menu

Holiday Villas in Arezzo and Cortona

Select a location
Photo of Baciano Apt

Baciano Apt

Sleeps: 3 Rooms: 1 From €305 weekly
These 2, well-appointed apartments share panoramic views over to Valdarno and towards the Chianti Hills. Baciano Apartment (ITA206) boasts a ground floor position whilst Apartment Piccolo (ITA205) is...
From €305 weekly
Request to book
Photo of Orchidee

Orchidee

Sleeps: 6 Rooms: 3 From €698 weekly
This traditional styled detached house with air-conditioning is divided into three spacious apartments. Located in Tuscany, they are set at the foot of the hill of the town of Cortona. This is an ide...
From €698 weekly
Request to book
Photo of Antico Pod. Querceto

Antico Pod. Querceto

Sleeps: 8 Rooms: 4 From €2,346 weekly
This comfortable holiday cottage make an ideal retreat and enjoys unique panormaic views of Arezzo. In the spacious, enclosed grounds, consisting of a garden, olive groves and pine wood, you will fin...
From €2,346 weekly
Request to book
Photo of Villa Florentino

Villa Florentino

Sleeps: 6 Rooms: 3 From €638 weekly
This attractive holiday property, located within the grounds of the owners’ home, has been tastefully decorated and furnished to a good standard. The house is in a private property and has a private...
From €638 weekly
Request to book
Photo of Agriturismo Segalare

Agriturismo Segalare

Sleeps: 8 Rooms: 2 From €611 weekly
This rustic, stone holiday house, accessed via a rough track, is situated on the southern side of the Appenines with the owners’ home conveniently situated on site. It has been carefully decorated an...
From €611 weekly
Request to book
Photo of Ortensie

Ortensie

Sleeps: 4 Rooms: 2 From €577 weekly
This traditional styled detached house with air-conditioning is divided into three spacious apartments. Located in Tuscany, they are set at the foot of the hill of the town of Cortona. This is an ide...
From €577 weekly
Request to book
Photo of Coldolmo

Coldolmo

Sleeps: 9 Rooms: 4 From €501 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 €501 weekly
Request to book
Photo of Casa Politi

Casa Politi

Sleeps: 8 Rooms: 4 From €2,303 weekly
This elegant holiday property with air-conditioning, accessed via a rough track, is spread out on three levels, nestled in the beautiful hills of Tuscany (Loro Ciuffenna 8km) with panoramic views. Gu...
From €2,303 weekly
Request to book
Photo of Ciclamini

Ciclamini

Sleeps: 6 Rooms: 2 From €633 weekly
This traditional styled detached house with air-conditioning is divided into three spacious apartments. Located in Tuscany, they are set at the foot of the hill of the town of Cortona. This is an ide...
From €633 weekly
Request to book
Photo of Il Marinocchio Di Malatesti 1

Il Marinocchio Di Malatesti 1

Sleeps: 6 Rooms: 3
Situated 6km from Arezzo, these two apartments (refs ITA116 and ITA117), with air conditioning, share a large outdoor swimming pool and enjoy panoramic views over the Chiana Valley. The owner lives o...
Request to book
Photo of Casa Montecchi

Casa Montecchi

Sleeps: 8 Rooms: 4 From €1,113 weekly
This pretty country house comes complete with a large garden and is beautifully set in natural grounds exclusively reserved for guests. Here you can relax all day by the sunny swimming pool or in the...
From €1,113 weekly
Request to book
Photo of Partina

Partina

Sleeps: 11 Rooms: 4 From €708 weekly
This pretty, stone holiday house provides comfortable accommodation in the north eastern part of Tuscany, where there are still uncontaminated forests which are today national parks. It is located in...
From €708 weekly
Request to book
Photo of Villa Melograno

Villa Melograno

Sleeps: 8 Rooms: 4 From €1,188 weekly
Nestled on a gentle hillside in the Chiana-Valley, lies this lovely semi-detached property, complete with a private garden and swimming pool. The property has an open plan living space with a well-eq...
From €1,188 weekly
Request to book
Photo of Leopolda

Leopolda

Sleeps: 16 Rooms: 7 From €1,827 weekly
Leopoldian farmhouse with air-conditioning dates back to the 18th century and is just 600m from the village of Badia Agnano, close to Bucine and half-way between Arezzo and Siena making making this a...
From €1,827 weekly
Request to book
Photo of La Quiete

La Quiete

Sleeps: 8 Rooms: 4 From €983 weekly
This natural stone holiday house, in a traditional Tuscan style, is situated in the romantic Casentino mountain range. Here, you will find total privacy in the wide forests, fresh mountain air, pictu...
From €983 weekly
Request to book
Photo of Casa Anna

Casa Anna

Sleeps: 12 Rooms: 4 From €1,188 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 €1,188 weekly
Request to book
Photo of Etrusco

Etrusco

Sleeps: 13 Rooms: 6 From €1,188 weekly
This characteristic holiday home is split into 4 separate apartments (not internally connected), and is located at the foot of the ancient Etruscan town of Cortona, in a residential area of Camucia....
From €1,188 weekly
Request to book
Photo of Ll Marinocchio Di Malatesti

