50 Best Italy Vacation rentals on Holiday Lettings - Villas

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23,431 properties
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Apartments Lombardy
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3,515 properties
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2,368 properties
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1,872 properties
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1,766 properties
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1,122 properties
Trentino-Alto Adige
1,028 properties
Friuli Venezia Giulia
653 properties
Basilicata
558 properties
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418 properties
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155 properties

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96,815 Vacation rentals

(4) Excellent 

43

Vacation villa rental

Province of Lucca / Coreglia Antelminelli

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 74 mi
  • Swimming pool
  • Child friendly
This beautiful villa sleeps up to seven (max) people and welcomes families, couples and groups alike. The interior of this property has been lovingly re-furbished to a high standard - it is also south facing so the terrace and swimming pool are a bit of a suntrap It is …see more

from $269 / night

$2,100 - $3,850 / week

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from $269 / night

(3) Very Good 

32

Friuli Venezia Giulia Vacation condo rental

Province of Trieste / Trieste

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
The property is located in a strategic area than all the city's attractions, including beaches, historical and cultural sites, a 20-minute walk from the train station (5 minutes by car or public transport). The apartment has air conditioning, heating, kitchen, fridge a …see more

from $112 / night

$595 - $645 / week

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avg. 3 hours 46 minutes

from $112 / night

(6) Excellent 

45

Vacation villa with swimming pool in Italy

Province of Florence / Greve in Chianti

9 18 1 night min

  • 9 bedrooms
  • Sleeps 18
  • 1 night min
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
Villa Benedetta is a beautiful historic residence that has been for many years the beating heart of the Folonari family, a renowned name in the Italian wine panorama. Dating back to the early 1800, the villa is located at the center of the family’s agricultural holding …see more

from $868 / night

$7,682 - $14,744 / week

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from $868 / night

25

Ski apartment to rent in Veneto

Province of Belluno / Borca di Cadore

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 140 mi
  • Ski
  • Child friendly
Casa Grande Fork - Large apartment in Cadore, mountainous area of ​​Eastern Dolomites near Cortina (15 km). The apartment on the 1st floor in the attic is spacious and cozy duplex. Floor and wooden ceiling. Separate entrance to the southeast. The apartment is ca. 110 sq …see more

from $123 / night

$1,003 - $1,487 / week

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avg. 2 hours 38 minutes

from $123 / night

14

Vacation home with swimming pool in Lombardy

Province of Sondrio / Traona

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Si affitta per periodi brevi appartamento a 3 stanze, cucina, bagno, grande giardino e parcheggio privato. Possibilità di fare lunghe passeggiate, aria pulita e fresca! Zona soleggiata, mezzora dalle piste da sci e 10 minuti dalla pista di pattinaggio. In zona edicola, …see more

from $62 / night

$434 / week

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Responds fast!
avg. 1 hour 11 minutes

from $62 / night

(6) Very Good 

24

Vacation apartment in Italy

Lake Como / Menaggio

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
Apartment in Menaggio, Lake Como, Italy. Peaceful, private location, 10 minutes walk to the town and lakeside. 1 bed apartment sleeps 2, with double bed, dressing table with drawers, bedside table & lamp,. Floor standing fan. Bathroom: toilet, showers cubicle, bidet, w …see more

from $100 / night

$700 / week

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from $100 / night

20

Lake Maggiore Vacation villa rental

Lake Maggiore / Dormelletto

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
This property is situated on the western side of Lake Maggiore in the beautiful park of “Lagoni di Mercurago”. From many points on the estate, especially from the large garden, it is possible to enjoy magnificent views of the lake and the medieval fortress of Ange …see more

from $881 / night

$6,167 - $8,638 / week

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from $881 / night

(1) Excellent 

14

Apartment rental in Calabria with shared pool

Province of Cosenza / Carolei

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
The B & B GREEN ROOF IS AN EXCELLENT OPPORTUNITY FOR THOSE WHO WANT TO SPEND A PERIOD IN FULL RELAX, IS IN THE COUNTRYSIDE IN A QUIET AND PEACEFUL AREA RESIDENZIALE.INOLTRE THE NEWLY BUILT STRUCTURE IS SURROUNDED BY GREEN CAMPAIGN IN WHICH you can immerse yourself AND E …see more

from $62 / night

$372 / week

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Responds fast!
avg. 1 hour 11 minutes

from $62 / night

17

Italy Vacation townhouse rental

Province of Ragusa / Donnalucata

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
The house Margiù rental welcomes its guests in the ancient and enchanting seaside village of Donnalucata. Two sand wings that seem to trim part of the Mediterranean, a yellow and gold triumph for the sun and its reflections on the beautiful coast and turquoise, for its …see more

