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Italy

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24,448 Holiday homes

Filters applied: Swimming pool

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

(8) Excellent 

17

Italy holiday villa rental

Province of Terni / Castel Giorgio

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“Perfect place for couples to get away from it all and relax (or go cycling!)” This retreat was an easy 2hr drive from Rome airport for us once on the 'Autostrade!' The accommodation is on the outskirts of Castel Giorgio, a village which is in walking  …see more

from £81 / night

£492 - £594 / week

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from £81 / night

(5) Very Good 

50

Italy holiday home rental

Lucca / Piana di Lucca

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 19 km
  • Swimming pool
  • Child friendly
Our holiday home is situated in a nature reserve on private land exstending over five acres, about 6 km to the medieval centre of Lucca and 19 Km to the sea(Viareggio). The house is on ground level and have a small garden equipped with sunshade, deckchairs and barbecue.  …see more

from £41 / night

£222 - £594 / week

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from £41 / 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

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

(3) Excellent 

25

Holiday villa in Italy

Province of Teramo / Atri

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Modern, spacious villa, with magnificent, open views of the Gran Sasso and Maiella mountain ranges, close by, rolling hills, plus a distant view of the Adriatic sea. The accommodation is all on one level, with 3 large bedrooms, one of which has an en-suite bathroom,  …see more

from £108 / night

£754 - £1500 / week

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from £108 / night

(8) Excellent 

19

Farmhouse rental in Italy with swimming pool

Citta di Castello / San Leo Bastia

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Tegolaio is a beautifully converted tobacco barn, with landscaped gardens and a large swimming pool with roman steps. It has been fully renovated to a very high standard, but retains original features and decorated with a homely feel. Tegolaio, offers 4 upstairs bedroom  …see more

from £286 / night

£1650 - £2000 / week

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from £286 / 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

(1) Excellent 

27

Holiday villa in Italy

Province of Rome / Morlupo

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
The property lies 20 kms northern of Rome, in a quiet location. It is an excelent departing point for those who want to visit Rome and the neighborhoods but would like to stay in the countryside not too far from city. The villa is surrounded by a large garden of around  …see more

from £255 / night

£1780 - £3051 / week

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from £255 / night

(4) Excellent 

36

Holiday villa with swimming pool in Italy

Province of Pistoia / Castelvecchio

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Wonderful holiday home in beautiful surroundings!” I stayed in this gorgeous house in October for a long weekend and loved every minute. The house is extremely well equipped and very beautifully renovated. The views from the house are incredible and t  …see more

from £139 / night

£844 - £2105 / week

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from £139 / night

(24) Excellent 

33

Holiday villa with swimming pool in Tuscany

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 £146 / night

£1017 - £2373 / week

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from £146 / 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

(1) Excellent 

10

Province of Olbia-Tempio / Porto Rotondo

2 5 7 nights min

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

 …see more

from £25 / night

£170 - £297 / week

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from £25 / night

(9) Excellent 

16

Holiday apartment in Lombardy

Province of Brescia / Moniga del Garda

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“Perfect location and excellent accommodation” Our spacious 2 bedroom apartment with airconditioning had a stunning view across the lake to Sirmione. Everything was provided to make our stay relaxing and enjoyable. The kitchen was well stocked, we had  …see more

from £60 / night

£823 - £1186 / week

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from £60 / night

(3) Excellent 

26

Holiday apartment with shared pool in Tuscany

Province of Siena / Monteroni d'Arbia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Ask about pets
“Excellent base for chilling and siteseeing/citytrips” We had a great time at Elena's place! The appartement was clean, big, safe and modern. We used our own kitchen to cook our food. We stayed a week longer then planned. It is a very good base to go b  …see more

from £77 / night

£306 - £475 / week

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from £77 / 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

20

Holiday farmhouse rental

Province of Siena / Pienza

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Nearest beach 44 km
  • Swimming pool
  • Child friendly
Wonderful Tuscan villa with pool.  …see more

from £349 / night

£2441 - £6289 / week

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from £349 / night

(14) Excellent 

29

Holiday apartment in Tuscany

Province of Pisa / Volterra

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Swimming pool
“Spacious, relaxing environment in a superb location. Loved it ;o)” If you're looking for a 'get away from it all' break then this is ideal. Located centrally within the region the beaches are close, but so too are the vineyards and beautiful villages  …see more

from £75 / night

£520 - £980 / week

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from £75 / 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

