menu

Holiday Villas in Cortona

Select a location
Photo of Ciclamini

Ciclamini

Sleeps: 6 Rooms: 2 From €519 weekly
This traditional style detatched house with air conditioning is divided into three apartments, 2 of which are featured here. Located in Tuscany, they are set at the foot of the hill of the town Corto...
From €519 weekly
Request to book
Photo of La Cantina

La Cantina

Sleeps: 5 Rooms: 2
This lovely, renovated stone and brick house, close to the owners’ home, is tastefully furnished and is in the perfect location for admiring the charming landscapes, wandering through the picturesque...
Request to book
Photo of Casa Anna

Casa Anna

Sleeps: 3 Rooms: 1 From €414 weekly
These three beautiful Tuscan properties provide a truly perfect setting for a family holiday or for friends alike who are wishing to holiday together but still retain their own privacy. Not only do a...
From €414 weekly
Request to book
Photo of Casa Il Colle

Casa Il Colle

Sleeps: 4 Rooms: 2 From €460 weekly
Enjoy the unique scenery from the garden at Casa Il Colle, with panoramic views, watching the sun sink over the horizon. The villa is located in the fortified town of Cortona, nestled on a mountain r...
From €460 weekly
Request to book
Photo of Casa Sabrina

Casa Sabrina

Sleeps: 3 Rooms: 1 From €414 weekly
These three beautiful Tuscan properties provide a truly perfect setting for a family holiday or for friends alike who are wishing to holiday together but still retain their own privacy. Not only do a...
From €414 weekly
Request to book
Photo of Casa Anna

Casa Anna

Sleeps: 12 Rooms: 4 From €1304 weekly
This bright semi-detached house with an outdoor swimming pool is set on a hillside position, only 2km below Cortona. On the first floor are a spacious combined kitchen/living room with fireplace, the...
From €1304 weekly
Request to book
Photo of Villa Fiorenza

Villa Fiorenza

Sleeps: 20 Rooms: 10
This magnificent, tastefully furnished house is located in the hills above Cortona, one of the most beautiful Etruscan towns of Italy. From its location you will have a breathtaking view of the Val d...
Request to book
Photo of Villa Roseto

Villa Roseto

Sleeps: 10 Rooms: 5 From €958 weekly
In a beautiful panoramic position, this large holiday property maintains typical Tuscan style interiors, with terracotta floors and ceilings with exposed wooden beams. The décor is enriched by antiqu...
From €958 weekly
Request to book
Photo of Casa Paolo

Casa Paolo

Sleeps: 6 Rooms: 3 From €785 weekly
In a peaceful location in the heart of vineyards and olive groves, this lovely detached villa is situated between Cortona, 13km, and Lake Trasimeno, 9km. The villa is ideally placed to discover both...
From €785 weekly
Request to book
Photo of La Colonica

La Colonica

Sleeps: 4 Rooms: 2
This lovely, renovated stone and brick house, close to the owners’ home, is tastefully furnished and enjoys traditional rustic charm, with no separate living room. It is in the perfect location for a...
Request to book
Photo of Villa Della Valle

Villa Della Valle

Sleeps: 12 Rooms: 5 From €922 weekly
This charming, stone-built villa with an outdoor swimming pool in typical Tuscan style, is situated in an elevated position on the high hills of Cortona, on the border between Tuscany and Umbria. The...
From €922 weekly
Request to book
Photo of Villa Ferranti 2

Villa Ferranti 2

Sleeps: 5 Rooms: 2 From €402 weekly
Picturesque town of Cortona nearby The huge 18th century ’Villa Ferranti’ is situated in a beautiful valley just below the picturesque town of Cortona. There are just three apartments available in the...
From €402 weekly
Request to book
Photo of Orchidee

Orchidee

Sleeps: 6 Rooms: 3 From €633 weekly
This traditional style detatched house with air conditioning is divided into three apartments, 2 of which are featured here. Located in Tuscany, they are set at the foot of the hill of the town Corto...
From €633 weekly
Request to book
Photo of Coldolmo

