Villas with a pool Italy | Apartments to rent with swimming facilities | Holiday Lettings

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24,935 Holiday homes

Filters applied: Swimming pool

(12) Excellent 

21

Holiday villa in Italy

Cefalu / Contrada Mazzaforno

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“A wonderfully relaxing base which has it all!” We have just returned from a wonderful two week holiday in villa Oleandor. Our group was made up of two families - x5 children and x4 adults. From the moment we booked, Carmelo (the owner) dealt with o
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from £124 / night

£885 - £1770 / week

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Responds fast!
avg. 1 hour 38 minutes

from £124 / night

(15) Very Good 

22

Holiday apartment in Tuscany

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £57 / night

£399 - £2036 / week

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from £57 / night

(5) Excellent 

21

Holiday villa with swimming pool in Italy

San Gimignano / Casaglia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
“An awesome villa in the Tuscan hills” A wonderfully restored church with plenty of character. Privacy with trees and hedges. Fab and accessible pool. Well equipped kitchen. An amazing welcome pack. We cycled from here to San Gimignano and to Monterigg
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from £133 / night

£885 - £2036 / week

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Responds fast!
avg. 49 minutes

from £133 / night

(1) Excellent 

19

Holiday b&b rental

Province of Biella / Valdengo

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £107 / night

£620 / week

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from £107 / night

(1) Excellent 

36

Holiday apartment in Veneto

Province of Venice / Eraclea Mare

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £45 / night

£425 - £523 / week

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from £45 / night

10

Italy holiday townhouse let

Province of Brescia / Toscolano-Maderno

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £70 / night

£425 - £531 / week

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Responds fast!
avg. 3 hours 23 minutes

from £70 / night

(4) Excellent 

18

Apartment rental in Italy with shared pool

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
“Heaven on Earth” This Villa Apartment was absolutely awesome! The own was the most kind and gentle man you could ever meet! The apartment was huge and way more than we expected. The furnishings were beautiful and all the rooms were very large. Absolut
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from £80 / night

£531 - £974 / week

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from £80 / night

(12) Excellent 

69

Holiday villa with swimming pool, tennis court in Italy

Province of Siena / Gaiole in Chianti

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
“A hidden gem.” We stayed at Villa LisiDor at the end of May with family. We made the trip to Tuscany by train to Florence from the UK and hired a car from there. We arrived during an unseasonably chilly spell and in torrential rain after a very l
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from £420 / night

£2934 - £4514 / week

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from £420 / night

(12) Very Good 

17

Holiday apartment in Italy

Lake Como / Pianello del Lario

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Enjoying panaromic views in total relaxation” The place is ideal for rest seekers. The village is totally laid-back and managed to bring me in a state of total relaxation as soon as we entered it. There is hardly any traffic on the road beneath the ap
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from £137 / night

£954 / week

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from £137 / night

(1) Excellent 

25

Holiday farmhouse rental

Province of Perugia / Monte Santa Maria Tiberina

5 13 1 night min

  • 5 bedrooms
  • Sleeps 13
  • 1 night min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £194 / night

£1358 / week

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from £194 / night

(6) Excellent 

47

Holiday villa with indoor pool in Italy

Province of Perugia / Collepepe

10 26 Min stay varies

  • 10 bedrooms
  • Sleeps 26
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“A Magnificent Week in Umbria” We had a most wonderful week! The villa was just perfect for our large family - all 24 of us. The facility was large enough so that the children could entertain themselves with the sport facilities while the adults enjoye
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from £443 / night

£2726 - £3700 / week

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Responds fast!
avg. 3 hours 47 minutes

from £443 / night

(4)  

29

Italy holiday condo rental

Province of Novara / Novara

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £58 / night

£403 / week

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from £58 / night

(3) Excellent 

30

Home letting in Italy with shared pool

Province of Chieti / Roccascalegna

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly

from £59 / night

£695 - £881 / week

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Responds fast!
avg. 1 hour 32 minutes

from £59 / night

17

Holiday apartment in Italy

Bardolino / Calmasino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £71 / night

£354 - £531 / week

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from £71 / night

30

Holiday villa with swimming pool in Italy

Province of Perugia / Montone

4 8 7 nights min

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

from £115 / night

£800 - £2370 / week

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from £115 / night

24

Holiday farmhouse in Tuscany

Greve in Chianti / San Polo in Chianti

4 10 Min stay varies

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

from £120 / night

£841 - £1672 / week

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from £120 / night

(4) Excellent 

28

Holiday apartment with shared pool in Italy

Province of Siena / San Gimignano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £36 / night

