50 Best Italy Vacation rentals on Holiday Lettings - Villas

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96,314 Vacation rentals

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(7) Excellent 

43

Province of Brescia / Salo

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden

 …see more

from $142 / night

$978 - $1521 / week

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from $142 / night

(58) Excellent 

32

Vacation apartment in Italy

Florence / Central Florence

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 90 mi
  • Child friendly
  • Car not necessary
In this house the young W.A.Mozart played on April 3rd 1770 during his first Italian journey, hosted by Corilla Olimpica in her famous and fascinating cultural saloon. Napoleone Bonaparte wanted a still existing marble slab at the entrance of the palace to remember her.  …see more

from $131 / night

$913 - $1825 / week

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from $131 / night

15

Province of Naples / Ercolano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary

 …see more

from $87 / night

$609 / week

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from $87 / night

Featured properties

25

Province of Latina / Ventotene

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly

 …see more

from $87 / night

$609 / week

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from $87 / night

13

Province of Messina / Montalbano Elicona

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Private garden

 …see more

from $33 / night

$229 / week

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from $33 / night

(3) Excellent 

21

Nago-Torbole / Torbole

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from $97 / night

$674 / week

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from $97 / night

(10) Very Good 

20

Vacation townhouse in Calabria

Province of Vibo Valentia / Zambrone

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Bella Vista is a beautiful 2 bedroom townhouse nestling high on the hillside with BREATHTAKING VIEWS of Zambrone Beach, the Tyrrhenian Sea, Tropea and the iconic island of Stromboli. Zambrone village is an easy 20 minute stroll and here you can enjoy the weekly market a  …see more

from $70 / night

$348 - $544 / week

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from $70 / night

9

Val Gardena / Selva di Val Gardena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ski
  • Child friendly

 …see more

from $96 / night

$670 / week

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from $96 / night

(5) Very Good 

17

Valle d'Aosta / Breuil-Cervinia

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Ski
  • Child friendly
  • Car not necessary

 …see more

from $87 / night

$652 - $978 / week

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from $87 / night

(12) Excellent 

19

Vacation apartment in Veneto

City of Venice / Venice

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary
Located in downtown Venice, the apartment is on the first floor and has a wonderful view over the quiet S.Cassiano canal.'MELODIA APARTMENT' has been completely renewed in 2013. It has a fully equipped modern kitchen (with dish washer and washing machi  …see more

from $98 / night

$652 - $1358 / week

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from $98 / night

(5) Excellent 

67

Greve in Chianti / Lucolena

4 8 Min stay varies

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

 …see more

from $250 / night

$1738 - $3259 / week

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from $250 / night

6

Province of Sassari / Viddalba

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 5 mi
  • Child friendly
  • Private garden

 …see more

from $22 / night

$153 / week

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from $22 / night

30

Ski apartment to rent in Veneto

Province of Belluno / Cortina d'Ampezzo

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Ski
  • Child friendly
  • Pet friendly
Located in Cortina d'Ampezzo (1224mt.) the "Queen of Dolomites" , this three bedroom apt is very bright with a stunning view and just renewed. It's a first floor apt composed by a huge open space living room with a kitchen corner fully equipped, ove  …see more

from $98 / night

$685 - $2167 / week

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from $98 / night

(1) Excellent 

9

Camaiore / Lido Di Camaiore

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly

 …see more

from $47 / night

$326 - $869 / week

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from $47 / night

(16) Excellent 

23

Italy Vacation apartment rental

Rome / Trastevere

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 25 mi
  • Child friendly
  • Car not necessary
The house, newly furnished and restored, consists of little entrance, room with sleeping and dining area, independent kitchen fully equipped with a window, bathroom with shower, hair dryer and a window, antique ceiling with exposed wood beams. In particular in the bedr  …see more

from $77 / night

$381 - $674 / week

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from $77 / night

(5) Excellent 

45

Province of Catanzaro / Guardavalle

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Pet friendly

 …see more

from $22 / night

$109 - $174 / week

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from $22 / night

6

Province of Pescara / Montesilvano Colle

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

 …see more

from $44 / night

$305 / week

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from $44 / night

(26) Excellent 

42

Vacation apartment with shared pool in Umbria

Perugia / Perugia city centre

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
DEL BONFIGLI LUXURY APARTMENT is part of Villa Nuba holiday rentals and it's a romantic, charming bilocal apartment of 50sm total, 2+1 bedplace Two-room apartment consisting of: • Living room with large kitchen, sofa bed and fireplace • Junior suite  …see more