Coldolmo

Sleeps: 9 Rooms: 4 From €576 weekly
The beautifully restored farmhouse is set in the hills on the border between Tuscany and Umbria. This property comes with a small, private, above-ground swimming pool and beautiful views over the cou...
From €576 weekly
Request to book
Special offer Photo of Villa Sapphire

Villa Sapphire

Sleeps: 9 Rooms: 5 From €627 weekly
This impressive, independent villa stands in beautiful, landscaped gardens on the edge of the village, just a short stroll from a small selection of restaurants and a pizzeria. As well as the large sw...
From €627 weekly
Request to book
Special offer Photo of Il Bel Laghetto

Il Bel Laghetto

Sleeps: 12 Rooms: 6 From €2766 weekly
This highly recommended villa is beautifully furnished in a traditional Tuscan style, and offers spacious accommodation throughout. The property is set within beautiful gardens including large lawns,...
From €2766 weekly
Request to book
Special offer Photo of Alba

Alba

Sleeps: 6 Rooms: 3 From €1795 weekly
Villa Alba is situated close to the Umbrian border among vineyards and fruit trees and is just 20 minutes’ drive away from the main town of Cortona or 15 minutes from Castiglione del Lago in Umbria. T...
From €1795 weekly
Request to book
Photo of San Benedetto

San Benedetto

Sleeps: 3 Rooms: 1 From €186 weekly
Cortona: The San Benedetto apartment is situated in the Old Town of Cortona, 180 metres from the main square, the Piazza della Repubblica. Magnificent views of the Valdichiana and the lake Lago Trasim...
From €186 weekly
Request to book
Photo of Loggetta

Loggetta

Sleeps: 5 Rooms: 2 From €621 weekly
2-family house "Loggetta", semi-detached. Outside the resort Cortona, in a quiet, sunny, elevated position, in the countryside. For shared use: property, garden, swimming pool (above ground) (10 x 5 m...
From €621 weekly
Request to book
Photo of Bilo

Bilo

Sleeps: 4 Rooms: 1 From €299 weekly
Country house "Il Falco". 6 apartments in the property. 15 km from the centre of Cortona, in a sunny position, in the countryside. For shared use: garden, swimming pool (10 x 20 m, depth 150 - 150 cm,...
From €299 weekly
Request to book
Photo of Perla farmhouse

Perla farmhouse

Sleeps: 6 Rooms: 3 From €730 weekly
Old, comfortable, luxurious farmhouse "Perla farmhouse", built in 1 from the 18th century, renovated in 2010, surrounded by meadows. House Equipment: fitness room, whirlpool, playroom, wood firing, c...
From €730 weekly
Request to book
Photo of tipico casale toscano

tipico casale toscano

Sleeps: 2 Rooms: 1 From €328 weekly
Old, large, comfortable farmhouse "tipico casale toscano" from the 18th century in 2009, surrounded by fields. House Equipment: fitness room, whirlpool, playroom, air conditioning, solarium, child mi...
From €328 weekly
Request to book
Photo of casale toscano

casale toscano

Sleeps: 6 Rooms: 3 From €587 weekly
Old, large, luxurious farmhouse "casale toscano" from the 18th century, renovated in 2010, surrounded by meadows. House Equipment: fitness room, whirlpool, playroom, wood firing, central heating syst...
From €587 weekly
Request to book
Photo of Casa Sabrina

Casa Sabrina

Sleeps: 3 Rooms: 2 From €410 weekly
This stone-built holiday house with terrace and pool is situated next to a small hamlet in the mountains (780 m.a.s.l.), 12 km above Cortona. The apartment is on the 2. floor. Access from the dining r...
From €410 weekly
Request to book
Photo of Margherita

Margherita

Sleeps: 14 Rooms: 7 From €969 weekly
Nice independent house in a quiet area with a beautiful panoramic view over the Chiana valley and the surrounding countryside. The beautiful medieval town of Cortona, with all kinds of shops, is just...
From €969 weekly
Request to book
Photo of La Torretta

La Torretta

Sleeps: 2 Rooms: 1 From €680 weekly
This small cottage with a private pool is located about 4km from Cortona. Formerly a barn, which has been decorated in rustic style: From the living room with fireplace, a staircase leads up to two sm...
From €680 weekly
Request to book
Photo of Casa Grande

