Watersports holiday villas and apartments Province of Arezzo | Holiday Lettings

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Province of Arezzo

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136 Holiday homes

Filters applied: Water sports

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(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

from £205 / night

£1435 - £2566 / week

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from £205 / night

(2) Excellent 

21

Holiday farmhouse with swimming pool in Cortona

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
“Stunning views, lovely house, helpful owner.” Cortona is a very picturesque medieval town and this villa is a longish walk from the town itself up a very windy road. The house is only a few years old but built in the style of the old houses. It has la  …see more

from £150 / night

£1044 - £1696 / week

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from £150 / night

(5) Excellent 

24

Holiday villa in Cortona

Province of Arezzo / Cortona

6 16 3 nights min

  • 6 bedrooms
  • Sleeps 16
  • 3 nights min
  • Nearest beach 119 km
  • Child friendly
  • Pet friendly

from £355 / night

£2484 / week

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from £355 / 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

(1) Excellent 

31

Villa rental in Cortona with swimming pool, golf nearby

Province of Arezzo / Cortona

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £261 / night

£1740 / week

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from £261 / night

(13) Excellent 

42

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
“Perfect!” This place is special. It’s almost like a time machine. You can easy picture life way back in the old days, but at the same time you have a modern kitchen, pool, nice bathrooms… The house was clean and in good condition. We (family of 5 )  …see more

from £215 / night

£1505 - £3305 / week

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from £215 / night

(2) Excellent 

22

Holiday apartment with shared pool in Monte San Savino

Province of Arezzo / Monte San Savino

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly

from £131 / night

£914 / week

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from £131 / night

19

Holiday apartment with swimming pool in Loro Ciuffenna

Province of Arezzo / Loro Ciuffenna

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £70 / night

£305 - £539 / week

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from £70 / night

(3) Excellent 

23

Holiday villa in Cortona

Province of Arezzo / Cortona

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fantastic cottage with beautiful view and surround” Good location and beautiful villages around the cottage. We also loved the view and the pool. The surround of the cottage was very tidy.  …see more

from £105 / night

£783 / week

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from £105 / night

(7) Very Good 

18

Castiglion Fiorentino holiday villa rental

Province of Arezzo / Castiglion Fiorentino

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“AMAZING!!!” I've had the most wonderful stay in this Tuscan gem! Jacopo is such a great host and was always there to answer my questions. The villa is just beautiful! Each room and corner has something unique about it. The gardner Giancarlo came to ma  …see more

from £174 / night

£1218 - £2348 / week

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from £174 / night

16

Province of Arezzo / Arezzo

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 145 km
  • Swimming pool
  • Child friendly

from £86 / night

£653 - £1453 / week

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from £86 / night

(1) Excellent 

11

Province of Arezzo / Sansepolcro

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £183 / night

£1044 / week

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from £183 / night

25

San Pietro a Cegliolo holiday farmhouse rental

Province of Arezzo / San Pietro a Cegliolo

10 10 3 nights min

  • 10 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £27 / night

£183 - £1553 / week

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from £27 / night

20

Province of Arezzo / Pieve Santo Stefano

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £87 / night

£487 - £731 / week

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from £87 / night

(3) Excellent 

21

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 26 km
  • Swimming pool
  • Child friendly
“Amazing view and the place to recover from the hustle n bustle of life” House that has been lovingly restored by the owners. Great outdoor space for entertainment and just to chill out with one's family. The caretaker family was very helpful. The main  …see more

from £466 / night

£3256 / week

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from £466 / night

(18) Excellent 

25

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £266 / night

£1261 - £2592 / week

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from £266 / night

(6) Very Good 

44

Holiday apartment rental

Cortona / Centoia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool

from £61 / night

£392 - £687 / week

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from £61 / night

4

Holiday apartment in Arezzo

Province of Arezzo / Arezzo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

Pricing unknown

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Pricing unknown

(9) Excellent 

32

Holiday home in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Fabulous, breathtaking and relaxing - just the right place for a getaway.” The holiday was easy to arrange with good communication on location, directions etc. The villa was lovely and comfortable for our stay. You had the ability to dine inside or  …see more

from £245 / night

£1645 - £2028 / week

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from £245 / night

(4) Excellent 

30

Holiday home with swimming pool in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Spectacular villa in idyllic setting.” Excellent, well-equipped villa in great location with breathtaking views. Structure matches the medieval look of Cortona, but interior has been updated with all the modern conveniences. Very relaxing, convenient  …see more

