
Apartment vacation rentals in Cortona
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Top-rated apartment rentals in Cortona
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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.

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

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

“La Vittoria” House
Mine is a beautiful apartment for exclusive use in the center of Monticchiello. Equipped with every comfort, fully equipped kitchen. Linens. Bright living room and two comfortable bedrooms, one of which overlooks one of the main squares of the village and enjoys views of the Val d'Orcia and Mount Amiata. A stone's throw from my Ristorante Daria, one of the best in the area where you can taste good traditional dishes revisited impeccably. I look forward to seeing you! Deborah

"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.

I Tramonti di Eramo, downtown Montepulciano.
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.
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.

Cortona Shabby Chic House - independent & balcony-
Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. 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

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.

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"

Terrace with a view of Siena
A fianco della Basilica di San Domenico, a pochissimi passi dal Duomo e da Piazza del Campo, in questo splendido ed elegante attico potrete godere della splendida vista e della comodità di raggiungere a piedi in pochi minuti tutti i maggiori punti di interesse della città.

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.
Popular amenities for Cortona apartment rentals
Weekly apartment rentals

Luxury - Lake Trasimeno VIEW - Passignano - AC

Casale La Cedrina (Il Melograno)

Hamlet of San Biagio a Colle - Chestnut House

Charming apartment with small gardens, pool access

Terrazza Silena, historic center with Cortona view!

The window on the Theater

The Terrace on the Valley

Live Like a Local & Private Concierge Service
Private apartment rentals

Borgo Iesolana Country Retreat Suite with terrace

Il Sasso Apartment

Casa Tórta - comfort room

Penthouse in small medieval castle near Florence

Pendici 15, small apartment

Villa Medici Donnini Deluxe Apartment

Tina’s House

Luxury Penthouse with Incredible View & A/C 300mq
Apartment rentals with a hot tub

Il Vicolino, sauna and hot tub

Elegant historic Palazzo, views of Tuscan valley

A Cosy flat

Domus Nannini - L'Arco di Matteotti Spa

Charming House in Montepulciano

Blue University Apartment - Downtown

Luxury frescoed apartment in the historical center

Villa'Colombaiolo di Marciano', 28
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Del Chianti
- Centro Storico Orvieto
- Piazzale Michelangelo
- Boboli's Garden
- Basilica of St Francis
- Basilica of Santa Croce
- Avignonesi Winery Fattoria Le Capezzine
- Stadio Artemio Franchi
- Furlo Gorge Nature Reserve
- Teatro Verdi
- La Scarzuola
- Cascate del Mulino
- Great Synagogue of Florence
- Mount Subasio
- Siena Cathedral
- Palazzo Pubblico
- Teatro Tuscanyhall
- Antinori nel Chianti Classico
- Valdichiana Outlet Village
- Ugolino Golf Club





