Nestled in the scenic countryside near Cortona, this charming Tuscan villa offers a peaceful retreat surrounded by rolling hills, olive groves and classic Italian landscapes. The main living area on the second-floor welcomes guests with a bright living room featuring comfortable seating, a fireplace, TV and air conditioning perfect for relaxing after a day of exploring Tuscany. The same floor also includes a spacious kitchen with a dining table, hob, oven and fridge, ideal for preparing homemade Italian meals. Step outside onto the private covered terrace (15 m²) to enjoy tranquil views and quiet outdoor moments. The villa offers several comfortable sleeping spaces designed for families or groups. On the second floor there are two bedrooms with double beds, including one bedroom with a private bathroom featuring shower, washbasin, toilet and bidet, along with an additional shared bathroom. A cozy mezzanine accessible via fairly steep stairs provides a small double bed. For added privacy, the annex includes another double bedroom with its own bathroom and a veranda seating area, along with air conditioning and a terrace. Outdoor living is equally inviting with a private garden, sun loungers, BBQ and a private swimming pool (6 x 3 m) open from June to October. Guests can also enjoy a dedicated relaxation area in the guest house on the first floor featuring a bathtub and fitness equipment. A Turkish steam bath is available here for an additional charge, offering a spa-like experience. Private parking and additional sanitary facilities in the garden area complete the villa, creating a comfortable base to explore Cortona and the surrounding Tuscan countryside.

Perched above Lake Trasimeno, Villa Letizia is a peaceful, pet-friendly stone house designed for comfort, charm, and unforgettable views. Accommodating up to 6 guests, it’s the perfect retreat for families or friends seeking a true Tuscan experience. Just a short drive from Cortona, the home combines rustic beauty with modern wellness features, including WiFi and private parking. Inside, the villa showcases a welcoming living room with air conditioning and a large, well-equipped kitchen. Three bedrooms and two bathrooms provide comfort and functionality, while the antique furnishings add warmth and character. Step into the annex to enjoy the private hot tub, Turkish steam bath (paid), and fitness area. A log cabin with a private sauna (paid) completes the wellness offering. Outdoors, unwind in the lush private garden (200 m²) with a pool, bubble bath, barbecue, hammock, and patio for al fresco dining. Enjoy sunlit mornings, and calm evenings under the Tuscan sky. With wineries, historical landmarks, and the shores of Lake Trasimeno nearby, Villa Serena offers a perfect blend of relaxation and discovery.

This 7-bedroom holiday home is a fully restored farmhouse close to the Etruscan city of Cortona in Tuscany. It has an attached private swimming pool and it is surrounded by a manicured garden to enjoy the hill view near Tuscany. It is a countryside farmhouse amid large meadows and grasslands. Lake Trasimeno can also be visited in the neighbouring town - Umbria, for an enjoyable day out. Cities like Florence, Arezzo, Siena, Assisi, Perugia are also nearby, which can be visited to explore the history and culture of Italy. There is garden furniture and barbeque at the farmhouse to enjoy. Heating facilities are also available at the holiday home. You can indulge yourself in naturistic walks around the large meadows. Enough parking space is also provided at the premises. You will be greeted by the family on check-in with sweet treats and drinks,

This lovely holiday home with 5 bedrooms and can fit 10 people. It also a private swimming pool and is perfect for large groups and families. A visit to the city of Cortona, which is close by, is a must. Other cities to visit nearby are Arezzo, Perugia, and Montepulciano, as well as historic cities like Tuscany and Umbria. Lake Trasimeno is also close by. The home has a garden with furniture, a barbecue, and a terrace. Air conditioning is available for € 20/night, and the home is child-friendly as well. It offers bed linen and bath towels. You can bring a maximum of 1 pet here for free. The nearest airport is Perugia San Francesco d'Assisi - Umbria International Airport, 60 km away.

Beautiful holiday home with 3 bedrooms is perfect to host a group of 8 people and is located in Cortona Tuscany. The luxurious house with private swimming pool, garden and fireplace is best suited for a young group. The holiday home is situated in one of the hills offering overlooking views on the Valdichiana valley and Cortona. This house is fenced by olive trees, vineyards and fields of sunflowers. The location of the house allows you to reach major tourist centres of Tuscany and Umbria. The holiday home has a generous living room with a satellite TV, dining table and a double sofa bed. The nearest airport of Perugia is only 57 km from the house.

This pet-friendly villa in Cortona, Tuscany has 6 bedrooms for 14 people to stay comfortably. Ideal for large groups, it has free WiFi, garden and swimming pool with deck chairs and umbrellas to enjoy the sun. Surrounded by vegetation, fruit trees, olive trees and vineyards it is a beautiful place to enjoy nature. The nearby Palazzo Tommasi at 750 m, Parterre at 1.8 km and Porta Montanina at 3 km are great places for sightseeing. Sea lies 165 km away. Restaurants can be found in 2 km. General supplies and Cortona town centre are 2 km and 3 km away respectively. Castiglion del Lago town centre is 22 km away. The barbecue and pizza oven stone are great to dine outside. There is a fireplace in the living room for cosy evenings. You can bring 1 pet free of charge. Parking is free here. Public transport is at 2 km and the airport is 120 km away.

