Olive & Roses
18 guests
9 bedrooms
Perugia, Umbria
This home in an exclusive Umbrain estate is where versatility meets beauty. With hectares of land spilling out into woods, olive groves, and lakes at your feet, the panoramic terraces and private swimming pool all have a picture-perfect backdrop.
Tuscan Heights
4 guests
1 bedrooms
Volterra, Pisa
Set in a peaceful and secluded spot in the heart of Tuscany, this south-facing home offers a relaxing retreat. There are panoramic views of the countryside, and the beautiful garden has a swimming pool and several alfresco dining areas.
I Dream of Chianti
10 guests
5 bedrooms
Gaiole in Chianti, Siena
This former defence watchtower dating back to the 10th century has been beautifully reimagined into a corker of a family home. Within the palatial grounds, there's a ping-pong table, pool table, table-football set, and a children's playground to keep little ones busy and a private secluded pool and sauna for some adult relaxation time.
Toscana Per Sempre
2 guests
1 bedrooms
Gaiole in Chianti, Siena
Housed within a complex of stone buildings that were once a wine and olive oil-producing estate, this home offers Tuscan relaxation in spades. A communal pool, children’s pool and tennis courts await in the shared grounds, while the private terrace with its countryside views is perfect for a celebratory sundowner after a day of fun and exploring.
Explore the 96 most perfect homes in our collection
Discover our curated collection of luxury holiday Cottages in Trequanda, Siena, Tuscany, Italy. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Trequanda Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.
