
As many people specifically choose Tuscany as a holiday destination in order to slow things down, eat some good food, enjoy their surroundings and relax, we have been selecting and highlighting some of our bestvacation rentals in Tuscany with pools. These properties boast a variety of types and sizes of pools, each with their own unique features and selling points, whether that be an interesting design, excellent facilities or incredible views. Here are some more of just a selection of our favourites, with many more still to be discovered all across out website. Get planning a trip now and, maybe, you'll find your ideal villa on this very list!
3. Casale Pienza
Casale Pienza is an imposing stone farmhouse dating back to the 18th century that boasts one of the most extraordinary pools, on not only our website, but in the entire world.
3. Casale Pienza
Casale Pienza is an imposing stone farmhouse dating back to the 18th century that boasts one of the most extraordinary pools, on not only our website, but in the entire world.

Partially covered, a portion is inside the house and the rest extends, through some large glass doors, and out into the lush green garden that surrounds the property. It paints the most extraordinary picture, with the russet tones of the house contrasting with the rich azure of the pool and the impossibly verdant five hectares of garden. Additionally, situated in quiet and panoramic location, in the heart of the Val d’Orcia region, it offers incredible views. There is also a Jacuzzi and shower facilities to complete this whole pool experience.
The property itself is also a special one, located a short distance away from the charming medieval town of Pienza, south of Siena, and has been carefully restored preserving its original architectural features and historic charm. With welcoming and tasteful rustic interiors, it is the perfect place to unwind on your holidays. Available from €1071 per night, it has 8 bedrooms and sleeps up to 14 people.
The property itself is also a special one, located a short distance away from the charming medieval town of Pienza, south of Siena, and has been carefully restored preserving its original architectural features and historic charm. With welcoming and tasteful rustic interiors, it is the perfect place to unwind on your holidays. Available from €1071 per night, it has 8 bedrooms and sleeps up to 14 people.

4. Villa Pietro
Villa Pietro is another beautiful historic property with a rather unique private swimming pool. Located a short distance from Siena, it is a 15th century villa that is made up of three apartments and boasts incredible views across the hills of Tuscany. With five bedrooms, four bathrooms and sleeping up to 11, the property can be yours from just €300 per night.
The pool, meanwhile, is a unique beauty that was converted from a Romantic fishpond from the 1800s. Set within a pretty and well-cared for garden with a rich variety of plants, it is bordered by a terrace boasting excellent views and furnished seating areas. An irregular shape, it is roughly 100 m2 in size and 1.3 m in depth and is a dreamlike space to splash about or simply lay out and relax during a vacation.
Of course, we have plenty more villas with incredible pools in Tuscany so be sure to read on to the rest of this series!
Villa Pietro is another beautiful historic property with a rather unique private swimming pool. Located a short distance from Siena, it is a 15th century villa that is made up of three apartments and boasts incredible views across the hills of Tuscany. With five bedrooms, four bathrooms and sleeping up to 11, the property can be yours from just €300 per night.
The pool, meanwhile, is a unique beauty that was converted from a Romantic fishpond from the 1800s. Set within a pretty and well-cared for garden with a rich variety of plants, it is bordered by a terrace boasting excellent views and furnished seating areas. An irregular shape, it is roughly 100 m2 in size and 1.3 m in depth and is a dreamlike space to splash about or simply lay out and relax during a vacation.
Of course, we have plenty more villas with incredible pools in Tuscany so be sure to read on to the rest of this series!