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1,130 Holiday homes

Filters applied: Private garden (1,130)

(1) Excellent 

24

Beautiful villa with pool and amazing Tuscan view - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 161 km
  • Swimming pool
  • Child friendly
Villa Cortona is a beautifully restored luxury tuscan villa with 5 double bedrooms and 6 bathrooms.Each bedroom has its own different style and character and en-suite bathroom with wonderful views.The interior of Villa Cortona is large, bright and spacious, with two lar  …see more

from £423 / night

£2957 - £4696 / week

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from £423 / night

(1) Excellent 

27

Villa Monterosi - Anghiari villa sleeps 8

Province of Arezzo / Anghiari

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Set in 40 acres of olive groves, oak woods and fields full of wild flowers, Villa Monterosi is a jewel of peace with it's own private swimming pool, rolling gardens and terraces. A place to dream of, this stone built house has been renovated to the highest ecolog  …see more

from £174 / night

£870 - £1566 / week

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from £174 / night

(1) Very Good 

18

Casa Mazzocchi, Wonderful view - Poppi apartment sleeps 4

Province of Arezzo / Poppi

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
A newly renovated apartment thought to be a welcoming and elegant . Quiet, in the countryside, its terrace and views are unbeatable. Ideal for those who want a holiday in nature and in total relax. I furnish the flat as if I had to live there , then I moved to work . Th  …see more

from £40 / night

£261 - £348 / week

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from £40 / night

(2) Excellent 

24

Charming Tuscan Villa with private pool and garden, stunning valley views! - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A charming cottage situated in dominant position with view of the surrounding hills covered with silver olive groves and the Valdichiana valley. The house lies in a relaxing, peaceful area and is surrounded by a large fenced garden and aromatic plants. In the garden you  …see more

from £90 / night

£627 - £1479 / week

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from £90 / night

(2) Excellent 

10

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden

 …see more

from £79 / night

£522 - £1066 / week

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from £79 / night

12

Col di leccio, beautiful panoramic stone cottage - Cortona cottage sleeps 10

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Col di Leccio is a beautiful property made up of two stone cottages which enjoy a wonderful hilly position, a few minutes from the medieval town Cortona. Each house consists of two floors which host a cosy siting room with sofa and tv, dining area, fully fitted kitchen,  …see more

from £187 / night

£1305 - £2174 / week

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from £187 / night

(1) Excellent 

12

Villa Cuiano- La Stalla - Mercatale di Cortona apartment sleeps 4

Cortona / Mercatale di Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 12 km
  • Swimming pool
  • Child friendly
If you take the road which follows the Tuscan-Umbrian border you come to Pierle, a medieval hamlet in the hills between Cortona and Lake Trasimeno, its castle dominating the verdant valley below.Here surrounded by olive groves and woodland of oaks and chestnuts, you wil  …see more

from £87 / night

£522 - £783 / week

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from £87 / night

17

Province of Arezzo / Cortona

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly

 …see more

from £66 / night

£444 - £505 / week

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from £66 / night

33

Province of Arezzo / Loro Ciuffenna

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

 …see more

from £37 / night

£253 - £435 / week

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from £37 / night

13

Casa "Le Bizze" - Castel Focognano house sleeps 4

Province of Arezzo / Castel Focognano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
La casa si presenta al piano terra, dispone di due camere da letto: una con letto matrimoniale ed una con due letti singoli e il bagno completo di tutti i sevizi. Ampio soggiorno con cucina che dispone di elettrodomestici (frigorifero, lavello, forno, lavastoviglie, fre  …see more

from £44 / night

£305 / week

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from £44 / night

(2) Excellent 

26

Province of Arezzo / Terranuova Bracciolini

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £261 / night

£1827 - £3653 / week

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from £261 / night

24

Villa Fonte - Cortona villa sleeps 12

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Villa Fonte is located in an extraordinary panoramic position in the open countryside surrounded by olive trees and other typical Tuscan plants but within walking distance from the famous historical town of Cortona just 400 meters away. The perfect place for a holiday d  …see more

from £417 / night

£2914 - £4522 / week

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from £417 / night

44

Farmhouse,private pool, hudge park,panoramic view - Castiglion Fiorentino farmhouse sleeps 8

