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Holiday Villas in Arezzo and Cortona

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Photo of Ca' Del Ducci

Ca' Del Ducci

Sleeps: 10 Rooms: 5 From €1,058 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 €1,058 weekly
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Photo of Il Casone

Il Casone

Sleeps: 5 Rooms: 3 From €393 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 €393 weekly
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Photo of Orchidee

Orchidee

Sleeps: 6 Rooms: 3
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...
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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
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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 Il Palazzo

Il Palazzo

Sleeps: 10 Rooms: 4 From €960 weekly
This 1st floor apartment is set in a historic palazzo, with a covered terrace in front of the entrance. In the private garden, there is an outdoor swimming pool with a panoramic terrace. The apartmen...
From €960 weekly
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Photo of Casa Il Colle

Casa Il Colle

Sleeps: 4 Rooms: 2 From €370 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 €370 weekly
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Photo of Sansepolcro

Sansepolcro

Sleeps: 23 Rooms: 9 From €3,645 weekly
This lovely holiday home, with outdoor swimming pool, is just 2km from Sansepolcro. The large dining room with open fireplace and sitting area, as well as the professional kitchen, have access to the...
From €3,645 weekly
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Photo of Marciano Della Chiana

Marciano Della Chiana

Sleeps: 4 Rooms: 2 From €458 weekly
This delightful holiday home with air-conditioning lies in the beautiful Chiana Valley in Tuscany. The discreet owner’s live next door to the house which is surrounded by a beautiful garden with outd...
From €458 weekly
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Photo of Apartment Piccolo

Apartment Piccolo

Sleeps: 3 Rooms: 2 From €271 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 €271 weekly
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Photo of Villa Caterina

Villa Caterina

Sleeps: 9 Rooms: 3 From €1,014 weekly
Ideally located on a hill overlooking the city of Arezzo, this comfortable and beautiful holiday home with a gated driveway enjoys panoramic views over fields to the hills in the distance. Guests hav...
From €1,014 weekly
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Photo of Leopolda

Leopolda

Sleeps: 16 Rooms: 7 From €2,029 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 €2,029 weekly
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Photo of Villa Margherita

Villa Margherita

Sleeps: 4 Rooms: 4 From €1,800 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 €1,800 weekly
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Photo of Casa Castellare

Casa Castellare

Sleeps: 3 Rooms: 1 From €567 weekly
Nestled on a hill with stunning views over the Chiana Valley, this delightful holiday property offers comfortable accommodation for a couple or small family. Next to the owner’s home, the property bo...
From €567 weekly
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Photo of La Cantina

La Cantina

Sleeps: 5 Rooms: 2 From €315 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 €315 weekly
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Photo of Antico Seccatoio

Antico Seccatoio

Sleeps: 10 Rooms: 5 From €1,069 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 €1,069 weekly
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Photo of Cesira 2

Cesira 2

Sleeps: 4 Rooms: 1 From €272 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 €272 weekly
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Photo of La Torre

La Torre

Sleeps: 6 Rooms: 3 From €763 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 €763 weekly
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Photo of La Colonica

La Colonica

Sleeps: 4 Rooms: 2 From €370 weekly
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...
From €370 weekly
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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
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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
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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
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Photo of Ca' Del Poggio 1

Ca' Del Poggio 1

Sleeps: 13 Rooms: 6 From €1,570 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 €1,570 weekly
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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
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Photo of asa Al Vento

asa Al Vento

Sleeps: 5 Rooms: 2 From €391 weekly
This traditional, first and second floor holiday accommodation, accessed via a rough track, forms one half of the owners’ wonderful stone house and has a private entrance and lovely garden full of fl...
From €391 weekly
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Photo of Cinque Querci 1

Cinque Querci 1

Sleeps: 18 Rooms: 9 From €2,433 weekly
This very beautiful property, with a separate annexe, is located in a green and peaceful setting and is built on one of the hills surrounding Arezzo and Lucignano. It has panoramic views over the sur...
From €2,433 weekly
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Photo of Casa Dei Mori La Massa

Casa Dei Mori La Massa

Sleeps: 7 Rooms: 3 From €1,177 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 €1,177 weekly
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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
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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
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Photo of Villa Silvana

Villa Silvana

Sleeps: 7 Rooms: 3 From €676 weekly
On the edge of a small village, is this comfortably furnished holiday home. It is built on the hillside and includes chalet-style balconies all around the house and windows, while the doors open onto...
From €676 weekly
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Photo of Castelnuovo

