Rosemary & Olive
2 guests
1 bedrooms
Montalcino, Siena
For a taste of authentic Italian living, this stylish home opens its doors to the beauty of southern Siena. Located in the historic town of Montalcino (renowned for its Brunello wine), this is the perfect setting to experience the warmth and depth of Italian living.
Pistachio Pesto
8 guests
2 bedrooms
Arezzo, Tuscany
This home is a true haven nestled right in the heart of Arezzo. With its luscious garden and rustic interior, it's the perfect place to kick back and relax away from the hustle and bustle.
Green in Bloom
10 guests
5 bedrooms
Buonconvento, Siena
Boasting traditional Tuscan charm, this countryside villa welcomes up to ten guests, making it an excellent choice for a family or group of friends looking for a restful getaway. Inside, there’s plenty of space for the group to spread out, then come together for meals in the garden.
Trip To Tuscany
12 guests
7 bedrooms
Castiglione d'Orcia, Siena
This sprawling estate in Tuscany is the stuff that dreams are made of. Composed of the main farmhouse, two outbuildings, and a shared hall, along with plenty of outdoor space, it's perfect for large groups planning an escape to the Italian countryside.
Explore the 2864 most perfect homes in our collection
Explore our collection of luxury Extended Stay Rentals available for you to rent in Montalcino, Siena, Tuscany, Italy. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Montalcino, Siena, Tuscany, Italy collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.