Ll Marinocchio Di Malatesti

Sleeps: 4 Rooms: 2 From €424 weekly
Situated 6km from Arezzo, these two apartments (refs ITA116 and ITA117), with air conditioning, share a large outdoor swimming pool and enjoy panoramic views over the Chiana Valley. The owner lives o...
From €424 weekly
Request to book
Photo of Casa Mazzocchi 1

Casa Mazzocchi 1

Sleeps: 5 Rooms: 2 From €271 weekly
This pleasant holiday apartment is located within the small town of Poppi, has panoramic views over Casentino. The property comes with a loggia and garden to ensure relaxation in the sun and for allo...
From €271 weekly
Request to book
Photo of Villa Monoli

Villa Monoli

Sleeps: 14 Rooms: 4 From €1,688 weekly
This magnificent house, with air-conditioning, is set in the middle of the Chiana Valley, and offers a private pool and beautiful views over the surrounding landscape. This former manor house has bee...
From €1,688 weekly
Request to book
Photo of Il Casone

Il Casone

Sleeps: 5 Rooms: 3 From €435 weekly
This comfortable apartment situated below the owner’s home is set on a tranquil hillside just 15km from Arezzo. The living/dining room has a lovely wood burner and there is a huge terrace with a barb...
From €435 weekly
Request to book
Photo of Bucine

Bucine

Sleeps: 5 Rooms: 2 From €424 weekly
This property occupies the first floor of a 3-storey detached house which stands in its own garden with garden furniture for dining al fresco. There is a large entrance hallway, the rooms are spaciou...
From €424 weekly
Request to book
Photo of Cesira 1

Cesira 1

Sleeps: 4 Rooms: 1 From €316 weekly
This holiday apartment is part of a beautifully renovated farm house which has been comfortably furnished and is situated on a gentle slope which overlooks the Chiana Valley. It has extensive views o...
From €316 weekly
Request to book
Photo of Santa Caterina

Santa Caterina

Sleeps: 8 Rooms: 4 From €2,073 weekly
This large, Tuscan-style stone house is beautifully surrounded by a park-like garden and gorgeous landscapes. The property has spacious grounds, allowing several terraces and sitting corners, a BBQ a...
From €2,073 weekly
Request to book
Photo of Cesira 2

Cesira 2

Sleeps: 4 Rooms: 1 From €245 weekly
This holiday apartment forms part of a former farm house that is situated on a gentle slope which overlooks the Chiana Valley. It has extensive views over the valley and over part of the old village...
From €245 weekly
Request to book
Photo of Luna

Luna

Sleeps: 4 Rooms: 2 From €359 weekly
This holiday apartment, situated in the owner’s house, is in a quiet location and features a shared, outdoor, swimming pool, terrace and BBQ. Arezzo, a medieval town with museums, annual festivals, s...
From €359 weekly
Request to book
Photo of Palazzuolo

Palazzuolo

Sleeps: 4 Rooms: 2 From €556 weekly
This comfortable and tastefully decorated holiday home with air-conditioning is ideally situated on the hills between Siena and Arezzo, about 10km from Monte San Savino. Bordering a forest and close...
From €556 weekly
Request to book
Photo of Casa Dei Mori La Massa

Casa Dei Mori La Massa

Sleeps: 7 Rooms: 3 From €1,002 weekly
This comfortable, tastefully furnished, semi-detached holiday home with private pool is in a beautiful position, located in a small valley, 500 metres above sea level, near Castel San Niccolò. At its...
From €1,002 weekly
Request to book
Photo of La Cantina

La Cantina

Sleeps: 5 Rooms: 2 From €268 weekly
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...
From €268 weekly
Request to book
Photo of Az Agricola Cavalbianco

Az Agricola Cavalbianco

Sleeps: 6 Rooms: 2 From €633 weekly
This comfortable and elegant terraced house, reached by an upaved road, is located deep in the Tuscan hills, about 7km from Monte San Savino in the province of Arezzo. The villa benefits from an outd...
From €633 weekly
Request to book
Photo of La Solitaria

La Solitaria

Sleeps: 3 Rooms: 1 From €326 weekly
This holiday home, part of the owner’s home and situated near Loro Ciuffenna, is set in a peaceful, panoramic position overlooking the valley and surrounding forests. Montevarchi, 12km, is situated n...
From €326 weekly
Request to book
Photo of Casa Il Colle

Casa Il Colle

Sleeps: 4 Rooms: 2 From €315 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 €315 weekly
Request to book
Photo of La Torre

La Torre

Sleeps: 6 Rooms: 3 From €687 weekly
This former, medieval defence tower, on a private hillside location, is now a comfortable three-storey holiday home. From here, guests have a beautiful view of the Tuscan Umbrian hills. The medieval...
From €687 weekly
Request to book
Photo of Il Piazzone

Il Piazzone

Sleeps: 11 Rooms: 4 From €1,341 weekly
This spacious and comfortable holiday home, with air-conditioning, is situated in a small forest, hidden in the hills between Arezzo and Siena and close to the Renaissance town of Monte San Savino. F...
From €1,341 weekly
Request to book
Photo of Appartamento 9b