Castelnuovo

Sleeps: 14 Rooms: 7 From €1,068 weekly
This tastefully set out, spacious holiday villa is for those who like something a bit out of the ordinary. The property has a very unique atmosphere and is situated in a peaceful part of the Tiber va...
From €1,068 weekly
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Photo of Pod. San Niccolo'

Pod. San Niccolo'

Sleeps: 12 Rooms: 5 From €948 weekly
In a peaceful hillside setting you will find this medieval property surrounded by fields and forests. From the romantic inner courtyard, which has seating on the terrace and a barbecue, you enter th...
From €948 weekly
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Photo of Antica sorgente 2

Antica sorgente 2

Sleeps: 10 Rooms: 5 From €1,418 weekly
This comfortable country house, set over 3 levels, provides the perfect setting for a relaxing holiday. The house consists of three apartments, all tastefully decorated and rented together. The large...
From €1,418 weekly
Request to book
Photo of Il Frantoio

Il Frantoio

Sleeps: 4 Rooms: 2 From €359 weekly
This pretty, terraced house has been comfortably and traditionally furnished to provide the ideal holiday base for guests to relax and explore the local area. Situated in the hills in the town of Lor...
From €359 weekly
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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 Podere La Casina

Podere La Casina

Sleeps: 12 Rooms: 4 From €1,734 weekly
About 5km from Poppi, this cosy country house, with its own outdoor swimming pool, lies in a unique panoramic position. The historic building has been lovingly furnished and is surrounded by a large,...
From €1,734 weekly
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Photo of Casa Le Querce

Casa Le Querce

Sleeps: 5 Rooms: 3 From €435 weekly
This homely and spacious first floor apartment benefits from its own private garden on a picturesque hillside, the discreet owner lives on-site, in the small village of Pieve a Maiano. This attractiv...
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
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Photo of Villa Pieve

Villa Pieve

Sleeps: 20 Rooms: 10 From €3,252 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 €3,252 weekly
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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
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Photo of Villa Santa Maria

Villa Santa Maria

Sleeps: 14 Rooms: 6 From €3,362 weekly
This wonderful property, located in Cortona, is tastefully furnished and has 3 large living rooms for you to enjoy. The discreet owner lives on site (within the property) and is on hand if you need a...
From €3,362 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 Casina Di Sarna

Casina Di Sarna

Sleeps: 5 Rooms: 2
This beautiful house is set in a peaceful position, in the small, medieval hamlet of Croce di Sarna, just 7km from Chitignano. The house, with air conditioning, is at the end of a row of typical, Tus...
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Photo of Intimo

Intimo

Sleeps: 4 Rooms: 1
Two stylishly renovated apartments with air-conditioning, located in picturesque Borgo in a hilly location. The owner runs a small cafe on the ground floor, where you can enjoy a cappuccino in the mo...
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Photo of Letto Rotondo

Letto Rotondo

Sleeps: 4 Rooms: 1
Two stylishly renovated apartments with air-conditioning, located in picturesque Borgo in a hilly location. The owner runs a small cafe on the ground floor, where you can enjoy a cappuccino in the mo...
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Photo of Vista Valle

Vista Valle

Sleeps: 8 Rooms: 4
This typical Tuscan house has been tastefully decorated and comfortably furnished to provide the ideal holiday base. There is a pretty covered terrace with pizza oven, as well as several sitting area...
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Photo of Villa Il Borgo

Villa Il Borgo

Sleeps: 14 Rooms: 5
Just 5km from Cortona, this lovely house with air conditioning consists of a large main house and an annexe outbuilding, ideal for families and large groups. The owner lives on site and is on hand if...
Request to book
Photo of Golden Cove

Golden Cove

Sleeps: 6 Rooms: 3 From €1,015 weekly
This beautiful, detached property is nestled between the hills surrounding the ancient Etruscan city of Cortona. The property is just 5km away from the historic centre of Cortona, and only 1.5km from...
From €1,015 weekly
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Photo of Villa Eleonora

Villa Eleonora

Sleeps: 12 Rooms: 4
This brick and stone house has spacious rooms and a fantastic garden, terrace with garden furniture and wonderful swimming pool. It is the perfect location for relaxing and enjoying the sun and maybe...
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Photo of Villa Anita

Villa Anita

Sleeps: 13 Rooms: 6
This stone-built villa is set in a large garden full of flowers and plants. Its location makes it the ideal place to discover the most beautiful towns of Tuscany and Umbria such as Cortona, Montepulc...
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