Casa Grande

Sleeps: 6 Rooms: 3 From €599 weekly
This stone-built holiday house with terrace and pool is situated next to a small hamlet in the mountains (780 m.a.s.l.), 12 km above Cortona. The large, central kitchen/dining-room has an open firepla...
From €599 weekly
Request to book
Photo of Villa Fiordaliso

Villa Fiordaliso

Sleeps: 7 Rooms: 4 From €1249 weekly
Holiday home nestled in Tuscan hills near San Pietro a Damen on the border between Tuscany and Umbria, in a very peaceful location full of meadows, farmland and forests. This villa was an old farmhous...
From €1249 weekly
Request to book
Photo of Casa Ginestra

Casa Ginestra

Sleeps: 2 Rooms: 1 From €320 weekly
Rustic cottage set in a small village in the mountains above Cortona (18 km). Simple, rustic furniture; Living room with open fireplace. Romantic terrace seating outside the house; Pool with sun terra...
From €320 weekly
Request to book
Photo of Holiday home Cortona 5

Holiday home Cortona 5

Sleeps: 6 Rooms: 3 From €620 weekly
Typical Tuscan farmhouse with two separate apartments which are rented together. On the 1st floor large combined kitchen-living room with fireplace; outdoor stairs, terrace on the valley side, barbecu...
From €620 weekly
Request to book
Photo of Casa Noce

Casa Noce

Sleeps: 4 Rooms: 2 From €320 weekly
Apartment on the ground of a private house in the mountains above Cortona (18 km). Simple, functional furnishings; large living area, divided into kitchen with dining area and living room with open fi...
From €320 weekly
Request to book
Photo of Villa Mimosa

Villa Mimosa

Sleeps: 10 Rooms: 5 From €1579 weekly
This holiday home is set at the foot of Cortona, in the heart of the countryside but close to all services. The Villa is completely independent and has a large private garden with swimming pool (depth...
From €1579 weekly
Request to book
Photo of Palazzo 2P

Palazzo 2P

Sleeps: 7 Rooms: 4 From €389 weekly
These houses and apartments are part of a small village in a peaceful position on the hills overlooking the Val di Chiana. The owners manage a farm with sheeps, chickens, dogs and cats. Each apartment...
From €389 weekly
Request to book
Photo of Ortensie

Ortensie

Sleeps: 4 Rooms: 2 From €440 weekly
House divided into three apartments in Tuscany, set at the foot of the hill of the town Cortona. Ideal setting for a relaxing holiday amidst unspoiled nature and within easy reach of the main tourist...
From €440 weekly
Request to book
Photo of Holiday home Cortona

Holiday home Cortona

Sleeps: 8 Rooms: 4 From €940 weekly
The tiny hamlet of Pergo is just 6 km away from the ancient hill town Cortona. A short path leads you to the spacious villa, which is surrounded by well-kept lawns, olive groves and a mixed vegetation...
From €940 weekly
Request to book
Photo of Assunta

Assunta

Sleeps: 2 Rooms: 1 From €169 weekly
This characteristic, simply furnished apartment is in a group of houses with a mansion and other homes. The 250-acre estate features a lovely view over the Tuscan countryside and hills. The estate has...
From €169 weekly
Request to book
Photo of Ciclamini

Ciclamini

Sleeps: 6 Rooms: 3 From €499 weekly
House divided into three apartments in Tuscany, set at the foot of the hill of the town Cortona. Ideal setting for a relaxing holiday amidst unspoiled nature and within easy reach of the main tourist...
From €499 weekly
Request to book
Photo of Villa della Lilli

Villa della Lilli

Sleeps: 9 Rooms: 5 From €1910 weekly
Charming historic stone villa dating back to 15th century in a beautiful hamlet of Etruscan origins in the hills south-east of the town of Cortona. Magnificent views of the Chiana Valley and Umbria bo...
From €1910 weekly
Request to book
Photo of Villa Ferranti

