First Chapter
14 guests
7 bedrooms
Cortona, Arezzo
The owner of this glorious villa surrounded by rolling Tuscan countryside is an author and it might not be a surprise to learn that she's heavily inspired by the stunning landscape. In fact, one of her books uses this very address as a location within the plot.
Nature's Abundance
13 guests
7 bedrooms
Palazzuolo, Barberino Tavarnelle
Amid the olive trees of a private Tuscan estate, this home delivers an abundance of Italian charm. Dating back to the 1400s, you’ll be welcomed by a wonderful sense of character along with a range of comforts – including a private pool, hot tub and elegant rooms.
Scapes of Sicily
8 guests
4 bedrooms
Noto, Syracuse
In the heart of Val di Noto, surrounded by ancient olive trees, this luxurious villa combines minimalist design with homely touches. Boasting a private infinity pool, start the day with an invigorating swim – the pool is half-covered by a loggia bar if you're in need of a refreshment.
Sea Beyond the Hills
16 guests
7 bedrooms
Magliano in Toscana, Tuscany
Between vineyards, olive groves, and the Tuscan coast, this villa offers the rare blend of seclusion and connection. Inside, light-filled rooms open to gardens designed as living works of art, while a full staff keeps life effortless.
Explore the 157 most perfect homes in our collection
Explore our collection of Vacation Rentals with a Tennis Court in Italy. Each home in our selection comes fully furnished, with the best-equipped kitchens, essential bathroom toiletries, and all linen included. Book a luxury home with a tennis court today, and keep practicing your serve when on holiday in Italy. Our friendly team of experts are also on hand to help you secure the perfect stay.
