Villas with a pool Province of Arezzo | Apartments to rent with swimming facilities | Holiday Lettings

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Province of Arezzo

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2,140 Holiday homes

Filters applied: Swimming pool

Travellers going to Province of Arezzo are booking June dates now. Secure your holiday home today and have the perfect trip.

(34) Excellent 

25

Holiday villa rental

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £201 / night

£1411 - £2522 / week

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from £201 / night

(24) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
“Perfect view” Very nice Location on the top of a small hill. Very friendly and responsive Family. Fantastic house for two families. We were 4 adults and 4 children. We only used 4 of the 5 bedrooms. Many different outside Areas suitable for all tim  …see more

from £147 / night

£1026 - £2394 / week

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from £147 / night

(13) Excellent 

17

Holiday apartment rental

Province of Arezzo / Ambra

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Lovely accomodation, clean, modern and well looked after with a large pool” Had a lovely time at Vepri. Really enjoyed the lovely large pool. The accommodation was modern, spacious and very well looked after. Vepri is a small complex of apartments  …see more

from £69 / night

£479 / week

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from £69 / night

(7) Excellent 

33

Holiday home with shared pool in Arezzo

Province of Arezzo / Arezzo

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Tuscan-taste houses, in the green hills outside Arezzo.Pool, bbq, private wood, amazing views in a chill, relaxing location.  …see more

from £146 / night

£1112 / week

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from £146 / night

22

Castiglion Fibocchi holiday apartment let

Province of Arezzo / Castiglion Fibocchi

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
A breathtaking view, an age-old sense of peace and unspoiled nature together with the high level of comfort of the three apartments make this house the ideal destination for those who wish to spend a relaxing holiday in Tuscany.  …see more

from £73 / night

£505 - £872 / week

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from £73 / night

(3) Excellent 

4

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Good value Tuscan Home for families or friends, Private pool, beautiful views, lots of space both inside and out. Additional facilities can be provided - A chef to prepare a lovely lunch or dinner for that special occasion, a concierge serve with local insight,  …see more

from £178 / night

£1240 - £2351 / week

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from £178 / night

(53) Excellent 

51

Anghiari holiday villa rental

Province of Arezzo / Anghiari

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 66 km
  • Swimming pool
  • Child friendly
“Utterly Fabulous!” Casa Leana is just amazing! The house is beautifully furnished and styled in a typically Tuscan style but with every modern convenience you could want and with additions that we didn't even know we wanted before we arrived .... Wine  …see more

from £285 / night

£1995 - £2950 / week

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from £285 / night

87

Holiday villa in Antria

Arezzo / Antria

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
Villa Poggio del Gallo offers a luxury accommodation in Tuscany; the villa is set on a secluded ridge, overlooking vineyards and olive groves, with the historical hilltop town of Arezzo in the background. This privileged location combines the advantages of utmost privac  …see more

from £250 / night

£1744 - £2616 / week

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from £250 / night

18

Holiday home with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 23 km
  • Swimming pool
  • Child friendly
The freshness of this charming garden apartment offering space and easy access to many of Tuscany's hill towns, vineyards and festivals., makes it a good choice for families (or friends) looking for something special and a lovely home in Tuscany  …see more

from £85 / night

£593 - £743 / week

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from £85 / night

(1) Excellent 

34

Holiday villa in Pergine Valdarno

Province of Arezzo / Pergine Valdarno

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This vast character Tuscan property, situated in extensive grounds/parkland provides ample accommodation for 12 persons, with its spacious kitchen (complete with indoor BBQ), large dining room with enormous fireplace, and living room spanning the back of the house, lead  …see more

from £338 / night

£1881 - £2949 / week

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from £338 / night

55

Province of Arezzo / Cavriglia

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £181 / night

£1265 - £1924 / week

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from £181 / night

(8) Excellent 

41

Anghiari holiday villa rental

Province of Arezzo / Anghiari

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“My family and I don't generally go back to places, but this was our second stay at Villa Seccarille and yes, it's a wow.” My family and my parents stayed at Villa Secarille ten years ago and we all finally managed to get back there in August '16. It  …see more

from £358 / night

£2500 - £4500 / week

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from £358 / night

(54) Excellent 

32

Arezzo holiday villa rental

Province of Arezzo / Arezzo

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Luxury villa located in the heart of Tuscany with wellness centre, large private park, heated swimming pool and fully stocked wine cellar<br />5 suite and 1 standard bedroom, it can give hospitality up to 12+4 persons. Wi-Fi internet connection.  …see more

