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Vacation rentals in Le Contesse

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Top-rated vacation rentals in Le Contesse

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Guest favorite
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, 101 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 favorite
The bedroom features a spacious double bed adorned with soft linens and cushions, complemented by subtle bedside lamps. Exposed wooden beams highlight the ceiling, while natural light filters through a window, adding warmth to the serene, neutral color palette.
Apartment in Cortona
4.97 out of 5 average rating, 388 reviews

Cortona Shabby Chic | Halloween offer Oct 22-31

🎃 Halloween Special Offer! Book your stay between October 22 and 31 and enjoy a seasonal discount in our cozy Shabby Chic house in Cortona. Limited-time offer! Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano, con balcone. Arredato con cura, dotato di tutti i comfort per un totale relax

Top guest favorite
A small balcony is featured with two black woven chairs flanking a round table. On the table, a bottle and two glasses are set against a backdrop of panoramic views of rolling hills and terracotta rooftops under a partly cloudy sky.
Apartment in Cortona
4.99 out of 5 average rating, 170 reviews

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer 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 can host up to 4 people. Fan in the rooms.

Top guest favorite
A light-filled living space features a comfortable sofa and a dining table set for four. A large TV is mounted on a white cabinet, while a door leads to the bedroom area, which appears partially visible in the background. Wooden beams enhance the ceiling's charm.
Condo in Cortona
4.98 out of 5 average rating, 187 reviews

Chicca: bright and panoramic in the historic center

Bright, delightful and welcoming apartment located right in the heart of the historic center of Cortona with an unforgettable view: the town hall on one side and Lake Trasimeno and the Valdichiana on the other. The apartment has been recently renovated and consists of a living room with sofa bed, a small kitchen, a double bedroom and two bathrooms. The apartment has WiFi, heating and air conditioning, a washing machine, oven, microwave, hairdryer and flat iron.

Guest favorite
A stone archway leads into a historic entrance, flanked by rugged walls covered with greenery. The pathway, lined with a metal railing, guides visitors through a tranquil setting enhanced by the natural surroundings.
Vacation home in Cortona
4.94 out of 5 average rating, 274 reviews

La casina sulle Mura (with garden and spa jacuzzi)

La Casina è situata nella parte alta di Cortona, nella zona denominata "il Poggio". Si puo' giungere in auto fino al suo ingresso. Il Centro citta' e' raggiungibile a piedi in pochi minuti, percorrendo strade e vicoli caratteristici. Gode di una splendida vista su Cortona e la Valdichiana. E' facile parcheggiare nelle vicinanze. Gli ospiti che giungono in treno in una delle stazioni vicine, su richiesta, possono essere prelevati e accompagnati a destinazione.

Top guest favorite
A quaint kitchen and living area is captured, showcasing exposed wooden beams and terracotta flooring. A cozy sofa with floral upholstery complements a wooden dining table set with various dishes and fresh flowers. Natural light floods in through the windows, creating a warm atmosphere.
Condo in Cortona
4.97 out of 5 average rating, 145 reviews

Casa Clara Cortona Cin IT051017c28a6h9glv

Beautiful two-room apartment inside the 1700s building, located in the heart of Cortona's historic center in front of the Signorelli Theater and Piazza Signorelli, 100 meters from Piazza della Repubblica. Harmonious and sober furnishings maintain the classic style of Tuscan houses with exposed beams and terracotta floors. Equipped kitchen. It's present - combustible gas detector - carbon monoxide detector - Fire extinguisher CIN IT051017C28A6H9GLV

Top guest favorite
A spacious living area features a comfortable purple sofa and striped poufs, complemented by a classic wooden sideboard and elegant lamps. Warm colors adorn the walls, and a large artwork adds character. Natural light enters through multiple windows, enhancing the inviting ambiance.
Apartment in Cortona
4.97 out of 5 average rating, 176 reviews

CasaNella: bright, central and panoramic

Cozy, elegant and delightful apartment in the center of Cortona, with an enchanting view that sweeps from Lake Trasimeno to Valdichiana. Carefully furnished, it is the ideal place to spend a few days in this wonderful town. A short walk from the main road, but in a quiet and panoramic location. Free parking is a short distance away. Equipped with heating and air conditioning. High speed WiFi available. Great for smart working.

Top guest favorite
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, 206 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!

Top guest favorite
A small round table is set on a balcony, accompanied by two white chairs. A bottle of wine and two glasses are positioned on the table. The railing features decorative ironwork, framing a panoramic view over the terracotta rooftops and the valley below.
Apartment in Cortona
4.97 out of 5 average rating, 164 reviews

I Terrazzini apt.1

In one of the most beautiful old buildings of the hystorical center, completely refurbished very sunny and scenic: a balcony with a spectacular view over Cortona roofs,Valdichiana, Trasimeno Lake and mountains far away. Living,attic,dinig,kitchen,bathroom,two bedrooms. Just few steps down the street and you are in Ruga Piana or Signorelli Square "movida"

Top guest favorite
A rustic stone house is surrounded by lush greenery, featuring wooden shutters and a tiled roof. A shaded outdoor dining area is visible, complemented by potted plants. The serene garden setting invites relaxation and enjoyment of the natural landscape.
Home in Torreone
4.97 out of 5 average rating, 106 reviews

Tuscany House | View Breathtaking

Casa Belvedere is 10 minute drive from the center of Cortona. Is located along an old Roman road and enjoys a spectacular view of Cortona. Equipped cooking, 2 double room, 2 bathrooms, sofa bed, large garden with provides all the comforts to relax, sunbathe and have lunch under the pergola, enjoying the view of Cortona and the Val di Chiana.

Guest favorite
A spacious bedroom features a large bed with soft linens and neatly arranged towels on the foot. Wall-mounted lights provide illumination, and a window offers natural light with a view of greenery outside. Exposed wooden beams add a rustic touch to the decor.
Condo in Cortona
4.97 out of 5 average rating, 125 reviews

Civetta golosa, Charming two-room apartment in the historic center

Cozy and practical two-room apartment on the second floor of a historic building, with an independent entrance and recently renovated. It is equipped with everything even for long stays. It has a comfortable double bedroom, bathroom and kitchen space. View of the city. Just 150 meters from the free parking lot in Piazzale del Mercato.

Guest favorite
A sleeping area features a spacious bed with grey linens, positioned against a rustic stone wall. Natural light floods in through a window leading to a small balcony. A bedside lamp and a wooden table add warmth to the ambiance.
Apartment in Cortona
4.97 out of 5 average rating, 142 reviews

Signorelli

Come and enjoy our large and bright apartment in Tuscany charming and historical Cortona! You'll enjoy your own cozy and private lodging with a charming atmosphere, stone floors and artistic decor. You will be close to world class views of Cortona' valley a and lake.

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