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

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24,456 Holiday homes

Filters applied: Swimming pool

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

(13) Excellent 

36

Villa rental in Italy with swimming pool

Italian Riviera / Sarzana

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
“Lovely stay in a unique house” We spent a lovely week at Francescas house on the top of the hill. It was an incredible experience to get to stay in a real italian home which is decorated beautifully and has a real "soul". This kind of atmosphere you g  …see more

from £182 / night

£1272 - £2526 / week

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from £182 / night

(5) Excellent 

29

Holiday villa in Italy

Province of Brindisi / San Michele Salentino

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
“if you want to get away from it all and really relax, you wont be disappointed here....” Fantastic place, very well equipped, superb pool.....everything we could have wished for, and more. Cannot speak highly enough of owner and onsite manageress, so  …see more

from £122 / night

£850 - £2850 / week

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from £122 / night

(4) Very Good 

19

Italy holiday apartment rental

Sirmione / Colombare di Sirmione

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Apartment with private beach, swimming pool, jacuzi, 10 min. walk from the center of Sirmione, full equipped, air conditioned, lift, washing machine, moka, toaster, bed beaches, TV,2 bathrooms, big shower, super view from the terrace. Three umbrella shared<br />C  …see more

from £56 / night

£933 - £1060 / week

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from £56 / night

Featured properties

(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  …see more

from £128 / night

£848 - £1950 / week

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from £128 / night

33

Province of Padua / San Giorgio in Bosco

2 4 Min stay varies

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

 …see more

from £155 / night

£653 - £933 / week

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from £155 / night

36

Province of Brescia / Tignale

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £39 / night

£229 - £488 / week

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from £39 / night

(4) Excellent 

5

Province of Parma / Fornovo di Taro

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £64 / night

£445 / week

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from £64 / night

(8) Excellent 

31

Province of Siena / Siena

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly

 …see more

from £102 / night

£712 / week

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from £102 / night

(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 £200 / night

£1399 - £2500 / week

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from £200 / night

(3) Very Good 

21

Menaggio / Croce

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £77 / night

£390 - £763 / week

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from £77 / night

(19) Excellent 

14

Holiday home with swimming pool, golf nearby in Italy

Province of Brescia / Toscolano-Maderno

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
THE OLIVE HOUSE The Olive House is situated on the edge of the tranquil country village of Gaino on the first ridge of the hills surrounding Lake Garda. The property forms part of the traditional, old Italian village with stone and clay tile terraced housing forming a  …see more

from £250 / night

£1750 - £2793 / week

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from £250 / night

(3) Excellent 

22

Province of Rome / Velletri

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 35 km
  • Swimming pool
  • Child friendly

 …see more

from £68 / night

£475 - £890 / week

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from £68 / night

(2) Very Good 

24

Province of Olbia-Tempio / Porto Rafael

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £61 / night

£424 - £831 / week

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from £61 / night

6

Bardolino / Calmasino

2 4 Min stay varies

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

 …see more

from £68 / night

£255 - £509 / week

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from £68 / night

(70) Excellent 

24

Holiday trullo with swimming pool in Italy

Province of Brindisi / Ostuni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Swimming pool
“Quiet and relaxing” Had a great holiday here. Keith was really helpful both before we arrived and once we were there. The directions to get there were perfect. There is loads of space and so our son loved running around and cooling off in the pool. Th  …see more

from £199 / night

£1390 - £1975 / week

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from £199 / night

(5) Very Good 

31

Province of Olbia-Tempio / Porto Rafael

2 5 7 nights min

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

 …see more

from £67 / night

£467 - £848 / week

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from £67 / night

(6) Excellent 

22

Holiday villa in Italy

Province of Syracuse / Fanusa

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
“A little corner of paradise” The Villa Bismarkia is an outstanding holiday spot if you want to relax in a quiet unspoilt environment. Though only 7K from Syracusa, it has that backwater rural feel to it. Roberto Bonomo is a friendly but unobtrusive  …see more

from £62 / night

£424 - £1187 / week

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from £62 / night

(8) Excellent 

16

Holiday villa in Italy

Province of Massa Carrara / Fivizzano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 46 km
  • Swimming pool
  • Child friendly
“An AMAZING home away from home!” I've travelled to Villa Rosa on several occasions experiencing the unique environment in spring, summer and winter. It's a large, spacious and beautifully appointed house that is ideal for families and groups of frien  …see more

from £229 / night

£1600 - £2300 / week

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from £229 / night

(3) Excellent 

33

Holiday farmhouse with shared pool, golf nearby in Italy

Greve in Chianti / Strada in Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
We are farmhouse in the Chianti Classico area, in fact we produce red and white wine and also olive oil extravergine and we offer some different flats.We offer apartments for rent with SWIMMING POOL, WIFI FREE IN EVERY HOUSE, FREE INTERNET POINT, INCLUDING AIR CONDITION  …see more

from £73 / night

£479 - £717 / week

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from £73 / night

38

Holiday apartment with shared pool in Tuscany

Castagneto Carducci / Donoratico

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
All the apartments are designed keeping in mind our guests' well-being with heat and acoustic insulation, floor heating and air conditioning. Video entryphone and satellite tv. Fireplace. Fully equipped kitchen. private garden with pergola sun beds and outdoor din  …see more

from £74 / night

£517 - £1157 / week

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from £74 / night

(1) Excellent 

29

Holiday villa with swimming pool in Italy

Lake Como / San Siro

5 9 2 nights min

  • 5 bedrooms
  • Sleeps 9
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool
Boasting breathtaking views of the central lake to write home about, this striking rustic-style villa offers an exclusive holiday setting for large groups of 9. With private outdoor swimming pool and private garden.  …see more