from $50 / night

$353 - $942 / week

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Responds fast!
avg. 1 hour 8 minutes

from $50 / night

(3) Excellent 

20

Vacation apartment in Italy

Province of Cuneo / Diano d'Alba

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 90 mi
  • Child friendly
  • Ask about pets
The rooftop apartment of Emilio and Cristina is located in a typical farmstead of the Langhe in 5 minutes from Alba, immersed in tranquility and the greenery of vineyards and hazelnut trees: renovated and fully furnished with a mix of ancient and modern, featuring a pri …see more

from $93 / night

$558 / week

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from $93 / night

5

Vacation apartment in Italy

Mascali / Fondachello

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
Apartment, 2 rooms fully furnished, located at 'inside of a stately residence a few steps from the sea (200 m). It has a large living room with kitchenette, dining table and sofa bed (2 single beds) overlooking on a large veranda; a master bedroom with giardininetto: a …see more

from $89 / night

$620 / week

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from $89 / night

(2) Excellent 

24

Puglia Vacation apartment rental

Province of Bari / Bari

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets
Questo bilocale di circa 60 mq, cerca di offrire con la sua cromaticità un ambiente confortevole e rilassante. E' stato progettato per offrire una ampia zona giorno ottimizzata, dove trovano posto le funzioni di living, cucina, pranzo, e studio con postazione internet. …see more

from $81 / night

$496 - $756 / week

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from $81 / night

(5) Excellent 

20

Vacation home in Italy

Lucca / Cappella

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 25 mi
  • Swimming pool
  • Child friendly
Magnolia home nestled in the green hills of Lucca but a 10-minute drive from the city center. . The house 'consists of a large double bedroom, a single bedroom, a living room with sofa bed and a large kitchen, outside a table where you can dine or have breakfast and a b …see more

from $174 / night

$744 - $1,301 / week

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Responds fast!
avg. 3 hours 30 minutes

from $174 / night

(18) Excellent 

Certificate of Excellence

21

Apartment rental in Sicily

Province of Palermo / Palermo

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning
Situato all'interno di un palazzo di fine ottocento, con ingresso nobiliare e relativo alloggio per i cavalli delle carrozze dell'epoca, nel cuore di quello che era l'antico “Firriato” del Principe di Villafranca, il nostro appartamento viene a trovarsi oggi in una dell …see more

Certificate of Excellence

from $56 / night

$391 / week

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Responds fast!
avg. 1 hour 9 minutes

from $56 / night

(3) Excellent 

16

Vacation home rental

Province of Ragusa / Modica

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 14 mi
  • Swimming pool
  • Child friendly
The accommodation Characteristic house in the court of a stately villa with pool, surrounded by high stone walls in a dominant position (waterfront views Ragusa) for a quiet holiday in the suburbs of 6-15 km from Modica and Scicli, Pozzallo, Ragusa and the beautiful coa …see more

from $44 / night

$248 - $387 / week

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from $44 / night

(2) Very Good 

8

Vacation hotel apartment in Valle d'Aosta

Valle d'Aosta / Gressoney-la-Trinité

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Brand new Residence located in the heart of the Monterosa ski area, has about 50 apartments of all sizes with kitchen or kitchenette, balcony or garden. The ski lifts are about 800 meters with a free ski bus service, while you can return to the hotel ski. At guests ' d …see more

from $236 / night

$992 - $1,487 / week

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from $236 / night

(3) Excellent 

16

Vacation home rental

Province of Teramo / Alba Adriatica

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Small hotel, just steps from the sea and from any service, with apartments air-conditioned and completed in May of this year, with furnishings all new, exterior of relevance, bicycles with seats baby and shopping baskets on the nearby cycle path that runs along the sea …see more

from $62 / night

$397 - $570 / week

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from $62 / night

(7) Excellent 

21

Vacation villa in Italy

Lake Como / Sorico

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
A beautiful villa at Lake Como, Italy, overlooking Lake Mezzola and the snowy mountain tips of the prealps. Villa Rustica is a beautiful Italian farmhouse, nestled in the trees above Lake Mezzola on the northern tip of Lake Como. With breathtaking views across the lake …see more

from $372 / night

$2,125 - $3,525 / week

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Responds fast!
avg. 1 hour 59 minutes