Appartamento 9b

Sleeps: 2 Rooms: 1 From €403 weekly
These three cosy apartments (ITA887, ITA888 and ITA889) with air-conditioning are nestled in the wooded hills on the outskirts of the medieval city of Arezzo. The Duomo is the 15th century cathedral,...
From €403 weekly
Request to book
Photo of Ca' Del Poggio 1

Ca' Del Poggio 1

Sleeps: 13 Rooms: 6 From €1,336 weekly
This magnificent stone house is spacious and set in a superb location, with uninterrupted views of the Chiana valley. Here you can enjoy the peace and quiet of your surroundings. The living space ex...
From €1,336 weekly
Request to book
Photo of Casale

Casale

Sleeps: 6 Rooms: 2 From €282 weekly
High up in the mountains with panoramic views over the valley, these two separate apartments (refs TA031 and TA032) are situated amongst a cluster of similar holiday apartments in a small complex, ov...
From €282 weekly
Request to book
Photo of Poggiale

Poggiale

Sleeps: 8 Rooms: 4 From €1,837 weekly
This large and characteristic country house is situated in the Chianti hills dominating the Arno Valley, 5km from Figline Valdarno and its shops. The holiday property is surrounded by the greenery of...
From €1,837 weekly
Request to book
Photo of Antico Seccatoio

Antico Seccatoio

Sleeps: 10 Rooms: 5 From €962 weekly
Charming country house with a lovely character in the small and ancient village of Borgo Croce di Sarna, in a nice quiet location with panoramic views overlooking a green valley. Relax in the garden,...
From €962 weekly
Request to book
Photo of Casale Monlocale

Casale Monlocale

Sleeps: 4 Rooms: 1 From €239 weekly
High up in the mountains with panoramic views over the valley, these two separate apartments (refs TA031 and TA032) are situated amongst a cluster of similar holiday apartments in a small complex, ov...
From €239 weekly
Request to book
Photo of La Casina

La Casina

Sleeps: 7 Rooms: 3 From €840 weekly
This stone-built holiday house is surrounded by woodland, accessed by a dirt track, and it boasts large terraces with a barbecue, and a garden with a swimming pool. The property is decorated with sim...
From €840 weekly
Request to book
Photo of Villa Ferranti 2

Villa Ferranti 2

Sleeps: 5 Rooms: 2 From €359 weekly
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 villa, and this apartment is in a...
From €359 weekly
Request to book
Photo of Loc. Libbia

Loc. Libbia

Sleeps: 12 Rooms: 8 From €927 weekly
This spacious holiday property is a comfortable villa with swimming pool and a garden for complete privacy. On the ground floor are 2 kitchens with access to the covered terraces as well as 4 of the...
From €927 weekly
Request to book
Photo of Cungi

Cungi

Sleeps: 30 Rooms: 13 From €3,044 weekly
This holiday cottage is situated upon a hillside, within a beautifully restored ancient farm with views of the Tiber valley. This cottage has a charm about it and is ideal for painters. These sites a...
From €3,044 weekly
Request to book
Photo of Villa Pieve

Villa Pieve

Sleeps: 20 Rooms: 10 From €2,623 weekly
This holiday house with air-conditioning is set in a dream location and is ideal for a large family seeking an enjoyable time together in beautiful surroundings. This magnificent and prestigious bui...
From €2,623 weekly
Request to book
Photo of Casa Macinarino - Apartment 6

Casa Macinarino - Apartment 6

Sleeps: 4 Rooms: 2 From €262 weekly
This cosy, ground-floor, country holiday apartment, one of four, is located at the edge of a pretty village. The property has a private covered terrace with furniture, ideal for dining al fresco. It...
From €262 weekly
Request to book
Photo of Ca' Del Ducci

Ca' Del Ducci

Sleeps: 10 Rooms: 5 From €900 weekly
This interesting holiday property was once an ancient medieval tower and offers some amazing views overlooking the mountain scenery. For ease, all four floors are connected by either external or inte...
From €900 weekly
Request to book
Photo of La Veranda

La Veranda

Sleeps: 8 Rooms: 4 From €708 weekly
This traditional holiday villa is spread over two floors and is located about 2km from San Giustino Valdarno. The kitchen leads on to one of two covered terraces, ideal for al fresco dining, with bea...
From €708 weekly
Request to book
Photo of Villa Margherita

Villa Margherita

Sleeps: 9 Rooms: 4 From €1,530 weekly
This comfortable, Tuscan-style country house has a large fireplace in the main living area. It is conveniently situated on a slight hillside location on the outskirts of this charming Renaissance tow...
From €1,530 weekly
Request to book
Photo of Ponte Alla Chiassa Ar

Ponte Alla Chiassa Ar

Sleeps: 8 Rooms: 2 From €840 weekly
This beautiful country house is located in an elevated position, 7km north of Arezzo. The house over three floors, is divided into apartments, and this apartment occupies the ground floor. The upstai...
From €840 weekly
Request to book
Holiday Rentals Arezzo and Cortona
Listing 1-50 of 82 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.