
Apartment holiday 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.

House of Delights - The Medici private leisure house
La Casa di Delizie, a luxurious retreat nestled in a historic guard tower dating back to the Middle Ages, once cherished by the Medici family. Adorned with the exquisite fresco "Caduta di Icaro," this exclusive apartment seamlessly blends rich history with contemporary luxury. Ideally located on Via Orti Oricellari, just 150 meters from the main train station, it provides effortless access to Florence's treasures. Indulge in bespoke experiences and refined amenities for an unforgettable escape!

Museum Suite - Luxurious unit with a River View -
After 13 wonderful years of hosting on Airbnb, the time has come to close this incredible chapter and embrace the next. These upcoming 7 months will be the final season for MuseumSuite, in Jan 2027, the property will be sold and transformed into a private family residence. It has been an absolute honor and a privilege to welcome guests from all walks of life. Each of you has deeply enriched my journey, and I hope that MuseumSuite has left a beautiful, lasting impression on your lives as well.

Renaissance Apartment Touch the Dome
Inspired by the most fascinating artistic era in human history, the Renaissance, each of my homes is a tribute to the elegance, harmony, and craftsmanship that defined that golden age. Step inside and be transported. You’ll not only see the Renaissance — you’ll feel it in the atmosphere, in the light, and in the soul of each space. Discover also The Renaissance & Baroque apartment: https://www.airbnb.it/rooms/30229178?guests=1&adults=1&s=67&unique_share_id=c0087742-7346-4511-9bcd-198bbe23c1b4

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

Villa di Geggiano - Perellino Suite
The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.
CasaNella: central, bright, and with a view
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

Theater House
Casa teatro is an elegant apartment located inside a prestigious building in the heart of Orvieto's historic center, a few steps from Piazza del Popolo and the city's most important tourist sites. The apartment is stylishly furnished, bright, characterized by ceilings and walls with frescoes attributed to the famous 19th-century painter Andrea Galeotti.

I Terrazzinni apt.2
In an old building of the hystorical center, very sunny and scenic: a balcony with a spectacular view over Valdichiana, Trasimeno Lake and mountains far away. Just few steps down the street and you are in Ruga Piana or Signorelli Square "movida"

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

Ca' delle Acquarelli

"Red Rose" apartment with view of Siena.

Terrazza Silena, historic center with Cortona view!

Casa Sofia

Casa AlMa: air conditioning and private terrace

La Terrazza Cortonese in town center with terrace

I Tramonti di Eramo, downtown Montepulciano.
Private apartment rentals

Casale La Cedrina (Il Melograno)

Apt 4: Montepulciano 800 yr old Monastery

Charming apartment with small gardens, pool access

Hamlet of San Biagio a Colle - Chestnut House

The window on the Theater

La Terrazza sul Valle

Luxury Penthouse with Incredible View & A/C 300mq

Nobile Vineyards | Boho Chic | ‘Il Gelsomino’
Apartment rentals with a hot tub
Executive Apartment City Center

A Cosy flat

At the top faboulous terrace Florence

Suite Michelangelo with Terrace

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
- 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
- Basilica of Santa Croce
- Stadio Artemio Franchi
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Furlo Gorge Nature Reserve
- Teatro Verdi
- Siena Cathedral
- Great Synagogue of Florence
- Palazzo Pubblico
- Mount Subasio
- Terme San Filippo
- Eremo Di Camaldoli
- Antinori nel Chianti Classico
- Ugolino Golf Club





