Discover the best holiday rentals: self-catering villas, charming holiday homes and unique apartments Arezzo
The beauty of staying in a holiday home lies in the rhythm you set for yourself. Whether it's a minimalist beach house, a secluded stone cottage or a design-led villa with sweeping views, these spaces offer the freedom to live like a local, but with more style, privacy and intention, be it for couples, families or groups of friends. At Secretplaces, we seek out holiday homes and villas that stand out for their architecture, ambience and setting — places where the materials matter, the light is right, and the atmosphere invites calm. From refined apartments in historic cities to countryside retreats framed by olive groves, our handpicked selection goes beyond the functional. These are spaces with soul. Whether you're preparing a slow breakfast in a sunlit kitchen, enjoying the quiet of a mountain chalet, or watching the sea change colour from a villa with a pool, the essence is always the same: considered design, a sense of place, and the luxury of simplicity Each place in our collection has been handpicked for its style, soul, and sense of place.
Boutique holiday homes, villas, and self-catering apartments — curated with care:
-
Casa Capanni Cortona
Holiday home villaThe Casa Capanni Cortona is the perfect place to regain your inner balance. It´s located in a small Italian village in the heart of Tuscany, surrounded by soothing tranquility. The owners – a group of friends from the Netherlands - fulfilled th...- Countryside
- |
- 18 people
- |
- from 1300 EUR
-
Palazzo Passerini
Holiday home villaThis charming villa suitable for up to 6 people. You will be warmly welcomed with snacks and local products. The villa is located near great bars and restaurants in Cortona.- Historic Quarters
- |
- 6 people
- |
- from 675 EUR
-
Villa Montanare
Apartments or whole VillaThe beautiful romantic Villa Montanare in Cortona offers stunning panoramic views, a cosy atmosphere and an exclusive experience surrounded by Tuscan nature. Ideal for romantic weddings and vacation dreams.- Countryside
- |
- 2 properties
- |
- from 500 EUR
-
Villa Sassolini
Country HotelThe elegant Villa Sassolini is a charming country hotel in Tuscany, perfect for a relaxing getaway. The 10 rooms offer traditional architecture with modern elegance, and the location is ideal for exploring nearby Siena, Cortona, and San Gimignano. The on-site pool and the scent of lavender promise relaxation.- Village
- |
- 19 rooms
- |
- from 215 EUR
-
Borgo 69 Villas & Suites
Bed and Breakfast & self-catering- Italy
- /
- Tuscany
- /
- Arezzo
- /
- Pozzo della Chiana
Borgo 69 Villas and Suites is a luxurious retreat located in Tuscany, near Cortona. Surrounded by stunning landscapes and rich cultural heritage, Borgo 69 provides easy access to medieval towns, including the village of Pozzo della Chiana, known from the film Under the Tuscan Sun. On-site amenities include a swimming pool, spa treatments, and wellness experiences.- Countryside
- |
- 11 rooms
- |
- from 380 EUR