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

La Perla del Lago Holiday home on Lake Trasimeno
La Perla del Lago: your refuge at Trasimeno Rediscover your harmony in this oasis of absolute peace. Let yourself be enchanted by our magical view and the sunsets that the lake offers every evening. The La Perla del Lago Holiday Home overlooks the mirror of Lake Trasimeno. 8 minutes away you will find the highway to visit towns such as Florence, Perugia, Gubbio, Spoleto, Norcia and many others. In the village, you will find bars, restaurants, a market, a pharmacy, an ATM, and children's play areas. There is a swimming pool 3 km away where you can relax in the summer.
LocationValueBathroom

Casa Lucy
House located on the Cortonese hill, completely renovated, consisting of 3 double bedrooms, 2 bathrooms and an open space kitchen and dining room. It is located 5 minutes from the historic center of Cortona and in an excellent position to reach the most beautiful and characteristic places of Tuscany and Umbria such as Pienza, Montepulciano, Castiglione del Lago up to cities that are cradles of art such as Florence, Arezzo, Siena and Perugia. Mandatory tourist tax to be paid on site (€2.50 per person for 4 days)
LocationFamilyAir conditioning

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
FamilyLocationCheck-in

Cortona historical centre. Great views
Charming apartment on the top floor of a Tuscan mansion house with traditional floor and exposed timber beams. The apartment is located in the heart of Cortona and it has triple exposure, so it is flooded with light and it boasts a stunning view over the valley and the Trasimene lake. Self check-in available. PARKING on the street is available. NO AIR CONDITIONING! This is an environmentally friendly choice. I welcome guests of all backgrounds, faiths, genders, ages and sexual orientations
ValueLocationSleep quality

La Lisa: country house surrounded by fields
La Lisa is a traditional farm house that has been wisely restored. It is surrounded by Tuscan countryside hills, in a quiet, out of time atmosphere. At the same time it is well connected with the A1 motorway and the highway Siena – Perugia (6 km). A large yard with a barbecue and pizza oven, is ideal for evenings under the stars. There's also a tavern with kitchen, living and dining room can host up to 30 people. During warm season enjoy the HEATED POOL equipped with loungers and umbrellas.
LocationValueLayout

Casa Dolce Toscana | Panoramic Suites & Views
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.
ValueLocationCleanliness

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.
ValueLocationWi-Fi

The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
FamilyLocationComfort

Conca d'Oro villa with private pool, sleeps 4
Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi
FamilyValueComfort

PoggiodoroLoft, Tuscan dream e relax
Welcome to Poggiodoro Loft, 16th century stones' villa located in the countryside of Anghiari. Stunning views, charming and furnished interiors providing all type of comforts, the relaxing sauna, the private garden where you can enjoy the open air and lunch under the pergola, BBQ, fantastic in the warm seasons, lounge with brazier a panoramic swimming pool to spend great moments with friends, to be shared with the hamlet guests.
FamilyValueBathroom

Cottage surrounded by nature
"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.
LocationValueAmenities

Casa del Passerino
Apartment located inside a historic building in Cortona, dating back to the 1500s, overlooking the city's main square... Our property, while condemning the war, dissociates itself from all racist behavior towards the Russian and Belarusian population. At Casa del Passerino, people of these nationalities are welcome and will be treated the same as everyone else. We look forward to seeing you in Tuscany!
ValueLocationHospitality
Popular amenities for Cortona house rentals
House rentals with a pool

House Rigomagno Siena
LocationFamilyCleanliness

Il Vecchio Mulino
FamilyValueWi-Fi

Villa Lucia
LocationValueHospitality

Hidden gem in Tuscany
FamilyValueIndoor spaces

[Antique Farmhouse]Tuscan Views & Private Pool Cortona
LocationFamilyWi-Fi

Country charm walking distance from Cortona centre
FamilyLocationQuiet

Apt. Silvana-Tenuta VillaAugusto
LocationFamilyCondition

Villa Bellora | Pool & Panoramic Views | Cortona
LocationFamilyBathroom
Weekly house rentals

Breathtaking views: Historic House w/Terrace & BBQ
LocationFamilyParking

Casa Primo Stylish-townhouse w/ patio & jetted tub
LocationFamilyGetting around

Casa Vinalia: Etruscan paradise
FamilyLocationHospitality

Cortona: a view of the Infinite + free parking
LocationFamilyCheck-in

Dimora Vecchio Duomo
LocationViewCleanliness

Casa Bordoli, four beds, three bathrooms
LocationAmenitiesGetting around

18th-century farmhouse in Cortona, with a garden and 4 bathrooms
LocationFamilyBarbecue

"L'Antico Metato" house in the woods
LocationFamilyWalkability
Private house rentals

Amazing villa lakeside view
FamilyLocationBarbecue

Spacious Tuscan Home – 2 Connected Apts, 4BR/4BA
FamilyLocationCleanliness

Country chic house in a village,private pool,wiFi
ValueFamilyLaundry

Perfect Large Family Villa in Tuscany
FamilyValueAccuracy

VILLA MORAIOLO- EXCLUSIVE SPA
LocationValueKitchen

Beautiful villa with pool in secluded location
LocationValueWalkability

Villa Piandarca - Tuscany - WIFI - private pool
FamilyValueBreakfast

Casa Maestra, Umbria hills, AC, large heated pool
FamilyLocationAir conditioning
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- 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
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Antinori nel Chianti Classico
- Siena Cathedral
- Val di Chiana
- Firenze Campo di Marte
- Palazzo Pubblico
- Teatro Verdi
- Mount Subasio