from $120 / night

$598 - $1076 / week

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from $120 / night

(8) Very Good 

14

Apartment rental in Italy

Province of Siena / Siena

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 105 mi
  • Swimming pool
  • Car not necessary
This very stylish 430-square-foot apartment a few minutes walk from Piazza del Campo. You will not need anymore to walk up 66 steps to access this apartment,because now there is a new elevator to lift you on two amazing terraces and their spectacular views. The main l  …see more

from $142 / night

$1217 / week

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from $142 / night

(11) Excellent 

21

Italy Vacation cottage rental

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the  …see more

from $87 / night

$478 - $2238 / week

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from $87 / night

24

Valle d'Aosta / Bard

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from $60 / night

$305 - $381 / week

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from $60 / night

(16) Excellent 

31

Vacation villa with swimming pool in Italy

Province of Lucca / Bagni di Lucca

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 68 mi
  • Swimming pool
  • Child friendly
Casa Zola is a comfortable and stylish place to spend some quality time in Italy. It blends a high standard of modern day comfort and functionality with the original “Stile Liberty” design of the 1930s. You will enjoy spectacular views of the Lima valley and  …see more

from $153 / night

$1087 - $1630 / week

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from $153 / night

(29) Excellent 

26

Italy Vacation home rental

Amalfi Coast / Positano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Villa Boscariello is a comfortable house with large terraces. It is an independent portion of a villa in a shady garden with lemon, orange, olive. Overlooking Positano's Beach and the Amalfi Coast. It can comfortably accommodate up to 7 people.This villa (100 sqm  …see more

from $109 / night

$707 - $1499 / week

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from $109 / night

(9) Excellent 

11

Vacation b&b in Amalfi Coast

Positano / Arienzo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Air conditioning
  • Private garden
Positano's Rifugio degli Dei B&B is a country residence situated in the heart of the Regional Park of the Lattari Mountains, which stretches along the entire length of the Amalfi Coast. A typically Mediterranean country house, immersed in peaceful woods, from t  …see more

from $87 / night

$609 / week

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from $87 / night

(4) Excellent 

4

Province of Florence / Scarperia e San Piero

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Private garden

 …see more

from $28 / night

$174 / week

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from $28 / night

(12) Very Good 

14

Lombardy / Milan

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from $55 / night

$326 / week

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from $55 / night

(3) Excellent 

15

Vacation apartment with shared pool in Italy

Province of Reggio Calabria / Marina di Caulonia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
With the beach behind and the pool in front, shops, bars and restaurants a two minute walk away this is the ideal location for a perfect sunshine holiday. Located in a quaint italian town this lovely 1st floor apartment sleeps 4 (with lift) is suitably located for all  …see more

from $45 / night

$252 - $378 / week

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from $45 / night

(6) Very Good 

16

Province of Belluno / Santo Stefano di Cadore

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ski
  • Child friendly
  • Pet friendly

 …see more

from $60 / night

$321 - $516 / week

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from $60 / night

32

Italy Vacation villa rental

Province of Terni / Avigliano Umbro

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
Beautiful restored villa around 20 km south of the lovely Umbrian town of Todi, 40/50 kms from the well knonw cities of Spoleto/Orvieto and 110 kms northern Rome. It's a detached villa with private garden. The whole garden is fenced and there is an entrance gate. T  …see more

from $218 / night

$1521 - $2173 / week

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from $218 / night

(7) Excellent 

13

Italy Vacation apartment rental

Alghero / Lido

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
The apartment is situated on the first floor of a modern building on Via Giovanni de Giorgio. It is about 60 metres from the Lido di San Giovanni beach - a 3-minute walk. It has a huge balcony with a view of the bay and with ample space for outdoor dining. It is abou  …see more

from $63 / night

$435 - $761 / week

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from $63 / night

(4) Excellent 

46

Italian Riviera / Imperia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.6 mi
  • Child friendly
  • Car not necessary

