Rent Tuscany Homes with Swimming Pools

We selected the 1080 homes worth renting in this location

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Home spotlights in Tuscany

Tuscan Valleys

Tuscan Valleys

  • 8 guests

  • 4 bedrooms

Manciano, Grosseto

Built in local stone, this renovated home is packed with character features, such as chestnut wood beams and handcrafted terracotta floors, which blend with modern luxuries. There are two living rooms here and there’s an exercise room which is on the lower floor.

Sunflowers & Sangiovese

Sunflowers & Sangiovese

  • 10 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

Treat yourself to a relaxing stay at this rustic villa in the heart of Chianti, one of the Old World’s best known wine regions. Fully renovated in 2016, this authentic Italian home will delight even the most discerning guest with its characterful design features – think wooden ceilings and gargantuan stone fireplaces – and comprehensive selection of modern amenities.

La Grande Villa Rosa

La Grande Villa Rosa

  • 14 guests

  • 7 bedrooms

Lucca, Tuscany

Nestled amongst the Tuscan hills, this generous villa is split across two buildings and is well-equipped for large groups or families. The rustic interiors won’t be everyone’s cup of tea but the private swimming pool and manicured garden guarantee a relaxing stay.

Amarillo Sky

Amarillo Sky

  • 8 guests

  • 4 bedrooms

Castelfranco Piandiscò, Arezzo

Located just outside the atmospheric medieval town of Pian di Scò, this stunning villa offers an idyllic countryside retreat, perfect for spending quality time with family and friends under the Italian sun. Thanks to the secluded garden, private outdoor pool and covered porch, you'll be able to enjoy the alfresco lifestyle throughout your stay.


We selected the top 3% holiday homes in Tuscany Homes with Swimming Pools

Explore the 1080 most perfect homes in our collection

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Most popular homes in Tuscany

The Italian Rose

The Italian Rose

  • 6 guests

  • 3 bedrooms

Seggiano, Grosseto

Fig Trees in Tuscany

Fig Trees in Tuscany

  • 8 guests

  • 4 bedrooms

Palaia, Pisa

The Royal Estate

The Royal Estate

  • 12 guests

  • 6 bedrooms

Lucca, Tuscany

Castle Vista

Castle Vista

  • 12 guests

  • 6 bedrooms

Casciana Terme Lari, Tuscany

Between the Vines

Between the Vines

  • 8 guests

  • 4 bedrooms

Terranuova Bracciolini, Arezzo

The Hillside Escape

The Hillside Escape

  • 13 guests

  • 5 bedrooms

Montespertoli, Florence

Hazy Days of Summer

Hazy Days of Summer

  • 8 guests

  • 4 bedrooms

Marina di Pietrasanta, Pietrasanta

Tuscan Idyll

Tuscan Idyll

  • 4 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

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Check upcoming rates & availability for Tuscany Homes with Swimming Pools


Frequently asked questions

You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Tuscany, Italy. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Tuscany Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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