
Apartment holiday rentals in Cortona
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Cortona
Guests agree: These apartments are highly rated for location, cleanliness and more.

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

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 for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. 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

I Tramonti di Eramo, Montepulciano city center.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historical center offers a breathtaking view of the surrounding countryside, giving an authentic and unforgettable experience. You can leave the house and taste the historic atmosphere of Montepulciano. Within walking distance you will have the extraordinary Piazza Grande, high quality restaurants and services of all kinds. Tuscany awaits you to experience unique emotions.

Casa Bonari - a paradise for the eyes
Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on all sides by a large garden, so that all rooms boast a beautiful view of the countryside.

"The Window on Tuscany", enchanting view
Recently renovated Tuscan-style apartment located in the historic center of Cortona, a short walk from the sights, enjoys an enchanting 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 rooms have windows outside towards the Valdichiana.
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.

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"

Baldelli | Apartment in the city's main square
This apartment, named Baldelli, is located in Piazza della Repubblica.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. The apartment has a double bedroom, a living room with desk and a sofa, a bathroom with shower, a kitchen full equipped.

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.

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

Borgo Iesolana Suite Superior

Il Vicolino, sauna and hot tub

Terrazza Silena, historic center with Cortona view!

Charming Apartment with Small Gardens, Pool Access

Casa Tórta - comfort room

Pendici 15, small apartment

La Terrazza sul Valle

Villa Medici Donnini Deluxe Apartment
Private apartment rentals

Il Giardino - Gorgeous Getaway in a Tuscan Town

Il Sasso Apartment

Farmhouse apartment

Cortona Historic Center Apartment

The window on the Theater

San Giovanni in Poggio, Crepuscolo app. 60 sqm

Medieval Delight! Rustic Beams w/Modern Amenities

Live Like a Local & Private Concierge Service
Apartment rentals with a hot tub

Podere Ferranino #Cimabue Townhouse

Elegant historic Palazzo, views of Tuscan valley

Apartment with garden in the heart of Tuscany

A Cosy flat

Charming House in Montepulciano

Blue University Apartment - Downtown

Casa Olivieri Tuscany House in the Center

Poeta Art&Design [Spa/Massage]
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Piazzale Michelangelo
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Stadio Artemio Franchi
- Tenuta Le Velette
- Basilica of St Francis
- Basilica di Santa Croce
- Castiglion del Bosco Winery
- Teatro Verdi
- Cantina Colle Ciocco
- Santa Maria della Scala
- Pubblico Palace
- Furlo Gorge Nature Reserve
- Mount Subasio
- Teatro Tuscanyhall
- Podere La Marronaia, Sosta alle Colonne
- Casa Del Cioccolato Perugina
- Ugolino Golf Club
- Casa Barthel