 …see more

from $39 / night

$267 / week

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from $39 / night

(3) Excellent 

19

Siniscola / La Caletta

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

 …see more

from $28 / night

$191 - $723 / week

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from $28 / night

37

Province of Venice / Stra

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from $87 / night

$544 - $924 / week

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from $87 / night

23

Vacation apartment in Italy

Lombardy / Milan

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
In one of the most prestigious areas of Milan, the apartment on the sixth floor overlooking the city and enjoys a breathtaking view. Furnished with style has a strategic location between the main train station, Brera and Porta Venezia. Between the famous "fashion  …see more

from $120 / night

$761 / week

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from $120 / night

(7) Excellent 

27

Italy Vacation villa rental

Castellammare del Golfo / Scopello

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Child friendly
Villa delle rose is located on the outskirts of the pittoresque village of Scopello, ca 250 m from the sea and the pebble beach of Mazzo di Sciacca. Quiet and peaceful with an extensive private garden to relax and take in the dramatic and beatiful scenery of the Sicili  …see more

from $185 / night

$1304 - $3042 / week

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from $185 / night

(53) Excellent 

51

Italy Vacation villa rental

Province of Arezzo / Anghiari

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 66 mi
  • Swimming pool
  • Child friendly
Currently offering 15% discount for the only week left in 2016. Casa Leana is over 350 years old and brimming with gorgeous original features from chunky beamed, wood ceilings and exposed stone walls to the traditional tiled kitchen. We have also lavished a whole lot  …see more

from $360 / night

$2514 - $3717 / week

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from $360 / night

(14) Excellent 

28

Province of Naples / Sorrento

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly

 …see more

from $120 / night

$815 - $1212 / week

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from $120 / night

24

Vacation villa with swimming pool in Italy

Province of Perugia / Passignano Sul Trasimeno

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
With a full lake view Casa Cristina has a commanding and enviable position over the Umbrian countryside. The house stands looking among the 160 olive trees belonging to the property and has its own long drive from the (not busy) road down to the lake and Passignano town  …see more

from $223 / night

$1560 - $3532 / week

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from $223 / night

(45) Excellent 

24

Vacation apartment in Italy

Rome / Prati

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 31 mi
  • Child friendly
  • Car not necessary
Located in Prati district, it's just in front of the Vatican. It's also within walking distance of the other attractions of the city; you will be able to enjoy the experience of living like a real Roman in one of the most central districts of Rome. Bedding, to  …see more

from $77 / night

$489 - $717 / week

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from $77 / night

(14) Very Good 

28

Province of Foggia / Vico del Gargano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly

 …see more

from $55 / night

$326 - $1065 / week

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from $55 / night

Villas and Apartments in Italy

Why Italy?

Mediterranean coast and alpine ski slopes; ancient history and high design; outstanding cities and pristine countryside: Italy is truly remarkable. Whether you want an adventure holiday, Venetian retreat or non-stop Roman feast, it's impossible to go wrong with Italy.

There's great news for fans of self-catering: rustic Italian villas with terracotta roofs really do exist outside glossy magazines. In the Italian heartlands of Tuscany, you're bound to find your ideal villa rental - perhaps with a pool and country views for good measure? If you want to be closer to the attractions, Italian apartments abound in every city. Winter travellers will even find ski chalets nestled in the Italian Alps.

When in Rome...

Do as the Romans did! It's impossible not to recommend Italy's most famous historic attractions: the Colosseum and the Pantheon. Built between AD 72 and AD 80, the Colosseum is a mighty arena built for gladiatorial contests, executions, plays, hunts and even mock sea battles. Over the millennia, it faced constant threat from earthquakes and stone thieves before being saved by a seven-year restoration from 1993. It's no surprise that the Colosseum is consistently named among the New Seven Wonders of the World.

The Pantheon, one of the best-preserved Roman buildings in existence, is almost as ancient. Completed around 126 AD, it still boasts the world's largest unreinforced concrete dome nearly 2,000 years later. A visit to the Pantheon is a trip back in time.

Serenissima

Why walk between attractions when you can cruise the canals of Venice? The Queen of the Adriatic is a city like no other, practically floating in the heart of the Venetian Lagoon. Grab a gondola - there's no choice but to take to the water.

Saint Mark's Basilica, or Basilica di San Marco to the locals, should be your first stop - preferably early to beat the crowds. A historic symbol of Venetian power, St Mark's has been known as the Church of Gold since its first incarnation in the 11th century. The efficient sightseer will be pleased to find the Doge's Palace right next door.
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