany where you may spend a relaxing holiday among the amazing Tuscan countryside without giving up a refreshing bath during the hot Summer days? Here you may find a quality selection of farmhouses, villas, holiday homes and hotel with swimming pool: you just need to choose the kind of lodging you prefer and...let yourselves be conquered by Tuscany and its amazing surprises!

269 Properties found: All Accommodations with Swimming Pool in Tuscany

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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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Agriturismo Il Vecchio ManeggioAdd to
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  • Rooms: 5
  • Sleeps: 10
  • Location: San Gimignano (Countryside)
  • Daily price: From € 70 to € 100

This wonderful farmhouse, overlooking the characteristic towers of San Gimignano and surrounded by a breathtaking landscape, offers beautiful holiday rooms for relaxing amidst nature, delicious breakfast and dinner, a panoramic pool with a huge garden.

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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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Appartamento CinciallegraAdd to
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  • Apartments: 1
  • Rooms: 2
  • Sleeps: 4
  • Location: Dicomano (Countryside)
  • Weekly price: From € 425 to € 720

Cinciallegra is a cozy apartment provided with all modern comforts and furnished in the typical Tuscan style. At guests' disposal, a private garden with BBQ and a huge panoramic pool.

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Podere PietretaAdd to
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  • Apartments: 4
  • Rooms: 2
  • Sleeps: 19
  • Location: Radicofani (Countryside)
  • Daily price: From € 25 to € 45

Select your holiday pleasure at the farmhouse between a rental room, apartment or independent villa. Nestled in southern Tuscany, find ample space to relax and explore the landscape, the food and the hospitality.

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Agriturismo Convento di Novole Add to
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  • Apartments: 3
  • Rooms: 6
  • Sleeps: 14
  • Location: Cortona (Countryside)
  • Weekly price: From € 420 to € 900

The vacation apartment rentals at this farmhouse between Cortona and Lake Trasimeno offer a taste of Tuscan traditions, slow food & a slow lifestyle. Be close to nature, enjoy organic farming, visit historic towns and holiday in a lovely farmhouse.

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Borgo SicelleAdd to
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  • Apartments: 10
  • Sleeps: 33
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 70 to € 195

10 self catering vacation rental apartments for families with children, couples & groups in Castellina in Chianti. Positioned on a panoramic hillside it offers picture perfect vistas of Chianti and Tuscany, only a short distance from Siena & Florence.

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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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Belvedere di ViticcioAdd to
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  • Rooms: 4
  • Sleeps: 8
  • Location: Greve in Chianti (Countryside)

Delight in the panoramic beauty of the self catering holiday apartment Belvedere di Viticcio in the heart of Chianti Classico near Greve. The deluxe decor & proximity to small towns & Florence make it the perfect holiday home.

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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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Sarna ResidenceAdd to
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  • Apartments: 8
  • Sleeps: 28
  • Location: San Quirico d'Orcia (City)
  • Daily price: From € 65 to € 125
  • Weekly price: From € 435 to € 845

This Residence in Val d'Orcia offers 8 self catering one & two bedroom apartments with WiFi, functional kitchens, space for the kids, technogym & a relaxing jacuzzi tub. Positioned less than 500 meters from restaurants, shops and public transport.

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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 solutions for families & friends exploring Tuscany. Great views, a Tuscan atmosphere, attentive service & homey comforts for a tranquil vacation.

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Agriturismo La PieveAdd to
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  • Apartments: 3
  • Sleeps: 6
  • Location: Colle di Val d'Elsa (Countryside)
  • Daily price: From € 180 to € 220

There are 3 deluxe apartments at this farmhouse, characterized by their undisputable charme & delicious combination of tradition with the Italian flair for design. A place where adults go to enjoy a romantic & relaxing slice of Tuscany.

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The Florence Hills Resort & SpaAdd to
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  • Apartments: 13
  • Rooms: 14
  • Sleeps: 130
  • Location: Pelago (Countryside)
  • Daily price: From € 49 to € 299

Only a short distance from Florence, set in the green hills with medieval hamlets this luxury resort offers modern rooms & family suites with kitchenette for vacations in Italy. Choose to enjoy the large pool, use the spa services or discover Tuscany.

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Villa TizianaAdd to
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  • Sleeps: 13
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 2000 to € 2300

Only 40 km from Florence, this spacious family rental villa for up to 13 persons is the ideal base for a vacation in the lovely Tuscan landscape. Comprised 5 bedrooms & 5 bathrooms, the fully restored Tuscan farmhouse features internet & private pool.

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Swimming...in Tuscan countryside

Getting inspired by Tuscan art, culture and landscape is not difficult at all! Usually referred to as cradle of art, Tuscany is an amazing region to discover, where anyone can meet his match! A varied nature, which ranges from sea to mountains, beautiful cities of art, where past still lives through present and world renowned wine and cooking traditions, which Tuscany is sometimes best appreciated for.

If you’re planning a holiday in Tuscany, then a rural accommodation is probably what best suits your expectations: browse our wide and quality selection of villa, holiday houses, B&B and farmhouses with swimming pool, you’ll certainly find what you’re looking for!

You’ll be surrounded by countryside, in a perfect location for discovering nature and being a few steps from the most popular art destinations in Tuscany. Let’s make an example: a holiday in agriturismo in Chianti area means discovering all the Chianti region, where the famous wine is produced and the hilly landscape offers an incomparable view on nature, but also being a few kilometers far from Siena and Florence, two of the most important Tuscan cities of art you can’t miss of!

Have a look at our accommodation with swimming pool proposals and book your holiday in Tuscany with the owner directly: you’lle certainly experience a trip you won’t forget!


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  • DiscoverTuscany.com
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  • Chianti.com
  • Tuscany Accommodation.com
  • Florence Accommodation.com