from $372 / night

8

Home rental in Sardinia

Province of Oristano / Bosa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.02 mi
  • Child friendly
  • Private garden
If you are looking for a relaxing place to park the car and take in the sea air, this is the place for you. Just cross the street to reach the beach, kiosks and restaurants with stunning views over the bay of Bosa. House ground floor comprises a double bedroom, a twin b …see more

from $62 / night

$310 - $496 / week

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from $62 / night

(1) Excellent 

23

Campania Vacation home rental

Province of Avellino / Calitri

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 96 mi
  • Child friendly
House offers a warm welcome in a medieval village, which is Calitri quiet, charming village perched on the green hills of Irpinia. The house consists of two floors. The ground floor a fully equipped kitchen and a spacious and bright room used as a living / dining room. …see more

from $31 / night

$186 - $1,053 / week

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Responds fast!
avg. 3 hours 5 minutes

from $31 / night

(1) Excellent 

36

Vacation villa with swimming pool in Tuscany

Province of Arezzo / Cortona

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 19 mi
  • Swimming pool
  • Child friendly
General Description This luxury villa, surrounded by a gorgeous and impressive garden, has been recently restored with great care of details and with respect to Tuscan tradition. What a great location! The villa is ideally located close to village and services offering …see more

from $397 / night

$3,507 / week

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from $397 / night

(1) Excellent 

12

Vacation apartment in Italy

Province of Pescara / Pescara

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Rent for short periods, apartment with kitchen equipped with all accessories including microwave, table and chairs. Large Double room equipped with air conditioning and balcony, bedroom with two beds, bathroom with shower, bidet, toilet and sink and washing machine. Loc …see more

from $124 / night

$868 / week

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from $124 / night

12

Italy Vacation home rental

Province of Genoa / San Colombano Certenoli

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool
Immersed in the green of the Mediterranean there overlooking the clear blue Gulf of Tigullio. In quiet and panoramic position are there waiting for you a nice garden with gazebo and barbecue table chairs and outdoor sink. Deck chairs. Within a charming apartment furnish …see more

from $137 / night

$868 / week

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from $137 / night

(1) Excellent 

42

Vacation condo with tennis court in Italy

Province of Messina / Giardini Naxos

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Modern and cozy apartment, well furnished and equipped with every comfort, with 2 large terraces (approx. 10 square meters) with sea views. Located in a residence in a quiet area but just 100 m from the sea with restaurants, shops, a few meters. The apartment has a …see more

from $62 / night

$434 / week

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from $62 / night

13

Vacation b&b in Italy

Province of Trento / Molveno

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
Our bed and breakfast in Molveno family enjoys a quiet location with wonderful views of the Lake Molveno. The B & B offers new and comfortable rooms, ideal for those who want to spend a comfortable holiday in the mountains of the natural well-being in a cozy and intimat …see more

from $100 / night

$694 / week

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Responds fast!
avg. 34 minutes

from $100 / night

(7) Excellent 

36

Vacation apartment in Italy

Province of Salerno / Castellabate

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.15 mi
Casa Licosa is located on the Licosa promontory: one of the loveliest stretches of the Cilento coast, with hidden creeks and steep cliffs. The peninsula, with his offshore islet, invites you to nice walks and bicycle rides. The apartment is a wing of a beautiful countr …see more

from $87 / night

$607 - $1,128 / week

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from $87 / night

17

Vacation apartment in Italy

Lake Como / Tremezzina

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
Boasting a convenient Central Lake location along Tremezzo’s main Lake road, this charming 2 bed apartment promises an authentic and affordable taste of Lake Como! Ideally sleeping families and groups of 4-6, the apartment comprises of a spacious Living room with firep …see more

from $90 / night

$620 - $967 / week

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from $90 / night

(6) Excellent 

27

Italy Vacation villa rental

Lake Como / Varenna

5 8 3 nights min

  • 5 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
In Varenna, a picturesque village on the shore of Lake Como, "Cà Livia 2 - Holiday Villa" gives a warm welcome to your holiday. The villa is in art nouveau style, surrounded by a lush garden. It is located at the shore of the lake: 150 meters from the ferry dock, 350 m …see more

from $892 / night

$6,245 / week

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Responds fast!
avg. 3 hours 28 minutes

from $892 / night

18

Vacation condo in Italy

Province of Catania / Riposto

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Description of the House, a small but cozy with everything you need; bedroom with double bed, on request we can add camping cot or bed; It is equipped with air-conditioning and a table fan, TV, radio and cd-player, iron and ironing board, mosquito nets ups and downs; ba …see more

