Some info has been automatically translated. Show original language

Holiday rentals in Pergo

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Pergo

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Superhost
A serene outdoor space features a clear swimming pool surrounded by lush greenery. Comfortable lounge chairs are positioned near the pool, with an umbrella providing shade. Stone pathways, along with potted plants, enhance the inviting atmosphere of the garden.
Home in La Dogana
5.0 out of 5 average rating, 6 reviews

Villa Eugenio (9 people)

Surrounded by the rolling hills that frame the ancient city of Cortona, Villa Eugenio offers an unforgettable stay in the name of privacy and tranquility. A skillful restoration has transformed this typical 17th-century Tuscan farmhouse into a warm and welcoming country home that can comfortably accommodate 9 people. THE VILLA is spread over three levels. The ground floor consists of two living rooms with a fireplace, sofa bed, television; a dining room; a well-equipped kitchen; a bathroom with a shower and a half bathroom; a laundry room - ironing room and a cellar. The sleeping area is spread over the 1st and 2nd floors, where there are two double bedrooms with en-suite bathroom with bathtub and shower, and two other bedrooms - one double and one single - that share a bathroom with bathtub and shower. In the central body of the upper floors there is also an independent APARTMENT which is accessed from the typical external stone staircase. On the 1st floor there is the entrance with dining room, cooking area and living room with fireplace; on the upper floor there is a double bedroom with bathroom with bathtub. Outside, the large garden surrounding the villa is equipped with furniture to relax in the open air; the facade is enriched with a large and functional lemon house ideal for enjoying excellent dinners, while the beautiful swimming pool offers refreshment on hot summer days and an enchanting view of the vineyards, olive groves and the places of the historic battle of Trasimeno fought between the Carthaginian leader Hannibal and the Romans. Totally independent, but not isolated, Villa Eugenio allows you to reach shops and restaurants in a few minutes by car and is an excellent starting point for nature lovers who can devote themselves to pleasant nature excursions.

Top guest favourite
The exterior of the house is depicted, featuring a two-story structure with a light yellow facade and brown shutters. Lush greenery surrounds the building, including tall trees and flowering plants. A pathway leads to the home against a backdrop of a blue sky with scattered clouds.
Home in Cortona
4.95 out of 5 average rating, 107 reviews

Casa Lucy

House located on the Cortonese hill, completely renovated, consisting of 3 double bedrooms, 2 bathrooms and an open space kitchen and dining room. It is located 5 minutes from the historic center of Cortona and in an excellent position to reach the most beautiful and characteristic places of Tuscany and Umbria such as Pienza, Montepulciano, Castiglione del Lago up to cities that are cradles of art such as Florence, Arezzo, Siena and Perugia. Mandatory tourist tax to be paid on site (€2.50 per person for 4 days)

Top guest favourite
The exterior of the accommodation features a charming white facade with green shutters. A table with chairs is set under a large umbrella, surrounded by blooming red flowers. The entrance showcases wooden double doors, adding to the inviting atmosphere.
Home in Casorbica-Salcotto
4.95 out of 5 average rating, 61 reviews

Apt. Silvana-Tenuta VillaAugusto

The property is located in a residential area 3/4 km from the center of Cortona. Surrounded by greenery, a true paradise of tranquility. Independent and welcoming accommodation with large spaces furnished with antique furniture and objects, equipped kitchen, 2 bedrooms (double and 2 single), 1 bathroom. Air-conditioned rooms. Outdoor space equipped with table, chairs and sun loungers. Large park with many shaded areas and large swimming pool (14x7) surrounded by greenery, shared with other guests of the estate.

Top guest favourite
A spacious bedroom features a king size bed adorned with light bedding, complemented by decorative pillows. A chair is positioned near the window, which opens to a small private terrace with greenery visible. Iroko wooden parquet flooring adds a warm touch.
Flat in Cortona
4.99 out of 5 average rating, 187 reviews

Cortona’s Rooftop Nest

The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It accommodates 4 people. Fans in the bedrooms The apartment is located in the historic center right in front of the wonderful church of St. Francis and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can accommodate up to 4 people. Fans in the rooms.

