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!

270 Properties found: All Accommodations with Swimming Pool in Tuscany

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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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Casa Mezzuola AgriturismoAdd to
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  • Apartments: 3
  • Rooms: 3
  • Sleeps: 10
  • Location: Greve in Chianti (Countryside)
  • Daily price: From € 80 to € 100
  • Weekly price: From € 630 to € 850

Three tempting vacation rental apartments for 2 persons overlooking the panoramic landscape near Greve in Chianti. Surrounded by the family olive grove, you have access to a pool, a private garden and day trips all over Tuscany

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Podere CasarottaAdd to
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  • Apartments: 6
  • Sleeps: 20
  • Location: Loro Ciuffenna (Countryside)
  • 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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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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Residence Il GavillaccioAdd to
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  • Rooms: 8
  • Sleeps: 34
  • Location: Figline Valdarno (Countryside)
  • Daily price: From € 100 to € 180
  • Weekly price: From € 580 to € 1025

Surrounded by the tranquility of the Tuscany landscape the Residence il Gavillaccio features 8 family-style vacation rental apartments for holidays, group events & destination weddings.

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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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B&B Casa CapanniAdd to
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  • Rooms: 6
  • Sleeps: 12
  • Location: Cortona (Countryside)
  • Daily price: From € 95 to € 135

A charming structure located near the famous Etruscan town of Cortona, the B&B offers 8 double bedrooms with a delicious complimentary breakfast. Rest in relax in Tuscany with a green panoramic garden and refreshing swimming pool.

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Borgo I VicelliAdd to
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  • Apartments: 1
  • Rooms: 17
  • Sleeps: 42
  • Location: Bagno a Ripoli (City)
  • Daily price: From € 100 to € 190

The olive oil producing estate offers accommodation in rooms & suites, an on-site gourmet restaurant, pool, spa and spacious outdoors spaces perfect for weddings, meetings or other special events.

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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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Agriturismo RoccaAdd to
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  • Apartments: 3
  • Rooms: 9
  • Sleeps: 20
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 80

In the heart of Chianti a few minutes from Castellina in Chianti, 2 family managed apartments and an independent villa offer a welcoming stay and a wonderful holiday. You'll find a panoramic pool, light lunch, winery tour and estate wine tastings.

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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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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!


Our Network

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