
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.

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.

Under the Tuscan Sky
11 guests
5 bedrooms
Pieve Santo Stefano, Arezzo
Escape to your own private sanctuary in the hills of Tuscany. This charming villa is set in a vast garden among olive groves and cypress trees, with a sun-kissed swimming pool that’s especially inviting when you’ve been out and about exploring.

Artisan
10 guests
5 bedrooms
Arezzo, Tuscany
With sweeping views across the valley and city of Arezzo, this home makes for a relaxing retreat. There’s plenty of room for all guests to enjoy their own space here, although some rooms do lack a little natural light.

Divine Reverie
8 guests
4 bedrooms
Valfabbrica, Perugia
Once the residence of a local noble lineage, this renovated country home provides a tranquil base for families and large groups. You'll find it nestled in verdant hillslopes, boasting five acres of lush landscaped gardens and panoramic views of the medieval town of Valfabbrica.
Explore the 2790 most perfect homes in our collection
Browse our remarkable collection of luxury Vacation Rentals for Winter in Tuscany, Italy. As only the top 3% of homes go on to become Plum Award winners, you can be certain that your chosen home will be ideal for you. Each home in our range must pass 3 rounds of testing, and comes fully furnished with a well-equipped kitchen, all linen, and essential bathroom toiletries included. Make the most of the chilly season, and wrap up warm in a comfortable Winter Holiday Rental in Tuscany. Reach out to our caring team of experts, who love nothing more than helping you discover the perfect home for your trip.