Book Luxury Holiday Rentals in Castiglion Fiorentino

Award-winning homes from £98

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

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.

Pistachio Pesto

Pistachio Pesto

  • 8 guests

  • 2 bedrooms

Arezzo, Tuscany

This home is a true haven nestled right in the heart of Arezzo. With its luscious garden and rustic interior, it's the perfect place to kick back and relax away from the hustle and bustle.

Timeless Harmony

Timeless Harmony

  • 14 guests

  • 5 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.

Arezzo Stone

Arezzo Stone

  • 15 guests

  • 7 bedrooms

Arezzo, Tuscany

This stone villa is perfectly harmonious with its surroundings – situated high in the Arezzo hills, this renovated house sits amongst organic orchards and centuries-old beech, strawberry and juniper trees. You’ll experience unrivalled privacy in this impressive estate, which focuses on connecting you with your natural surroundings.


We selected the top 3% holiday homes in Castiglion Fiorentino Holiday Rentals

Explore the 0 most perfect homes in our collection

View on map

Most popular homes

The Vineyard House

The Vineyard House

  • 16 guests

  • 13 bedrooms

Arezzo, Tuscany

Vita Toscana

Vita Toscana

  • 12 guests

  • 6 bedrooms

Arezzo, Tuscany

The Healer of Tubbiano

The Healer of Tubbiano

  • 8 guests

  • 4 bedrooms

Arezzo, Tuscany

Dreams of Yesterday

Dreams of Yesterday

  • 10 guests

  • 5 bedrooms

Santa Firmina, Arezzo

Pastel Caramel

Pastel Caramel

  • 11 guests

  • 5 bedrooms

Arezzo, Tuscany

A Benigni Classic

A Benigni Classic

  • 2 guests

  • 1 bedrooms

Quartiere di Porta Crucifera, Arezzo

View all

Check upcoming rates & availability for Castiglion Fiorentino Holiday Rentals


Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Castiglion Fiorentino, Arezzo, Tuscany, Italy. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Castiglion Fiorentino, Arezzo, Tuscany, Italy has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

Search Our Collection