Villa Ferranti

Sleeps: 4 Rooms: 2 From €389 weekly
This 19th Century Villa is situated in a beautiful valley just below the picturesque town of Cortona. There are just three apartments available in the villa, and this apartment is in a side wing. Cort...
From €389 weekly
Request to book
Photo of Borgo Elisa

Borgo Elisa

Sleeps: 13 Rooms: 7 From €1569 weekly
Beautiful, independent farmhouse with annex in a silent and very panoramic position with nice view over the valley and the surrounding country-side at 1,2 km from the attractive, small, medieval town...
From €1569 weekly
Request to book
Photo of Coldolmo

Coldolmo

Sleeps: 8 Rooms: 4 From €549 weekly
Beautiful restored farmhouse set in the hills on the border between Tuscany and Umbria. Swimming pool for the exclusive use of guests. There is an equipped loggio for your outdoor meals and a small la...
From €549 weekly
Request to book
Photo of Maurino

Maurino

Sleeps: 6 Rooms: 3 From €470 weekly
In the hills of Tuscany, in the village of Terontola and just a few kilometres from the Etruscan town of Cortona, set between woods and meadows, lies this beautiful country house in panoramic location...
From €470 weekly
Request to book
Photo of Villa Sonia

Villa Sonia

Sleeps: 11 Rooms: 6 From €1869 weekly
Beautiful and typical stone farmhouse, tastefully restored, situated in quiet and panoramic position with beautiful views of the surrounding countryside and of the small town Cortona. The careful rest...
From €1869 weekly
Request to book
Photo of Porcino

Porcino

Sleeps: 6 Rooms: 3 From €320 weekly
Cosy apartment with large terrace, set in the mountains above Cortona (17 km), at 750 m a.s.l. The apartment is set in a private house with three apartments in total that are rented via Novasol (See a...
From €320 weekly
Request to book
Photo of San Eusebio

San Eusebio

Sleeps: 20 Rooms: 11 From €1701 weekly
Country house "San Eusebio". Below Cortona. For shared use: property (fenced), natural garden. Private: garden (fenced) with flowers and trees, swimming pool (5 x 12 m, depth 150 cm, 07.05.-30.09.). O...
From €1701 weekly
Request to book
Photo of Villa Patrizia

Villa Patrizia

Sleeps: 4 Rooms: 1 From €431 weekly
Villa Patrizia, situated in southern Tuscany, close to the border with Umbria and just a few kilometres from Cortona. The house is located in the north of Lago Trasimeno, in a beautiful panoramic posi...
From €431 weekly
Request to book
Photo of Dafne

Dafne

Sleeps: 4 Rooms: 1 From €314 weekly
Montanare 8 km from Cortona: Child friendly villa "Montanare", from the 19th century, renovated. 8 km from the centre of Cortona, outside the resort, 38 km from the centre of Arezzo, in a secluded, el...
From €314 weekly
Request to book
Photo of Cortona Sunshine

Cortona Sunshine

Sleeps: 6 Rooms: 3 From €1026 weekly
Country house "Cortona Sunshine", detached. 2 km from the centre of Cortona, in a sunny position, in the countryside. Private: garden 500 m2 (fenced), swimming pool (9 x 4 m, depth 100 - 200 cm, 01.05...
From €1026 weekly
Request to book
Photo of Villa Osteria

Villa Osteria

Sleeps: 11 Rooms: 6 From €949 weekly
Experience a real Tuscan charm with all the comforts at this independent Villa surrounded by a private outdoor pool, a beautiful gazebo and surrounding views of the Val di Chiana hills. Large, rustic...
From €949 weekly
Request to book
Photo of Chalet

Chalet

Sleeps: 6 Rooms: 2 From €453 weekly
Country house "Giuseppe", renovated in 2010, surrounded by fields. 5 houses in the resort. Below Cortona 20 km from the centre of Castiglione del Lago, 25 km from the centre of Montepulciano, in a sun...
From €453 weekly
Request to book
Holiday rental locations
Listing 1-50 of 83 Top Holiday Rentals
Results per page:
  • 10
  • 20
  • 50
With cookies we can give you the best experience on selfcatering.travel. By using our website, you consent to the use of cookies.