from $62 / night

$372 / week

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from $62 / night

20

Ski apartment to rent in Italy

Province of Belluno / Falcade

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 120 mi
  • Ski
  • Child friendly
The apartment "Barbacin" has 4 beds, for an area of ​​about 55 square meters, is located on the ground floor, with separate entrance, no stairs and is simply furnished. And 'suitable for families with children, two couples, small groups of friends or older people. Possi …see more

from $87 / night

$607 / week

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from $87 / night

(6) Excellent 

23

Italy Vacation villa rental

Amalfi Coast / Ravello

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
All very Chic & Fabulous. In the enchanting scenery of Ravello, it is Villa Mariella, with a spectacular sea view and only 5min from the city center and all the important monuments. And 'surrounded by a terraced garden, a natural pergola of lemon trees and a collection …see more

from $248 / night

$1,735 / week

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Responds fast!
avg. 3 hours 6 minutes

from $248 / night

(8) 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 $211 / night

$1,487 - $3,469 / week

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from $211 / night

14

Vacation villa in Italy

Trinita d'Agultu e Vignola / Costa Paradiso

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
On the Costa Paradiso all the natural elements are uniquely special. The sunlight reflected in the turquoise sea, the intense pink of the rocks and the green of the dense Mediterranean maquis paints the landscape with colours that vary in the course of the day …see more

from $61 / night

$422 - $1,450 / week

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from $61 / night

4

Italy Vacation apartment rental

Province of Parma / Berceto

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
Vuoi svegliarti alla mattina, aprire le finestre e vedere solo verde incontaminato, boschi e sentieri? Vuoi addormentarti la sera potendo contare le stelle grazie al buio assoluto? A soli due chilometri da Berceto, lungo la strada che porta al Passo della Cisa e poi al …see more

from $53 / night

$372 / week

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from $53 / night

(1) Very Good 

17

Vacation home in Italy

Province of Livorno / Vada

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
- Garden with gazebo and barbeque area - Double room with single bed - bathroom with shower - kitchen with double sofa bed - Taverna own entrance: bathroom with shower and bedroom with a queen and single bed very pretty house and fresh in the area residential suitable f …see more

from $62 / night

$434 / week

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from $62 / night

(1) Excellent 

11

Vacation home in Italy

Province of La Spezia / Zignago

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
Detached house surrounded by greenery of the val di Vara, Zignago, Serò fraction at 570 m above sea level, in a scenic Ridge is 12 km from the A12 motorway, exit Brugnato, 35 km from the Gulf of La Spezia and 5 Terre. Within an hour's drive you can visit Genoa, Portofin …see more

from $54 / night

$310 / week

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from $54 / night

32

Vacation apartment rental

Fiumicino / Passo Oscuro

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
The apartment is a penthouse on the second floor consists of 2 bedrooms, living room, kitchen and bathroom. E 'it equipped with a terrace from which you also can see the sea. The kitchen is equipped and even a dishwasher. Coming out from the building and across the stre …see more

from $75 / night

$521 / week

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from $75 / night

(8) Excellent 

Certificate of Excellence

39

Ski apartment to rent in Valle d'Aosta

Valle d'Aosta / Aosta

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Ski
  • Child friendly
  • Car not necessary
IDEAL VACATION FOR THE DISCOVERY OF THE MOUNTAIN AND ALL COMFORT IN THE HEART OF THE CITY: RENOVATED APARTMENT IN THE HISTORICAL CENTER OF AOSTA ADJACENT TO MONUMENTAL Praetorian DOORS AND 10 MINUTES WALK TO THE DEPARTURE OF THE CABLE CAR FOR BATTERY. FULLY FURNISHED, i …see more

Certificate of Excellence

from $77 / night

$538 / week

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Responds fast!
avg. 54 minutes

from $77 / night

(3) Very Good 

20

Vacation condo in Italy

Province of Cagliari / Villaputzu

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
The hamlet of Coral Harbour is situated on a hill facing the sea, in a panoramic position. These new residences, built with plaster and stone aged Sardinian style, 350 m beteeen at 700 m from the beach and 300/400 m from the main building. Particular attention has been …see more

from $81 / night

$564 / week

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from $81 / night

25

Vacation villa in Italy

Province of Cagliari / Torre delle Stelle

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Pet friendly
This Panoramic House, is a completely independent semi-detached Villa. it's composed of: 4 bedrooms, 3 of which doubles and one room with 2 single beds. Moreover it has 2 full bathrooms. It has also a private pool with a breathtaking view of the sea. The Villa is …see more

from $176 / night

$1,233 - $3,284 / week

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from $176 / night