Rent Castiglion Fiorentino Homes with Swimming Pools

We selected the 0 homes worth renting in this location

Home spotlights

The Whispering Hills

The Whispering Hills

  • 6 guests

  • 2 bedrooms

Arezzo, Tuscany

Giving way to sweeping views of the Arezzo hills, this villa's outdoor space is undoubtedly the main draw. With a swimming pool and ample seating for everything from alfresco dining to sunbathing, it's made for sun worshippers.

Timeless Harmony

Timeless Harmony

  • 14 guests

  • 6 bedrooms

Arezzo, Tuscany

Made up of a main building and two annexes, nestled on a promontory and enjoying stunning views of the city and surrounding countryside, this home is a gorgeous blend of the traditional and the super modern. Sit by the fireplace in the main building or admire the art adorning the walls, or out by the private pool and catch some sun on the poolside loungers under the trees.

Vita Toscana

Vita Toscana

  • 12 guests

  • 6 bedrooms

Arezzo, Tuscany

Tucked away on the Tuscan hillside, this home is an idyllic retreat for larger groups seeking a slice of dolce vita. Tiled floors, exposed beams and warm tones stay true to the house’s origins and also provide a cool respite from sweltering summer temperatures outside.

The Healer of Tubbiano

The Healer of Tubbiano

  • 8 guests

  • 4 bedrooms

Arezzo, Tuscany

Immerse yourself in the mystical beauty of this ancient land and its history with a stay at this unique home. Nestled amidst the rolling hills and green fields, this stone gem dates back to the sixteenth century – and while it still preserves all of its original grandeur, it also feels like home, with all the comforts to make your stay a relaxing and restorative one.


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

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Most popular homes

Pastel Caramel

Pastel Caramel

  • 11 guests

  • 5 bedrooms

Arezzo, Tuscany

Arezzo Stone

Arezzo Stone

  • 15 guests

  • 7 bedrooms

Arezzo, Tuscany

The Vineyard House

The Vineyard House

  • 16 guests

  • 13 bedrooms

Arezzo, Tuscany

Dreams of Yesterday

Dreams of Yesterday

  • 10 guests

  • 5 bedrooms

Santa Firmina, Arezzo

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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 Castiglion Fiorentino, Arezzo, 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 Castiglion Fiorentino Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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