50 Best Italy villas and apartments - Holiday Lettings - Holiday rentals

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180 Holiday homes

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(8) Excellent 

41

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
“Perfect balance between relaxation and activity” Villa Seccarille is the perfect hide away for rest and relaxation while offering enough to keep you busy and active providing the perfect balance for indulging guilt free in the local food and wine duri  …see more

from £358 / night

£2500 - £4500 / week

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from £358 / night

24

Holiday villa with swimming pool, tennis court in Italy

Umbertide / Spedalicchio

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 17 km
  • Swimming pool
  • Child friendly
Casa Riozzo has a fabulous position on the south-facing hillside of the Niccone Valley in Umbria. The views from the house, garden and pool are stunning, over the valley to the hills beyond. It is a short, 2km drive to the valley floor where there is access to Umbria,  …see more

from £452 / night

£1640 - £2464 / week

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from £452 / night

(1) Excellent 

37

Holiday villa with swimming pool, tennis court in Italy

Ragusa / Marina di Ragusa

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 12 km
  • Swimming pool
  • Child friendly
Fly Home Sicily is the direct owner of luxury villas in Ragusa with panoramic pool and tennis court ( at Villa Afrodite) overlooking spectacular stretches of Mediterranean coast as well as seafront apartments in Marina di Ragusa a few steps from the shore. . At Villa Af  …see more

from £237 / night

£1316 - £3158 / week

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from £237 / night

Featured properties

100

Villa rental in Italy with swimming pool, tennis court

Province of Arezzo / Cavriglia

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
gorgeous villa sleeps 12 people, so it is ideal for a large group of friends and is located in Tuscany Italy. This property is perfect if you seek a relaxing holiday. The villa features: a swimming Pool, an internet Connection, a pet friendly space .  …see more

from £298 / night

£1736 - £2890 / week

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from £298 / night

(3) Very Good 

35

Italy holiday villa rental

Province of Lucca / San Martino in Freddana

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Swimming pool
The house, the garden and the swimming pool is just for your private use A beautifully restored villa with private pool near Lucca that has been tastefully renovated and is situated in the hills between Lucca. Private pool and balcony for or outdoor dining. Ideal for f  …see more

from £170 / night

£1185 - £2018 / week

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from £170 / night

(5) Excellent 

19

Holiday villa with tennis court in Italy

Province of Ragusa / Santa Croce Camerina

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
VILLA SANTACROCE is everyone's wish who wants to spent a journey in Sicily.The luxurious house , rebuilt by the ancient Hunting House of MARCHESI di GANZERIA, an old Sicilian Family, is located in the middle of an unspoilt area of 20 hectares, for  …see more

from £286 / night

£1755 - £3895 / week

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from £286 / 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
“Perfect holiday location” Our family group of 8 adults spent 5 nights at Villa LisiDor - a perfect location for both relaxing & a great base for exploring the local region. The roads in Chianti can be narrow & windy but worth the drive to villages lik  …see more

from £416 / night

£2908 - £4474 / week

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from £416 / night

(2) Very Good 

13

Holiday villa with tennis court in Italy

Province of Viterbo / Lubriano

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
In this holiday home you can spend your time with people you care about most in extreme relaxation and with the ability to quickly reach amazing places and famous cities around the world.  …see more

from £106 / night

£737 / week

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from £106 / night

(14) Excellent 

24

Holiday villa with Tennis Court in Citta Di Castello

Province of Perugia / Monte Santa Maria Tiberina

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
“A wonderful place to unwind” We had a wonderful stay. The house is so beautifully presented and suited our needs perfectly. We had three generations staying and there was plenty of space for everyone and the tennis court and swimming pool were parti  …see more

from £365 / night

£2550 - £4600 / week

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from £365 / night

(1) Excellent 

58

Holiday villa in Tuscany

Province of Florence / Capraia e Limite

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
Built in 1855, this large, imposing, two-storey villa, surrounded by magnificent gardens and extensive lawns, offers its guests a taste of luxury on a grand, antique scale. Its secluded setting on a sunny hilltop ensures utmost privacy and tranquillity, while its interi  …see more

from £347 / night

£2426 - £3799 / week

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from £347 / night

(1) Very Good 

33

Sciacca / Baia Renella

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Child friendly

 …see more

from £51 / night

£308 - £772 / week

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from £51 / night

100

Holiday villa rental

Umbria / Lake Trasimeno

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
holiday house, located in Umbria Italy, has a max. capacity of 10 people. This holiday house is perfect for families and friends  …see more