from £475 / night

£2373 - £4323 / week

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from £475 / night

(4) Excellent 

25

Holiday villa with swimming pool in Sicily

Province of Messina / Taormina

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.8 km
  • Swimming pool
  • Child friendly
VILLABELLA IS A VERY PRIVATE VILLA WITH POOL FOR A AMAZING EXCLUSIVE ACCOMODATION IN THE WONDERFUL TAORMINA AREA! IDEAL FOR COUPLES OR FAMILIES WITH CHILDREN THE VILLA AND ITS POOL IS FOR ONLY PRIVATE USE TO OUR GUESTS! Please note: at the bottom in details our Re  …see more

from £157 / night

£847 - £1398 / week

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from £157 / night

8

Province of South Tyrol / Scena

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £67 / night

£469 / week

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from £67 / night

(14) Excellent 

24

Home rental in Italy with shared pool

Island of Capri / Anacapri

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“A wonderful holiday apartment in delightful location,” We know Capri well and so were assured of at least a great holiday- but it exceeded our high expectations. This little place is so lovely. If you are on a budget, getting about Capri by 'bus is ea  …see more

from £212 / night

£1187 - £1526 / week

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from £212 / night

(2) Very Good 

41

Province of Brescia / Tignale

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £34 / night

£195 - £441 / week

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from £34 / night

27

Holiday apartment in Italy

Lake Como / Menaggio

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
Breathtaking lake views, flexible sleeping arrangements to suit families and groups of 4-5, modern hillside duplex offers an exclusive holiday setting and an indoor Jacuzzi! and just a short drive from the picturesque lakeside of Menaggio.  …see more

from £193 / night

£962 - £1301 / week

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from £193 / night

(3) Excellent 

27

Province of Perugia / Tuoro sul Trasimeno

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £68 / night

£475 - £712 / week

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from £68 / night

(2) Excellent 

15

Province of La Spezia / Pignone

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool

 …see more

from £106 / night

£738 / week

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from £106 / night

(10) Excellent 

22

Italy holiday apartment rental

Marina di Gioiosa Ionica / Gioiosa

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
Fantastic 2 bedroom Air Conditioned Apartment. Located on the ground floor with 3 balconies at the end of the village so has wonderful views of the countryside and the pool which is also lite at night.Located on the ground floor which makes this ideal for young  …see more

from £26 / night

£149 - £297 / week

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from £26 / night

(11) Excellent 

23

Villa rental in Italy with swimming pool

Alghero / Salondra

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Wonderful Stay in Alghero” We had a wonderful week in Alghero in Villa Romantica. The house and pool were immaculately clean and it was exactly as the photos. Very welcome juice and pastries laid out by the lovely owners. We had two small children an  …see more

from £106 / night

£806 - £2543 / week

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from £106 / night

(19) Excellent 

28

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  …see more

from £215 / night

£1500 - £2500 / week

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from £215 / night

(16) Excellent 

29

Campania holiday home rental

Sorrento / Sorrentine Peninsula

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Beautiful villa with great views of Capri” Beautiful villa with great view of Capri We really enjoyed our stay in this villa. Nunzio was very efficient in answering questions, arranging transportation, and setting up tours. The villa is beautiful a  …see more

from £145 / night

£1009 - £2645 / week

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from £145 / night

(2) Excellent 

20

Apartment rental in Sicily with shared pool

Ragusa / Marina di Ragusa

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
Two apartments are available for rental. Nestled in the heart of the iblean countryside, only 2 km from the sea in Plaja Grande, between Marina di Ragusa and Donnalucata, at the center of UNESCO protected area of Modica, Ragusa Ibla and Scicli. The apartments offer a gr  …see more

from £43 / night

£255 - £509 / week

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from £43 / night

28

Province of Pescara / Montebello di Bertona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool

 …see more

from £61 / night

£422 - £671 / week

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from £61 / night

(10) Excellent 

14

Province of Verona / Bardolino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £102 / night

£678 - £1017 / week

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from £102 / night

(12) Excellent 

22

Holiday villa rental

Alghero / Salondra

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Mr” All round lovely. Great family holiday Only downside the ubiquitous Sardinian dogs barking to each other in the distance - but wouldn't put us off staying again.  …see more

from £81 / night

£806 - £2797 / week

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from £81 / night

(42) Excellent 

19

Holiday apartment with shared pool in Italy

Province of Siena / San Gimignano

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
“Stunning accommodation in a fabulous location” Amazing apartment with everything you could need for a reaching haven after a busy day of sight seeing. The views are like paintings and the gardens are beautiful. Mary- Ann is a fabulous host, we had an  …see more

from £192 / night

£1040 - £1520 / week

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from £192 / night

(11) Excellent 

15

Holiday farmhouse with swimming pool, golf nearby in Italy

Perugia / San Giovanni del Pantano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
Ranca is located on the Antognolla estate, where the Robert Trent Jones Championship golf course is located. The farmhouse has its own private garden and stunning views over the Antognolla Castle and golf course.Wonderful location to visit the attractions of Umbria.<  …see more

from £85 / night

£551 - £1145 / week

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from £85 / night

(3) Excellent 

24

Holiday home with swimming pool in Italy

Province of Viterbo / Bolsena

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Swimming pool
“Perfect in every way!” I'm actually reluctant to say how good this property is for fear that it will get too busy! My husband and I stayed here for a week from 19th - 26th September and we absolutely loved it. The house is newly built to an extremel  …see more

from £128 / night

£806 - £1524 / week

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from £128 / night

100

Tuscany holiday villa rental

Province of Florence / Impruneta

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
stunning villa, located in Tuscany Italy, has a max. capacity of 8 people. This stunning villa is perfect for families and friends  …see more

from £182 / night

£1272 - £3373 / week

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from £182 / night