from £245 / night

£1645 - £2023 / week

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from £245 / night

13

Province of Arezzo / Sansepolcro

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

Pricing unknown

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Pricing unknown

45

Castelfranco Piandisco / Pian di Sco

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £218 / night

£1522 / week

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from £218 / night

(23) Excellent 

28

Arezzo holiday villa rental

Province of Arezzo / Arezzo

1 9 4 nights min

  • 1 bedroom
  • Sleeps 9
  • 4 nights min
  • Nearest beach 120 km
  • Child friendly
  • Private garden
“Traditional Tuscan Hospitality” Nestling in the little viaalage of Croce just outside Lucignano, a charming hill-town, Dario’s property is a comfortable and cosy base for exploring Tuscany. It has great views of Lucignano and the surrounding countrysi  …see more

from £44 / night

£279 - £2114 / week

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from £44 / night

35

Cortona holiday villa rental

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £201 / night

£1174 - £1957 / week

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from £201 / night

(9) Excellent 

42

Holiday cottage with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children age 5+
“Romantic, clean cottage, splendid view, lovely silence; unique location.” Whenever we plan a vacation we have following criteria in mind: comfortable, clean housing, privacy, far from all noise, nice view, close to cultural highlights, pleasant climat  …see more

from £109 / night

£631 - £744 / week

Enquire View

from £109 / night

(1) Excellent 

39

Holiday home with swimming pool in Caprese Michelangelo

Province of Arezzo / Caprese Michelangelo

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £400 / night

£2000 - £3500 / week

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from £400 / night

35

Holiday home in Cortona

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 9 km
  • Child friendly
  • Pet friendly

from £80 / night

£566 - £740 / week

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from £80 / night

(9) Excellent 

38

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Tuscan Dream” I cannot say enough good things about this wonderful Tuscan Dream Villa. The owner Christine was on another continent went out of her way to make us feel at home and cater to our every need through email exchanges and her wonderful hou  …see more

from £245 / night

£1645 - £2023 / week

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from £245 / night

35

Cortona / Bagnolo

5 12 Min stay varies

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

from £187 / night

£1309 / week

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from £187 / 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

from £150 / night

£653 - £1435 / week

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from £150 / night

(8) Excellent 

55

Holiday apartment in Centoia

Cortona / Centoia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
“Great base for discovering Tuscany.” Peter and Nina's apartments are in an ideal situation for exploring Tuscany with the added bonus of a pool to relax by when you return from trips to the surrounding hilltop villages. Il Boccolio is spacious and  …see more

from £66 / night

£435 - £731 / week

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from £66 / night

(11) Excellent 

35

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

7 24 3 nights min

  • 7 bedrooms
  • Sleeps 24
  • 3 nights min
  • Nearest beach 250 km
  • Swimming pool
  • Child friendly

from £566 / night

£3957 / week

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from £566 / night

(1) Excellent 

16

Holiday apartment in Camaldoli

Province of Arezzo / Camaldoli

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

Pricing unknown

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Pricing unknown

(9) Excellent 

33

Holiday villa in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Wonderful Stay” This place turned out to be perfect for me and my wife. It was well located just outside Cortona but a short walking distance to a local cafe and restaurant. It is very private and on a beautiful property with gorgeous views. It has a  …see more

from £245 / night

£1645 - £2023 / week

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from £245 / night

(1) Excellent 

6

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

from £87 / night

£479 / week

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from £87 / night

16

Province of Arezzo / Cortona

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly

from £57 / night

£374 - £435 / week

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from £57 / night

(8) Excellent 

30

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Wonderful house, with beautiful views and flexible set up.” The house can in fact be viewed as three separate apartments each with it's own amenities. This gives great flexibility for people to have some quiet time, whether you're travelling with frie  …see more

from £348 / night

£2609 - £3479 / week

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from £348 / night

21

Lucignano holiday b&b rental

Province of Arezzo / Lucignano

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

Pricing unknown

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Pricing unknown

(13) Excellent 

21

Holiday cottage in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 27 km
  • Swimming pool
  • Suitable for children age 5+
“Looking forward to next time” We thoroughly enjoyed our holiday at Borgo Tranquillita. It is the perfect place to stay whether you use it as a base for travelling the eastern part of Tuscany or just for a relaxing time at the top of picturesque hill.  …see more

from £109 / night

£621 - £718 / week

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from £109 / night

28

Province of Arezzo / Pieve Santo Stefano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £44 / night

£261 / week

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from £44 / night

1