Guest favourite
A stone villa surrounded by greenery is featured under a clear blue sky. A large swimming pool reflects the sunlight, complemented by sun loungers and colorful potted flowers along the edges. The outdoor area is perfect for relaxation with scenic views of the Tuscan hills.
Villa in Castiglion Fiorentino
4.9 out of 5 average rating, 240 reviews

Tuscan charm of villa - countryside - Villa Senaia

In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas

Superhost
A saltwater swimming pool is framed by lush greenery, with sunbeds positioned on the grass nearby. A natural fence enhances the privacy of the outdoor area, which is surrounded by trees that provide shade and a serene environment.
Villa in Pierle
4.89 out of 5 average rating, 45 reviews

Historic Villa Getaway with 6BR/9BA, Pool, Views

This six-bedroom villa complex, set in atop a hill, overlooks a panorama of surrounding hills, fully immersed in nature. Villa was estored in 2020, with the rustic flair preserved to maintain its unique charm. The authentic stonework, the open fireplace in the entrance hall, and the exposed beams are in harmony with wooden floors. The villa is within 30min drive of Cortona. Also near Siena, Gubbio, Assisi, Lake Trasimeno, Arezzo, Montepulciano, Spoleto, and Perugia. (Read other details to note)

Guest favourite
Aerial view of a scenic agriturismo surrounded by vineyards and rolling hills. The property features a pool and is framed by tall cypress trees, enhancing the natural landscape of lush green and golden fields under a partly cloudy sky.
Farm stay in Montepulciano
4.96 out of 5 average rating, 115 reviews

Rural Tuscany | Family farmstay with restaurant

Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.

Superhost
An infinity pool is framed by stone decking and wooden lounge chairs, inviting relaxation. Umbrellas provide shade, while terraced gardens with olive trees rise in the background. The surrounding landscape features gently rolling hills and clear blue skies, enhancing the serene outdoor setting.
Villa in Cortona
5.0 out of 5 average rating, 96 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.

Top guest favourite
The view from an open window captures a charming piazza with historical buildings and a tower in the distance. Soft clouds drift across the sky, adding to the serene ambiance of the central square.
Flat in Cortona
4.98 out of 5 average rating, 61 reviews

The window on the Theater

Apartment located in the historic center of the city of Cortona. It overlooks the central Piazza Signorelli, where the Signorelli Theater and the Etruscan Museum building are located. The apartment is located on the second floor and consists of 2 bedrooms, the first double and the second with 2 single beds or double on request. It has free Wi-Fi, a smart TV, a kitchen with a dishwasher, a washing machine, an oven, a refrigerator, and a stove.

Top guest favourite
An aerial view showcases the expansive grounds of Villa Pergo, surrounded by lush greenery and fields. The infinity pool is highlighted, surrounded by sunbeds and shaded by cypress and ancient trees. The countryside landscape stretches into the distance, enhancing the villa's serene setting.
Villa in Pergaccio
5.0 out of 5 average rating, 65 reviews

Villa Pergo is an ancient charming country villa

Stay in a piece of Tuscan history at Villa Pergo, a charming countryside estate dating back to 1640. Surrounded by olive groves and rolling hills near Cortona, the villa offers authentic character, panoramic views, and a beautiful infinity pool. With space for up to 11+1 guests in 6 bedrooms, large gardens and peaceful surroundings, it is the perfect retreat for families or groups looking to experience the true charm of Tuscany.

Top guest favourite
A light-filled living room features a cozy, L-shaped couch adorned with decorative cushions. A small round table sits between two green glass vases, while glass doors lead to an outdoor area. The wooden ceiling and neutral tones create a serene ambiance.
Home in Cortona
5.0 out of 5 average rating, 75 reviews

Casa Primo Stylish-townhouse w/ patio & jetted tub

Casa Primo is located in the heart of the historic center of Cortona. The property is ideally located for travelers who want to savor and be carried away by the colors and flavors of Cortona, a small Etruscan wonder, with its alleys, views, artisan shops, restaurants and art. Casa Primo, with its secret garden, will welcome you in a magical atmosphere in perfect balance between past and future, creating a unique space.

Superhost
The image captures a vibrant town square in Cortona, featuring a historic clock tower and a series of stone steps leading to a large building. Outdoor seating is visible, with visitors enjoying the sunny day, and nearby buildings display a range of architectural styles.
Home in Cortona
4.94 out of 5 average rating, 224 reviews

Casa del Passerino

Apartment located inside a historic building in Cortona, dating back to the 1500s, overlooking the city's main square... Our property, while condemning the war, dissociates itself from all racist behavior towards the Russian and Belarusian population. At Casa del Passerino, people of these nationalities are welcome and will be treated the same as everyone else. We look forward to seeing you in Tuscany!

Popular amenities for Pergo holiday rentals