from £306 / night

£2137 - £3847 / week

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from £306 / night

40

Holiday farmhouse with shared pool in San Giustino Valdarno

Province of Arezzo / San Giustino Valdarno

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
In addition to enjoying the incomparable view, the quiet, and the exclusivity of the place, you will have the option to switch from the Italian taste of tradition to the Italian taste for fashion, just a few minutes you will find the shop the outlets of Prada and Incisa  …see more

from £124 / night

£855 - £1539 / week

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from £124 / night

24

Holiday villa rental

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 £410 / night

£2864 - £4445 / week

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from £410 / night

20

Castel San Niccolo holiday farmhouse rental

Province of Arezzo / Castel San Niccolo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
La Magnana offers the perfect holidays to relax your body and mind while you'll be strolling in the fantastic National Park of « La Foresta Casentinese » on the Tuscan Apennines. Or you'll allow yourself relax moments in our spa centre and swimmin  …see more

from £60 / night

£382 - £848 / week

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from £60 / night

16

Bagnolo holiday villa rental

Cortona / Bagnolo

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This charming independent villa is situated in panoramic position in the Cortonese Mountains above the Etruscan hill town of Cortona. It's ideal location make it easy visit the most renowned historical and art cities of Tuscany and Umbria.  …see more

from £148 / night

£1030 - £1395 / week

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from £148 / night

24

Holiday villa with swimming pool in Rapale

Province of Arezzo / Rapale

10 22 7 nights min

  • 10 bedrooms
  • Sleeps 22
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
This villa is an ancient tuscan villa which was once part of a larger farm in the estate of La Selva. It is a large independent villa with a charming tower and it was recently renovated and brought back to its original splendor; situated about 800 m from the m...  …see more

from £710 / night

£4965 - £5379 / week

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from £710 / night

(3) Very Good 

22

Cottage accommodation in Pieve di Chio

Castiglion Fiorentino / Pieve di Chio

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
“The Trip of a Lifetime!!” This was a beautiful experience! The house was out in the country but not too far away from all of the activities and conveniences. It was beautiful at night! A million stars and so very quiet! It was up on a hill so the  …see more

from £124 / night

£864 / week

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from £124 / night

21

Holiday villa with swimming pool in Arezzo

Province of Arezzo / Arezzo

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
<p class="x_MsoNormal">Lucignano holiday villa with pool to rent – Collina degli Ulivi is a charming 17th century stone farmhouse set in the verdant Tuscan countryside, known as Valdichiana.</p>  …see more

from £518 / night

£3625 - £4930 / week

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from £518 / night

(2) Excellent 

36

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 £257 / night

£1795 - £3590 / week

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from £257 / night

100

Province of Arezzo holiday villa rental

Tuscany / Province of Arezzo

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
This enchanting villa placed between Castiglion Fiorentino and Cortona can accommodate up to 6 people and is a wonderful place to stay if you and your group are looking for private and relaxing holiday in Tuscany.  …see more

from £243 / night

£1695 - £2543 / week

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from £243 / night

17

Apartment rental in Foiano Della Chiana with shared pool

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 £68 / night

£472 - £885 / week

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from £68 / night

(12) Excellent 

40

Holiday villa in Castel San Niccolo

Province of Arezzo / Castel San Niccolo

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children age 5+
“Amazing location, friendly owner - house even better than the photo's” We stayed at Le Massa in Aug-16 (myslef, my wife and our 18 year old son) as our first holiday in Italy and Tuscany, driving from East Sussex, UK. We loved the house, location, an  …see more

from £87 / night

£606 - £1928 / week

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from £87 / night

(1) Excellent 

30

Holiday villa rental

Province of Arezzo / Monte San Savino

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa in countryside with private swimming pool , jacuzzi, large garden of 4000mt. Olso there is fenced lake on property. The villa offer a unique privacy and panorama of the Tuscany landscape. Villa Meraviglia is located in Monte San Savino, medieval city of the well k  …see more

from £255 / night

£1272 - £2967 / week

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from £255 / night

(2) Excellent 

23

Farmhouse rental in Anghiari with swimming pool

Province of Arezzo / Anghiari

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 133 km
  • Swimming pool
  • Child friendly
Stunning farmhouse close to Anghiari, a spectacular medieval Tuscan town. Private pool, stunning views. For larger groups, there is the option of renting the properties guest house which sleeps a further 6 people.  …see more

