A Gift of Laurel
10 guests
5 bedrooms
Cortona, Arezzo
With views across the Val di Chiana, this beautiful 18th Century villa is rich in the warmth and charm of the Tuscan countryside. Filled with character, there’s an atmospheric presence to this home that feels enchanting.
The Angelico
12 guests
6 bedrooms
Cortona, Arezzo
Travel can fill us with a sense of wonder, openness and possibility. And this elegant villa is the perfect setting to discover the timeless beauty of Tuscany.
Timeless in Tuscany
8 guests
4 bedrooms
Cortona, Arezzo
Tucked away in the heart of Tuscany, this serene stone house sets the scene for many happy holiday memories made with your loved ones. It sits on a green and leafy spot, with some wonderful views over the Tuscan hills in the distance that you can enjoy from one of the many sitting areas in the gardens and on the terrace.
Fresh As a Vine
11 guests
6 bedrooms
Montecchio, Castiglion Fiorentino
Overlooking the lush Chiana Valley, this former farmhouse boasts views you won’t be forgetting any time soon. There are plenty of spots to sit back and soak it all in, but the pergola’s one of our favourites, perched right next to the pool and offering plenty of room for dining alfresco.
Explore the 1888 most perfect homes in our collection
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.
