Warm Sunlight
10 guests
4 bedrooms
Cetona, Siena
Nestled among rolling hills in a peaceful corner of Tuscany, you’ll feel right at home in this charming villa. Our favourite feature is the garden, where there’s a scenic swimming pool and picturesque patio, complete with a hammock for leisurely lounging.
Chianti Sunrise
4 guests
2 bedrooms
Castelnuovo Berardenga, Siena
Nestled in a private estate overlooking the Chianti hills, this cottage sets the tone for a magical Italian stay. There’s a private terrace and outdoor seating for alfresco dining, while the rooms make it easy to switch off and unwind.
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.
A Painted Place
12 guests
6 bedrooms
Città della Pieve, Perugia
With its sunny swimming pool, gorgeous views, and country charm, we think you’ll love life in this Umbrian villa. There are shady terraces to relax with a book or enjoy a leisurely lunch, cosy and characterful rooms, and a farmhouse kitchen for turning regional fare into an Italian feast.
Explore the 1134 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 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 Tuscany Home to Rent with a Swimming Pool today, and set up a holiday to remember.
