Casa I Cipressi Cortona: Spacious 5-Bedroom Apartment with Private Pool in Countryside, Cortona

This apartment rental Cortona offers an exceptional retreat amid the rolling Tuscan hills, providing a perfect blend of rustic charm and modern comfort in the heart of Italy’s countryside. Set near Cortona, this spacious property invites families and groups to enjoy a serene setting with ample space for up to ten guests.

Inside This Apartment Rental in Cortona

The property is thoughtfully arranged as two separate apartments within a traditional stone building, each equipped with its own kitchen and inviting living room, allowing for flexibility and privacy. The interiors feature classic Tuscan elements, including terracotta tiled floors, exposed wooden beams, and shuttered windows that frame views of the surrounding vineyards. Across the two floors, four bedrooms are housed in the main building, complemented by a one-bedroom guesthouse tucked quietly in the back garden with its own bathroom and private entrance. This layout is ideal for groups seeking a balance of togetherness and independence. The large dining room, with a table seating up to ten, serves as a warm gathering place for shared meals, and includes a kitchenette for added convenience. Air conditioning throughout ensures comfort during warmer months, while dedicated workspaces make it suitable for those combining leisure with remote work.

Outdoor Spaces and Tuscany Setting

The gardens are terraced and lush, surrounding the property with vibrant greenery and offering panoramic views of the iconic olive groves and vineyards typical of Tuscany. A private swimming pool is located on a lower garden level, providing a refreshing retreat on sunny days. Expansive terraces with outdoor dining areas invite long, leisurely meals under the open sky, accompanied by local wines and the peaceful sounds of the countryside. The combination of tranquil outdoor spaces with breathtaking vistas highlights the best of Tuscan living.

Exploring Cortona and the Local Area

Located between Arezzo and Cortona, this apartment provides easy access to some of Tuscany’s most celebrated destinations. The historic hilltop town of Cortona itself is just a short drive away, offering charming streets, artisan shops, and renowned restaurants. Arezzo, known for its antiques and vibrant markets, can be reached within 30 minutes by car. Nearby, the Valdichiana Outlet Village presents excellent shopping opportunities. The surrounding countryside invites exploration by car, with many cultural and gastronomic experiences within easy reach. For a comprehensive selection of local options, explore our full collection of luxury villa rentals in Cortona. For more on what to see and do, visit the Cortona tourism guide.

Perfect for Families and Groups

This apartment rental Cortona is especially suited to multi-generational families and groups of friends seeking a spacious and welcoming home base. Children are warmly welcomed here, with ample outdoor space for play and safe, private gardens. The layout ensures plenty of room for everyone to relax, whether together or apart. Nearby activities and the calm countryside setting make it an excellent choice for those travelling with younger guests or looking for a tranquil family holiday.

Property Details and Practical Information

The property accommodates up to ten guests across five bedrooms and three bathrooms, including the separate guesthouse. Check-in and check-out occur on Saturdays, with a minimum stay of seven nights. Guests will find private parking space for multiple vehicles, and a car is essential to fully enjoy the local area. The two main apartments share a large dining room, while each has independent kitchens and living areas. The guesthouse’s separate entrance offers additional privacy. Pets are not accepted. For more choices, browse our luxury villa rentals in Italy.

Best For

This Cortona Apartment is ideal for: families seeking a spacious countryside retreat, groups of friends wanting privacy and communal space, multi-generational holidaymakers enjoying flexible accommodation, and guests desiring a private pool with scenic Tuscan views.

Frequently Asked Questions

Q: What is the nearest airport and transfer time to the property?

A: The closest major airport is Florence Airport (FLR), approximately 1 hour and 15 minutes by car. Rome Fiumicino (FCO) is about 2 hours away.

Q: What is the best time to visit this apartment rental in Cortona?

A: Spring through early autumn (April to October) offers the most pleasant weather for enjoying the pool and countryside.

Q: What is the minimum stay requirement?

A: A minimum stay of seven nights is required, with check-in and check-out on Saturdays only.

Q: Are linens, towels, and utilities included in the rental price?

A: Yes, linens, towels, and utilities are included for the duration of the stay.

Q: Where is the nearest supermarket?

A: The closest supermarket is in Cortona, about a 10-minute drive from the property.

Q: How is the guesthouse accessed and what privacy does it offer?

A: The guesthouse is located in the back garden with its own separate entrance, providing complete privacy from the main apartment areas.