(2) Excellent 

16

Province of Verona / Malcesine

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool

 …see more

from £56 / night

£392 - £801 / week

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from £56 / night

(4) Excellent 

24

Holiday farmhouse with shared pool in Italy

Province of Taranto / Martina Franca

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
Trulli il Castagno is a traditional Puglian farm in a pristine location surrounded by vineyards, olive trees and Mediterranean scrub. The trulli complex dates back to the early part of the 19th century and has been inherited by our family. The renovation of our farm was  …see more

from £41 / night

£285 - £404 / week

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from £41 / night

52

Holiday villa rental

Poggibonsi / Staggia Senese

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Villa Senese is an ancient mansion dating back to the eighteenth century, located in the heart of Chianti Senese, just 17 km away from Siena and 45 Km from Florence. Villa Senese is an holiday villa in Tuscany, located in a vantage position on a hill above the old town  …see more

from £509 / night

£3560 - £4746 / week

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from £509 / night

19

Province of Palermo / Termini Imerese

1 4 1 night min

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

 …see more

from £39 / night

£212 / week

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from £39 / night

(1) Excellent 

36

Province of Venice / Eraclea Mare

1 4 Min stay varies

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

 …see more

from £43 / night

£407 - £500 / week

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from £43 / 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

20

Holiday apartment rental

Province of Como / Porlezza

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
An idyllic escape on Lake Lugano!Ideal for couples wanting the freedom of self-catering accommodation with the added benefits of on-site facilities.  …see more

from £47 / night

£327 - £564 / week

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from £47 / 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

(5) Excellent 

67

Greve in Chianti / Lucolena

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

 …see more

from £195 / night

£1356 - £2526 / week

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from £195 / night

24

Villa rental in Tuscany with swimming pool

Province of Florence / San Casciano in Val di Pesa

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
This is an independent villa, covering 200 square metres, and extending over two storeys, plus the traditional Tuscan dovecot on its rooftop, now converted into a luxurious bathroom. Although recently fully renovated, the interiors nonetheless retain many typical charac  …see more

from £182 / night

£1272 - £2204 / week

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from £182 / 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) Excellent 

28

Holiday apartment with shared pool in Italy

Province of Siena / San Gimignano

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Rustic and romantic apartment for up to 7 people (5+2) with swimming pool (1 May-1 Oct), four-poster beds, rustic, classic furniture, air cond, garden, terrace, private sunbeds / umbrellas.Situated near San Gimignano with breathtaking views all the way to Volterra<b  …see more

from £36 / night

£246 - £839 / week

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from £36 / night

(6) Excellent 

20

Holiday villa in Italy

Province of Olbia-Tempio / Olbia

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool
This beautiful villa, built in 2003, is situated in Pittulongu, Sardinia, in a tranquil world of its own yet less than 20 minutes from Olbia Airport. It is set on the hillside at the very front of a luxury development where no two residences are the same, overlooking th  …see more

from £100 / night

£750 - £2195 / week

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from £100 / 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

(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

(2) Very Good 

42

Holiday farmhouse with shared pool in Italy

Province of Pistoia / Uzzano

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
Separate house, in front of traditional restored farmhouse, surrounded by greenery and olive grove in the beautiful Tuscan hills (180 m s.l.m.) between Pescia and Montecatini Terme (7 km). Not far from the major art cities of Tuscany: Florence (50 km), Lucca (30 km), P  …see more

from £43 / night

£255 - £323 / week

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from £43 / night

(4) Excellent 

24

Province of Turin / San Secondo di Pinerolo

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

 …see more

from £73 / night

£484 - £695 / week

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from £73 / night

(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

100

Holiday villa in Tuscany

Province of Arezzo / Bucine

10 19 Min stay varies

  • 10 bedrooms
  • Sleeps 19
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
This Villa is truly a splendid property, ideal for all ages, seasons and occasions, from weddings and professional meetings to very special large group holidays. Situated in the beautiful Chianti on a marvellous wine and olive-oil producing estate.  …see more

from £1145 / night

£6950 - £10085 / week

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from £1145 / 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

5

Province of Teramo / Castellalto

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 12 km
  • Swimming pool
  • Child friendly

 …see more

from £47 / night

£140 - £772 / week

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from £47 / night

51

Holiday villa in Italy

Province of Florence / Certaldo

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
If you require superior accommodation with an unmistakable touch of class, this fully refurbished, early 19th century, two-storey villa will not disappoint you. It is furnished with valuable antiques dating back to the 1700’s, complemented by elegant, Venetian-des  …see more

from £333 / night

£2331 - £5509 / week

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from £333 / night