from £87 / night

£609 - £2844 / week

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from £87 / night

(3) Very Good 

34

Province of Lecce / Galatina

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool

 …see more

from £176 / night

£965 - £2632 / week

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from £176 / night

14

Province of Grosseto / Castiglione Della Pescaia

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £3760 / night

£26316 / week

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from £3760 / night

30

Holiday villa with swimming pool, golf nearby in Italy

Province of Lucca / San Martino in Freddana

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly
(The house, the garden and the swimming pool is just for your private use). you will not have to share with other guests !! Villa of 1830 completely renovated with tastefully, it situated in the hills between Lucca. View of the countryside and the surrounding hills. Pe  …see more

from £177 / night

£1237 - £1860 / week

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from £177 / night

33

Province of Ragusa / Santa Croce Camerina

6 15 7 nights min

  • 6 bedrooms
  • Sleeps 15
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

 …see more

from £151 / night

£1053 - £4299 / week

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from £151 / 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 £188 / night

£1316 - £3491 / week

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from £188 / night

22

Italy holiday villa rental

Province of Perugia / Monte Santa Maria Tiberina

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Luxury villa, Villa with tennis court and swimming pool, secluded villa, private familly villa.  …see more

from £250 / night

£1050 - £3400 / week

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from £250 / night

(1) Excellent 

37

Holiday farmhouse in Italy

Province of Arezzo / Castiglion Fiorentino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Old farmhouse of peasant origins, where on the ground floor you can still appreciate the old stables. Located 1,5 km away from the town of Castiglion Fiorentino which can also be reached on foot.  …see more

from £151 / night

£1053 - £1983 / week

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from £151 / night

(36) Excellent 

35

Province of Arezzo / Poppi

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £44 / night

£308 / week

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from £44 / night

100

Holiday villa with swimming pool, tennis court in Italy

Province of Arezzo / Bucine

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
This authentic Tuscan villa can be found in a rural location amidst extensive vineyards and olive groves- the classic landscape of the region. I has its own garden and pool to enjoy and guests can enjoy a tour of the wine cellars and a tasting.  …see more

from £843 / night

£5895 - £8422 / week

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from £843 / night

(6) Very Good 

39

Province of Taranto / Martina Franca

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Swimming pool

 …see more

from £189 / night

£1316 - £3071 / week

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from £189 / night

(4) Excellent 

24

Holiday villa with swimming pool, tennis court in Italy

Province of Pisa / Casciana Terme Lari

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly
“Perfect family holiday” We stayed at the Tuscan villa in September 2015 for two weeks and thoroughly enjoyed our time there. The house is very private and offers every comfort you may need. The downstairs offers a lovely kitchen, dining area and livin  …see more

from £151 / night

£1053 - £1948 / week

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from £151 / night

(6) Excellent 

28

Lazio holiday villa rental

Province of Rome / Valmontone

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic time in een wonderfull house and environment” We had the best time at this luxurious and comfortable house in oriental style with a relaxing spa. The landscape is wonderfull. On the proporty (at the entrance) also lives the very nice houseke  …see more

from £351 / night

£1579 - £3071 / week

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from £351 / night

100

Holiday villa with swimming pool, tennis court in Tuscany

Province of Grosseto / Castiglione Della Pescaia

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 6 km
  • Swimming pool
  • Child friendly
Villa Armonia is the ultimate in comfort with top facilities for those who appreciate the best. It boasts a fabulous position on the coast of Tuscany also ideal for excursions to the famous cities, Siena, Florence and Pisa.  …see more

from £1667 / night

£11667 - £13509 / week

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from £1667 / night

17

Holiday villa with swimming pool, tennis court in Italy

Province of Rieti / Rieti

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Deposit: 250 euros  …see more

from £176 / night

£1229 - £2281 / week

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from £176 / night

(13) Very Good 

24

Holiday villa with swimming pool, tennis court in Italy

Province of Trapani / Marsala

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool
Welcome to Villa Signorino, our Marsala holiday rental that will make a perfect accommodation for those who are looking for a seafront Sicily villa (the sandy beach is just 250 meters far) with plenty of outside space and all the best comforts and facilities to relax an  …see more