Province of Arezzo / Castiglion Fiorentino

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Brolio Quinto is the ideal location for a peaceful holiday in the warm atmosphere of an old country farmhouse, beautifully preserved in its original architectural style. You can rent the top floor of this historic farmhouse with its independent access. It sleeps 8 + 2 c  …see more

from £131 / night

£957 - £1174 / week

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from £131 / night

23

Il Bagnolino - Anghiari farmhouse sleeps 10

Province of Arezzo / Anghiari

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
Anghiari, a beautiful hilltop medieval Tuscan town is less than 30 minutes drive from the house but when you are at Bagnolino you will feel as though you have escaped from the whole world. A local family has owned this beautifully kept farmhouse for decades and have onl  …see more

from £237 / night

£1653 - £1740 / week

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from £237 / night

24

Farmer's house.Huose with pool - San Giustino Valdarno farmhouse sleeps 10

Province of Arezzo / San Giustino Valdarno

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Charming stone farmhouse, equipped with every comfort, in an extraordinarily scenic location. Located in Valdarno, in front of the Chianti hills, between Florence and Arezzo is only half an hour from Siena. Due to its location, is an excellent starting point to visit th  …see more

from £161 / night

£1131 - £2174 / week

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from £161 / night

(3) Excellent 

14

Province of Arezzo / Arezzo

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £105 / night

£522 / week

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from £105 / night

16

Province of Arezzo / Anghiari

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden

 …see more

from £87 / night

£479 / week

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from £87 / night

(1) Excellent 

20

Province of Arezzo / Sestino

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £44 / night

£305 / week

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from £44 / night

(4) Excellent 

9

Holiday Apartment Borgo Caiano - Castel San Niccolo apartment sleeps 4

Province of Arezzo / Castel San Niccolo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Borgo Caiano is a Residence and B&B with eleven independent apartments. The Borgo offers its guests the opportunity to enjoy the beauty of this charming area of Tuscany: the Casentino.The complex reflects tradition in its style and use of local materials such as woo  …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

14

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £70 / night

£261 - £396 / week

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from £70 / night

20

Villa Radicata - Caprese Michelangelo villa sleeps 10

Province of Arezzo / Caprese Michelangelo

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Private garden
Beautiful family friendly villa with pool and outside pizza oven .Sleeps 10 . Stunning mountain and Lake views. Large relaxing garden and upper garden with fenced pool.Plenty of toys, cooking equipment such as pasta and bread maker. Pizza and pasta making lessons . yog  …see more

from £250 / night

£1500 / week

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from £250 / night

(1) Excellent 

11

Talla / Vallea

4 4 3 nights min

  • 4 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £37 / night

£435 - £947 / week

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from £37 / night

24

Il Pescatore - Ambra villa sleeps 20

Province of Arezzo / Ambra

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury large rental villa in Tuscany - Located on a hilltop in a private estate, right at the heart of splendid Tuscan countryside, encircled by vineyards and woodland yet within 1 mile of the local trattoria, this former farmhouse has been meticulously restored to crea  …see more

from £842 / night

£5890 - £7340 / week

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from £842 / night

(22) Excellent 

24

Holiday apartment on the ground floor of stunning stone built home in Arezzo, Tuscany, sleeps 4 - Arezzo apartment sleeps 4

Province of Arezzo / Arezzo

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Nearest beach 120 km
  • Child friendly
  • Private garden
Holiday apartment on the ground floor of owner's house. French windows lead onto a patio with lovely views of the hilltop village of Lucignano, 2 minutes drive away. The living/dining room has a fireplace and an open, modern, kitchen. The bathroom has a bidet & shower a  …see more

from £44 / night

£279 / week

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from £44 / night

(4) Excellent 

26

Arezzo / Capolona

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £87 / night

£522 - £827 / week

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from £87 / night

(6) Excellent 

24

I Rondoni - Loro Ciuffenna villa sleeps 8

Province of Arezzo / Loro Ciuffenna

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Suitable for children age 5+
  • Private garden
A typical stone built Tuscan farm house in a wooded hillside setting, dating back to the 1800’s, where a particular breed of swallow, called Rondoni, flocks to the house to nest in its eaves, hence the name. At 500 metres high, “I Rondoni” is situated between Flor  …see more

from £75 / night

£522 - £696 / week

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from £75 / night

(3) Very Good 

17

Romantic holiday cottage with a stunning view - Stia apartment sleeps 3

Province of Arezzo / Stia

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Casa Teresa is a romantic holiday cottage situated in beautiful and undiscovered corner of Tuscany, the Casentino Valley, between Arezzo and Florence. Enjoy the beauty and peace of the ancient hamlet of Porciano with its stone paved walkways, centuries old church and br  …see more

from £50 / night

£348 - £435 / week

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from £50 / night

(1) Excellent 

7

Province of Arezzo / Lucignano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Private garden