from £245 / night

£1710 / week

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from £245 / night

100

Foiano Della Chiana holiday villa rental

Province of Arezzo / Foiano Della Chiana

9 22 7 nights min

  • 9 bedrooms
  • Sleeps 22
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
Villa Grifone is set in the heart of the Chianti countryside near Arezzo, splendidly restored to combine its traditional features with modern amenities the result is a wonderful private property for up to 22 people.  …see more

from £424 / night

£2967 - £4916 / week

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from £424 / night

(14) Excellent 

25

Holiday villa rental

Province of Arezzo / Poppi

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“Lovely place to relax” Expected alot from the reviews and pictures. And certainly expectations were met. A Delight for the senses . Very nice property, well maintained, with fantastic views. Lovely to sit by the pool watching the birds, the flight of  …see more

from £28 / night

£194 - £1877 / week

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from £28 / night

23

Holiday villa in Arezzo

Province of Arezzo / Arezzo

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Detached villa with private pool in hilly and quiet location near Arezzo (southern Tuscany). 9 sleeps + double sofa bed. Large porch with table, chairs, barbecue and cooking corner near the pool.  …see more

from £176 / night

£1231 - £2513 / week

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from £176 / night

(2) Very Good 

23

Holiday farmhouse with swimming pool in Loro Ciuffenna

Province of Arezzo / Loro Ciuffenna

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
On request: special homemade Tuscan dinners, Shiatsu, personal chef service!  …see more

from £148 / night

£642 - £1411 / week

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from £148 / night

(2) Excellent 

30

Province of Arezzo / Cortona

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly

 …see more

from £180 / night

£1257 / week

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from £180 / night

(4) Excellent 

10

Bibbiena / Casentino

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

Pricing unknown

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Pricing unknown

30

Holiday villa with swimming pool in Lucignano

Lucignano / Pozzo della Chiana

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly
Situated on a hillside and surrounded by the vineyards of a famous local wine producing farm, Villa Al Pozzo is the ideal place to spend a holiday in complete relaxation and tranquility. Recently renovated, the villa will allow its guests to enjoy the experience of livi  …see more

from £229 / night

£1603 - £2522 / week

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from £229 / night

100

Bucine holiday villa rental

Province of Arezzo / Bucine

10 22 Min stay varies

  • 10 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
This villa with swimming pool affords a main body and annex, in which there is accommodation capacity for 22 and 6 respectively, livingrooms, fully fitted kitchen, dining room and private bathrooms for each bedroom.  …see more

from £727 / night

£5085 - £5509 / week

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from £727 / night

(1) Excellent 

24

Pieve Santo Stefano holiday villa rental

Province of Arezzo / Pieve Santo Stefano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
A lovingly restored old Tuscan house full of character with private pool and dining terrace with beautiful views. Ideally suited for 2 families to share or large family gatherings.<br />There are many beautiful and historic towns near including Assisi, Perugia, Gu  …see more

from £150 / night

£1000 - £1480 / 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 £86 / night

£419 - £676 / week

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from £86 / night

17

Holiday home with shared pool in Foiano Della Chiana

Province of Arezzo / Foiano Della Chiana

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 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. Along with the cottage Rosa dei Venti, the other two farmsteads comprise five apartme  …see more

from £86 / night

£602 - £1171 / week

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from £86 / night

(1) Excellent 

27

Holiday villa in Cortona

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
“A true TUSCAN experience. Better than words can describe.” It is quite a challenge to put into words a description of this place, the family and the amazing time we had at Vila Papale. The house and the entire property has so much history and characte  …see more

from £141 / night

£983 - £2180 / week

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from £141 / night

100

Holiday villa in Terranuova Bracciolini

Province of Arezzo / Terranuova Bracciolini

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
Villa Elena is a wonderful villa for a group of 12, strategically located to explore the Chianti Area and the main cities and villages of Tuscany. It is a very spacious villa, restored to a high standard and set in lovely grounds including a pool.  …see more

from £454 / night

£3178 - £4407 / week

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from £454 / night

14

Holiday villa with swimming pool in Lucignano

Province of Arezzo / Lucignano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly
Villa Ulivi is a luxury villa for rent in Tuscany; the villa was completely restored in the last years and whilst the exterior is very in keeping with the local architecture, the interiors are modern and comfortable with every thing new, fresh and carefully considered t  …see more

from £385 / night

£2693 - £3847 / week

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from £385 / night