£248 - £850 / week

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Responds fast!
avg. 1 hour 27 minutes

from £36 / night

(3) Excellent 

17

Marche holiday villa rental

Province of Macerata / Cingoli

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £270 / night

£1565 / week

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from £270 / night

(2) Excellent 

35

Basilicata holiday hotel apartment rental

Province of Matera / Policoro

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £53 / night

£264 - £715 / week

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from £53 / night

(12) Excellent 

21

Italy holiday cottage rental

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Really worth staying!” My partner and I spent a glorious week this spring at agriturismo Il Salarco surrounded by vineyards and idyllic rolling countryside. The owner, an English lady called Laura, made us both feel really welcome, was fabulously know
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from £71 / night

£390 - £1824 / week

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from £71 / night

5

Holiday hotel apartment in Sicily

Province of Messina / Oliveri

1 3 Min stay varies

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

from £31 / night

£443 / week

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from £31 / night

(20) Excellent 

30

Italy holiday farmhouse rental

Perugia / Mercatello

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
“Engaging Villa with excellent consideration shown by the owner.” Our visit was one of our extended family excursions and the second one to Italy. The Villa is also periodically used by the owner and had a friendly, loved, air about it. It is well app
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from £215 / night

£1500 - £2800 / week

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Responds fast!
avg. 3 hours 43 minutes

from £215 / night

32

Italy holiday villa rental

Province of Terni / Avigliano Umbro

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £177 / night

£1239 - £1770 / week

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Responds fast!
avg. 3 hours 47 minutes

from £177 / night

25

Italy holiday villa rental

Province of Macerata / Gualdo

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 43 km
  • Swimming pool
  • Child friendly

from £173 / night

£1195 / week

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Responds fast!
avg. 2 hours 37 minutes

from £173 / night

(1) Excellent 

32

Holiday apartment rental

Province of Vibo Valentia / Pizzo

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £71 / night

£497 / week

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Responds fast!
avg. 1 hour 22 minutes

from £71 / night

(8) Excellent 

67

Villa rental in Italy with swimming pool

Province of Florence / Fiesole

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Like Living in a Postcard” From the moment we walked through the gate of Villa Acacia, my family and I felt at home. The beauty and spaciousness of the home and grounds contributed to the best vacation we had ever had. Mario kindly took us to buy groc
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from £354 / night

£2478 - £4337 / week

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Responds fast!
avg. 3 hours 21 minutes

from £354 / night

(9) Excellent 

46

Tuscany 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 - £6000 / week

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from £358 / night

27

Lake Como holiday condo rental

Menaggio / Loveno

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Air conditioning

from £142 / night

£930 - £1328 / week

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from £142 / night

(10) Excellent 

21

B&b rental in Abruzzo with shared pool

Province of L'Aquila / Balsorano

4 10 2 nights min

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

from £45 / night

£266 - £815 / week

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from £45 / night

23

Abruzzo holiday private room rental

Province of Teramo / Controguerra

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £67 / night

£465 / week

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from £67 / night

(10) Excellent 

44

Holiday home rental

Province of Olbia-Tempio / Palau

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool

from £97 / night

£615 - £1492 / week

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Responds fast!
avg. 3 hours 5 minutes

from £97 / night

(1) Average 

23

Holiday cottage with swimming pool in Italy

Province of Pesaro and Urbino / Ginestreto

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £146 / night

£1018 - £1708 / week

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from £146 / night

(5) Excellent 

23

Sardinia holiday townhouse rental

Trinita d'Agultu e Vignola / Costa Paradiso

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £29 / night

£186 - £726 / week

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Responds fast!
avg. 2 hours 27 minutes

from £29 / night

(5) Excellent 

56

Italy holiday villa rental

Lucca / Nozzano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly

from £114 / night

£797 - £1809 / week

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from £114 / night

(27) Excellent 

20

Holiday farmhouse in Italy

Manciano / Saturnia

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
“Great place” We had a lovely time in the villa. The hosts were very helpful and the place is beautiful. Strongly recommended.
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from £310 / night

£1593 - £2744 / week

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from £310 / night

10

Holiday villa with indoor pool in Tuscany

Province of Pistoia / Massa e Cozzile

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 58 km
  • Swimming pool
  • Child friendly

from £228 / night

£1593 / week

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from £228 / night

(13) Excellent 

17

Italy holiday villa rental

Province of Vibo Valentia / Zambrone

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Outstanding villa with the most amazing views” We stayed in this villa for 2 weeks and only wished we could have stayed longer. The villa was better than described. Had everything you could possibly wish for (except an oven) but we managed with the
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from £86 / night

£600 - £1200 / week

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from £86 / night

(2) Excellent 

33

Villa rental in Italy with swimming pool

Greve in Chianti / San Polo in Chianti

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly

from £354 / night

£1682 - £2443 / week

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from £354 / night

(1) Excellent 

15

Holiday farmhouse in Tuscany

Province of Lucca / Forte Dei Marmi

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £151 / night

£885 / week

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from £151 / night

17

Holiday apartment in Campania

Province of Salerno / Torchiara

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £71 / night

£620 - £1107 / week

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from £71 / night

1