 …see more

from £44 / night

£305 / week

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from £44 / night

11

Province of Arezzo / Talla

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 70 km
  • Child friendly
  • Ask about pets

 …see more

from £31 / night

£427 / week

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from £31 / night

(2) Very Good 

23

Farmhouse 3 bedrooms, with pool & view - Loro Ciuffenna farmhouse sleeps 8

Province of Arezzo / Loro Ciuffenna

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Casa Querceto is an historic farmhouse that sits nestled into the hillside slopes of Pratomagno mountains, among olive groves and wooks, and enjoys majestic, breathtaking views over the whole Valdarno valley, far up to the first Chianti hills. It is just 50' from Flore  …see more

from £150 / night

£628 - £1174 / week

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from £150 / night

6

Province of Arezzo / Castelluccio, Arezzo

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £87 / night

£427 - £687 / week

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from £87 / night

8

Province of Arezzo / Castiglion Fibocchi

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £35 / night

£244 / week

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from £35 / night

(3) Very Good 

42

La Bozza , country apartment with private garden - Montalla apartment sleeps 8

Cortona / Montalla

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly
Started officially as a busines in 1994 but with previous experience of property rental in the precedent 10 years, Agriturismo Fontelunga is now a reference poit for those searching for a true Tuscan experience.W own same of the nicest accommodation in the traditional  …see more

from £140 / night

£743 - £1417 / week

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from £140 / night

(5) Excellent 

24

Gorgeous five bedroom villa, game room, outdoor p - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Cortonese hillside, La Fortezza and the ancient wall which encloses the town, dominate the view of the surrounding hillside.Guests have exclusive use of the delightful 12x6 swimming pool, with Roman steps, which lies in an extremely panoramic position and from where  …see more

from £146 / night

£1018 - £3166 / week

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from £146 / night

(12) Excellent 

45

Tuscan villa in spectaular location with incredible heated pool, gym and jacuzzi - Castel San Niccolo villa sleeps 7

Province of Arezzo / Castel San Niccolo

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children age 5+
We are spectacularly located in a prominent elevated position in a South facing valley which brings long hours of sunshine and a favourable micro climate. The house is approached by a lane which winds its way from the main road, crossing over a river by an ancient bridg  …see more

from £105 / night

£731 - £4720 / week

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from £105 / night

(1) Excellent 

26

Province of Arezzo / Arezzo

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £53 / night

£348 / week

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from £53 / night

33

La Certosa - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Description: A spacious farmhouse located in a spectacular, private and tranquil hillside setting that includes 15 acres of terraced olive groves and fruit trees (pears, plums, cherry and apple.) Cortona, with its shops, restaurants and open air market is a 20-minute wa  …see more

from £497 / night

£3479 - £4392 / week

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from £497 / night

24

villa borgo - Castel San Niccolo villa sleeps 18

Province of Arezzo / Castel San Niccolo

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
luxury villa with private pool 18+4 guests - approx. 400m² - 9 bedrooms - 8 bathrooms Ground Floor:: Entrance from the covered patio where you will find a wrought iron table and chairs in order to enjoy breakfast outside. A bedroom has a French door which leads to th  …see more

from £342 / night

£2392 / week

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from £342 / night

19

Farmhouse apartment "The Loft" w/pool & garden - Loro Ciuffenna apartment sleeps 3

Province of Arezzo / Loro Ciuffenna

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
** TRIP ADVISOR 2014 CERTIFICATE OF EXCELLENCE WINNER **Beautiful, independent self-catering apartment in ancient Tuscan farmhouse with private swimming pool.The house is on a 30 acres property on the slopes of Pratomagno mountain, between Florence and Arezzo (35 km fro  …see more

from £73 / night

£314 - £448 / week

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from £73 / night

17

Maestrale - Foiano Della Chiana apartment sleeps 4

Province of Arezzo / Foiano Della Chiana

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Beautiful country estate situated in the vicinity of Cortona, a charming medieval town in the south of Tuscany, close to the well-known cities full of art of Siena, Arezzo and Perugia. Surrounded by picturesque Tuscan countryside, this property comprises three typical s  …see more

from £69 / night

£480 - £900 / week

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from £69 / night

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