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!

253 Properties found: All Accommodations with Swimming Pool in Tuscany

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MacinellaAdd to
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  • Apartments: 6
  • Sleeps: 28
  • Location: San Gimignano (Countryside)
  • Daily price: From € 54 to € 240
  • Weekly price: From € 376 to € 1684

Immerse yourself in the brilliant colors and warm hospitality of these apartments between Florence & Siena, near the enchanting tower town of San Gimignano. Spacious apartments, stunning views and pool make the perfect holiday base in Tuscany.

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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 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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Casa Conti di SottoAdd to
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  • Apartments: 9
  • Sleeps: 50
  • Location: Gavorrano (Countryside,Seaside)
  • Daily price: From € 40 to € 220
  • Weekly price: From € 260 to € 1500

Make one of the 9 villa apartments at Casa Conti di Sotto your base in Tuscany as you head to the sea or explore. Stay put and enjoy the pools, outdoor Spa and hot tubs, fitness area, large playgrounds for the kids & more.

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La Masseria Casa VacanzeAdd to
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  • Apartments: 3
  • Rooms: 7
  • Sleeps: 13
  • Location: Empoli (Countryside)
  • Daily price: From € 65 to € 550
  • Weekly price: From € 350 to € 2600

Enjoy Tuscany from the green hillsides of Empoli and Montespertoli at this vacation villa rental for up to 13 PAX. Choose the green gardens, the tranquility of the Tuscan countryside and the proximity to Cinque Terre, Lucca & San Gimignano.

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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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Poggio al Casone ResortAdd to
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  • Apartments: 10
  • Sleeps: 24
  • Location: Crespina (Countryside)
  • Daily price: From € 140 to € 300

Enjoy the peace & quiet of the Tuscan countryside surrounded by vineyards that produce organic Chianti wines. Spacious apartments make a perfect base, offer privacy and a sense of home in upscale elegant comfort.

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Olmofiorito AgriturismoAdd to
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  • Apartments: 12
  • Sleeps: 64
  • Location: Lastra a Signa (Countryside)
  • Daily price: From € 105 to € 450

The tranquil and panoramic position distinguishes this Agriturismo holiday apartments near Florence. Surrounded by the family olive trees, the pool and holiday apartments have great views & an inviting decor.

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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 PiaggiaAdd to
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  • Rooms: 9
  • Sleeps: 17
  • Location: Montaione (Countryside)

Villa Piaggia, located in Montaione near San Gimignano, is an exclusive and elegant villa that can host up to 17 guests. The villa and its swimming pool is surrounded by a large park and vineyards, enjoying a beautiful view over the Tuscan countryside.

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La PaggeriaAdd to
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  • Apartments: 1
  • Rooms: 3
  • Sleeps: 12
  • Location: Vaglia (Countryside)
  • Daily price: From € 95 to € 200
  • Weekly price: From € 840 to € 1200

This bed & breakfast near Florence captures the beauty of the natural setting, within an antique villa from the 1800’s. Renovated with 4 B&B suites for 2 to 4 persons it includes fabulous terraces, a splendid vista & a pool among the olive trees

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Torre del ColombaioAdd to
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  • Apartments: 1
  • Rooms: 2
  • Sleeps: 4
  • Location: San Gimignano (Countryside)
  • Daily price: From € 300

The 12th century tower has been restored and offers 2 bedrooms, 2 bathrooms, kitchen and private gardens to fully relax under the Tuscan sun with your own private, wide outdoor spaces.

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Tenuta MorianoAdd to
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  • Apartments: 10
  • Rooms: 18
  • Sleeps: 36
  • Location: Montespertoli (Countryside)
  • Daily price: From € 89 to € 177
  • Weekly price: From € 620 to € 1240

Immersed in the green hills of Chianti, this beautiful farmhouse offers spacious apartments equipped with all amenities. Guests can enjoy a beautiful pool, play area and guided tasting of the farm's excellent wines.

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Agriturismo La SelvaAdd to
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  • Apartments: 6
  • Rooms: 3
  • Sleeps: 20
  • Location: Siena (Countryside)
  • Daily price: From € 85 to € 160

The Farmhouse La Selva is located near Siena and is immersed in 38 hectares of green park. These B&B holiday accommodations feature a pool & a hearty breakfast.

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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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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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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