Italian Iced Tea
8 guests
4 bedrooms
Pieve al Toppo, Civitella in Val di Chiana
The Italian holiday of your dreams awaits at this elegant villa, based in the rolling green hills of Valdichiana Aretina, providing peace and perspective in abundance. Nestled with rich greenery, it feels like you’re tucked away in nature while still being just a short drive from the city of Arezzo, where you can roam idyllic streets and find unique bars and quaint cafes to visit.
Citrus & Sangiovese
10 guests
5 bedrooms
Cortona, Arezzo
Tucked away in the Tuscan countryside, this home offers a taste of rural Italian life. You’re quite secluded here – the nearest supermarket is a short drive away – but the views over the Val di Chiana are well worth the price of admission.
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.
The Ancient Stone
11 guests
5 bedrooms
Cortona, Arezzo
Perched on the hills overlooking the Val di Chiana, this beautiful home seamlessly blends rustic charm with elegant Tuscan style to create a truly unforgettable stay. Less than a fifteen–minute walk from the centre of Cortona, the owners have thoughtfully restored this traditional farmhouse into a welcoming space that exudes charm.
Explore the 1640 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.