Set on a picturesque hillside with breathtaking views of Cortona, Casetta del Glicine is a charming stone farmhouse nestled in a peaceful, scenic location. Accommodating up to 6 adults and 2 children, the house features two double bedrooms and a spacious family room with a double bed and bunk beds. The open-plan living area leads directly to a patio, perfect for enjoying meals outdoors in comfort. Whether you're visiting during the warm or cooler seasons, the home invites you to unwind and connect with nature’s timeless rhythm, surrounded by the vivid colors of the Tuscan landscape. The terraced garden, dotted with silvery olive trees, features a large swimming pool that overlooks the stunning Valdichiana valley. From here, your view stretches unbroken across the countryside to Cortona—a jewel of Etruscan heritage—bathed in pink hues as the sun sets in a blaze of color. Just minutes from Cortona’s historic center and within easy reach of the cultural treasures of Tuscany and Umbria, Casetta Cegliolo is the perfect retreat for those seeking relaxation, art, and the rich flavors of local food and wine.

A few km from Cortona, in a quiet countryside area, is this accommodation, a beautiful renovated cottage on two levels, characterized by spacious, bright interiors and a park with swimming pool. The features of this corner of Tuscany are the numerous medieval villages located on the hills such as: Cortona, Lucignano and Castiglion Fiorentino, among others. The property has an excellent position to visit most of central Tuscany, the valleys of the Orcia, Chianti, the Crete Senesi and the main art cities like Arezzo, Siena and Florence and all the most beautiful places in the nearby Umbria region. The accommodation is spread over two levels with various entrances on the ground floor that lead, one into the living room with sofas and fireplace, the other into the dining area and kitchen connected by a large internal arch. The ground floor is completed by a full bathroom with shower cubicle and a double bedroom. A scale leads to the above floor where you can find the sleeping area. This includes a double bedroom with en-suite bathroom, a second double bedroom and a lovely twin bedroom sharing a bathroom with shower. Externally there is a large flat park completely fenced with swimming pool, bordered along the entire perimeter by high hedges. Once through the entrance gate, there is the covered parking area located in the immediate and convenient vicinity of the main entrance. The swimming pool is located in front of the house and it can be reached through the lawn. The swimming pool is for the exclusive use of guests, with Roman steps and it is surrounded by sunbeds, tables, parasols and a solar shower.

Located just 7 km from the enchanting Etruscan town of Cortona, this delightful villa offers a serene escape amidst the rolling Tuscan hills. The property is ideal for couples or small families seeking a relaxing retreat or a base to explore the cultural gems of Tuscany and Umbria. The outdoor area is thoughtfully equipped with a gazebo, barbecue, and dining table, perfect for alfresco meals. The highlight of the property is the fully fenced private swimming pool (8x4 m, 140 cm deep), perfectly sun-exposed and complemented by an outdoor shower, sun loungers, umbrellas, and a second shaded gazebo for daytime comfort or moonlit evenings. A small children’s playground is also available, offering a safe and fun space for young guests to enjoy. The villa’s single-level layout features a cozy living room with a TV, stereo, dining area, sofa, and armchairs. Adjacent is a fully equipped kitchen with everything needed to prepare meals. The sleeping area includes one double bedroom and one twin bedroom, each with its own ensuite bathroom with shower. Amenities such as free Wi-Fi, air conditioning, mosquito nets, and private parking ensure a comfortable stay. Pets are welcome on request, making this villa a well-rounded choice for a restful holiday near Cortona.

Nestled in the serene hills near Cortona, this peaceful villa offers sweeping views of Valdichiana. Surrounded by tall pines, fruit trees, and blooming flowers, it’s a perfect retreat just 5 minutes from Cortona’s historic center. Recently restored using natural and reclaimed materials, the villa blends rustic charm with modern comfort. A large fenced garden hosts a private panoramic pool (4x8 m, open May–Oct), sun loungers, and a terrace with a stone barbecue, ideal for alfresco dining with a view. Spanning three levels with multiple entrances, the villa includes a cozy living room with a fireplace, satellite TV, and a spacious dining area connected to a well-equipped kitchen. It accommodates up to 9 guests in 4 bedrooms, including one with pool access and en-suite, a twin convertible room, and a basement suite with laundry and bathroom. Air conditioning and heating are available for an extra charge. Enjoy free Wi-Fi, private parking, and personalized local experiences like guided tours or wine tastings on request.