from £264 / night

£1843 - £3685 / week

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from £264 / night

(4) Very Good 

33

Province of Messina / Messina

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £44 / night

£369 / week

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from £44 / night

(8) Very Good 

29

Holiday villa with tennis court in Italy

Terracina / Barchi

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Nearest beach 13 km
  • Child friendly
  • Ask about pets
Terracina beach, 10 km.Railway station and port in Terracina, 10 km.Pets allowed by arrangement.Non-potable water.A car is essential.<br />the price of the week for up to 6 people, each additional bed costs € .50.  …see more

from £132 / night

£922 / week

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from £132 / night

24

Holiday villa with swimming pool, tennis court in Italy

Province of Bologna / Bologna

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This gracious villa, owned for centuries by one of Italy´s oldest families, is set in wonderful gardens full of history, halfway between Bologna and Ravenna, in Emilia-Romagna  …see more

from £613 / night

£4290 - £5079 / week

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from £613 / night

20

Province of Ragusa / Scoglitti

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £264 / night

£1009 / week

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from £264 / night

24

Province of Pistoia / Quarrata

7 16 7 nights min

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly

 …see more

from £290 / night

£2027 / week

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from £290 / night

25

Province of Trapani / Erice

3 10 5 nights min

  • 3 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £141 / night

£983 - £1474 / week

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from £141 / night

35

Italy holiday villa rental

Castelfranco Piandisco / Pian di Sco

5 11 3 nights min

  • 5 bedrooms
  • Sleeps 11
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 133 km
  • Swimming pool
Family holidays, small groups, couple of friends, honeymooners, wedding destination, villa rental Arezzo, villa rental Chianti  …see more

from £237 / night

£1623 - £2457 / week

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from £237 / night

(2) Excellent 

26

Province of Viterbo / Bolsena

27 50 1 night min

  • 27 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £81 / night

£508 - £14066 / week

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from £81 / night

28

Holiday villa in Puglia

Puglia / Marina Di Leuca

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
A prestigious villa with pool in typical Mediterranean style. It consists of 4 bedrooms, 3 bathrooms, 2 living rooms and a kitchen. It is recommended to all those who intend to spend a holiday of enjoying and sports  …see more

from £262 / night

£1671 - £6738 / week

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from £262 / night

30

Province of Grosseto / Gavorrano

3 8 7 nights min

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

 …see more

from £158 / night

£1100 - £2193 / week

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from £158 / night

31

Province of Siena / Poggibonsi

4 10 Min stay varies

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

 …see more

from £188 / night

£1315 - £2739 / week

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from £188 / night

27

Lake Maggiore / Lesa

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £1022 / night

£7150 - £12944 / week

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from £1022 / night

40

Sorrento / Priora

5 12 Min stay varies

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

 …see more

from £314 / night

£2193 - £5705 / week

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from £314 / night

Top Destination reviews

3 BEDROOMS APARTMENT NEAR THE PISA TOWER-FIRST FLOOR
Perfect place in Pisa

We really enjoyed our stay in Pisa in Ida's appartment. It is such a comfortable and cozy place, very stylish and spacefull. The location is perfect, the view to Piazza Dante is gorgeous! For me it was very important that the beds and bedlinens were … see more
Honeymoon apartment in country villa
Holiday rental that ticked all the right boxes!

We chose Borgo Rosa for our long term stay in Italy, as it fitted all the criteria that were important to us., We planned to stay in Tuscany for 2 to 3months, so we were looking for accomodation that was reasonably priced, self contained and comforta … see more
Giardino Delle Vergini
Amazing

The neighborhood was fantastic- away from the tourist crowds and more in the local area, away from the beaten path. It was very close to shops, restaurants, and the Giardini boat stop The apartment was spacious, the bathroom was big with fantastic s … see more
The best in Florence

My husband and I just spent 3 fabulous days in Florence. We loved it's art, the restaurants and the shops, but certainly Daniela's apartment made the difference. It's spotless and comfortable (the bed is the best I could ask for) and she really thoug … see more
Pink Holiday-apartment with pool in Chianti
Wanderful stayin

The location of the house is in a very typical Tuscan environment: hills, vineyards, olive trees. Even if you might thing to be in a faraway place, the location is very convenient to Siena, San Giminiano, Firenze, and to other spots, such as Pisa an … see more
Simply fantastic

The apartment is in an excellent location in the center of Rome. Very elegant and very clean! For sure I'll come back as soon as possible … see more