
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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"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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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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Casa Tórta - comfort room
Casa Tòrta consists of a bedroom, reading room and bathroom, perfect for a short stay or for long periods, having reception services available. In the historic center of Monticchiello, there is this building that dates back to 1200. The large double bed is located in the main room with a fireplace stove with ancient charm. In the brightest room a reading lounge, then the green bathroom with shower.
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Baldelli | Apartment in the city's main square
This apartment, named Baldelli, is located in Piazza della Repubblica and it’s a the third floor of an historic building without elevator. The apartment has a double bedroom, a living room with desk and a sofa, a bathroom with shower, a kitchen full equipped. From one side of the house you can see the city hall building and from the other one there is a great Val di Chiana view.
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Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.
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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

Romantic Tower's dating 1200
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I Tramonti di Eramo, Montepulciano centro.
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Magnificent 2 BR with Terrace and Air Conditioning
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Dimora dell'Erbe - Rooftop Apartment
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Panoramic Country Suite Montalcino
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Perugia Centro "Tu Casa" CIN [Brazilian Identity Card]: IT 054039C2MK030454
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Stuart White Tea Central Panoramic & Garden
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La fonte
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Private apartment rentals

Casa Nobile
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Terrazza Silena, historic center with Cortona view!
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Bel Tramonto, historic center with private garden
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Appartamento La Corte
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Ca' delle Acquarelli
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Luxury - Lake Trasimeno VIEW - Passignano - AC
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The window on the Theater
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La Terrazza sulla Valle
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Apartment rentals with a hot tub

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





