
Apartment vacation rentals in Cortona
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Top-rated apartment rentals in Cortona
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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.
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Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away
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Piazza Grande Boutique Apartment
Overlooking the most beautiful square in the historic center of Arezzo, where the re-enactment of the Giostra del Saracino takes place, the Piazza Grande Boutique Apartment is located on the second floor of a medieval building, overlooking the beautiful palaces and the Vasari Loggias and is a unique location of its kind. The decor, the work of Countess Cesaroni Venanzi, was created with beautiful antique furniture reinterpreted in a modern way and enriched with contemporary influences.
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THE LITTLE TERRACE
The small terrace is located in the historic center of Cortona. Cortona is a very small town in Tuscany very close to beautiful Florence, charming Siena, and the beauty of Lake Trasimeno. La Piccola Terrazza offers an apartment inside a historic building consisting of an entrance, double bedroom; bedroom with 2 single beds, equipped kitchen and dining room; bathroom with shower; and the beautiful terrace overlooking the lake to be able to sip a delicious wine at the end of the evening
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Casa Bonari - a paradise for the eyes
Casa Bonari is an independent, non-shared apartment on one level within a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, a fully equipped kitchen, and a living room. The rooms are furnished in Tuscan style, with restored antique family furniture combined with contemporary elements. The kitchen is fully equipped, and the apartment is surrounded on all sides by a large garden, so all the rooms offer a beautiful view of the countryside.
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"The Window on Tuscany", enchanting view
Recently renovated apartment in Tuscan style located in the historic center of Cortona, a few steps from the sights, enjoys a lovely view of the Valdichiana. Inside a historic building, with very comfortable entrance, consisting of living room with double sofa bed and kitchenette,a double bedroom, a bedroom convertible into an additional double bedroom and spacious bathroom with shower. All the rooms have windows on the outside towards the Valdichiana.
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I Tramonti di Eramo, Montepulciano centro.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.
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CasaNella: central, bright, 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.
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Cortona Shabby Chic House - independent & balcony-
This is an apartment cared for by a Superhost who lives in Cortona every day. My place is located in the heart of the historic center just a few steps from the main squares and streets This cute apartment is recently renovated and sleeps up to 3 people. Independent apartment with single entrance all on one floor, with balcony. Thoughtfully furnished, equipped with all the comforts for total relaxation
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Dimora dell'Erbe - Rooftop Apartment
The apartment has two independent double bedrooms with private bathroom (Nepitella and Timo), a large bright kitchen with living room and finally exclusive access to the beautiful terraces that overlook the roofs of Montepulciano. The modern and functional kitchen offers an induction hob, dishwasher fridge and a service for 6 people. Independent air conditioning and heating and wi-fi.
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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"
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Casa Le Contesse
It's a small apartment, part of the farmhouse where I live. It's located on the ground floor, with independent access, on a hill amidst olive trees, one km from Cortona. Parking, private access, and use of the very scenic garden are available.
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Popular amenities for Cortona apartment rentals
Weekly apartment rentals

Castel Brunello - 2 doublebed rooms + terrace
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Romantic Tower's dating 1200
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Renaissance Apartment
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La Dimora del Luca
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Casa Tórta - comfort room
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"Casa Cortona"
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La fonte
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Casa Nobile
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Private apartment rentals

Terrazza Silena, historic center with Cortona view!
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Stella, in historic centre of Cortona + air/con
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The window on the Theater
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Casale La Cedrina (Il Melograno)
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Luxury - Lake Trasimeno VIEW - Passignano - AC
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La Terrazza sulla Valle
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Donnaberarda 2 Apartment with balcony in Cortona
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Charming apartment with small gardens, pool access
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Apartment rentals with a hot tub

Agriturismo Pilari apt. Stalla
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Charming House in Montepulciano
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A Cosy flat
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Blue University Apartment - Downtown
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Apartment with garden in the heart of Tuscany
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Il Vicolino, sauna and hot tub
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WiFiFiber LargeApartment with view inMontepulciano
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Elegant historic Palazzo, views of Tuscan valley
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Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Piazzale Michelangelo
- Del Chianti
- Basilica of St Francis
- Boboli's Garden
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Stadio Artemio Franchi
- Basilica of Santa Croce
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- La Scarzuola
- Antinori nel Chianti Classico
- Firenze Campo di Marte
- Siena Cathedral
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Teatro Verdi
- Mount Subasio
- Basilica Di San Miniato A Monte





