50 Best Italy Vacation rentals on Holiday Lettings - Villas

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110,191 Vacation rentals

(3) Excellent 

11

Vacation home accommodation

Montefano / Montefanovecchio

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
1) Pink Suite - living room with sofa bed matrimononiale, tv, small library available to guests, chests of drawers for guests' clothes - kitchen with oven, kitchenette, refrigerator and dining table seats four - master bedroom complete with TV - large bathroom 2) room h …see more

from $74 / night

$513 / week

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Responds fast!
avg. 38 minutes

from $74 / night

(1) Excellent 

16

Italy ski apartment to rent.

Valle d'Aosta / Roisan

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Ski
  • Child friendly
  • Private garden
Located at km 8 Roisan, Aosta, rural hospitality ' Souvenir De Tsaneli ' offers 3 apartments obtained from a careful renovation of the old House of the grandparents. All apartments are furnished in rustic mountain style with wooden floors and custom-made furniture in wo …see more

from $91 / night

$632 / week

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from $91 / night

(8) Excellent 

40

Vacation apartment in Sicily

Province of Agrigento / Agrigento

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Air conditioning
The House is situated in the heart of Agrigento, consists of a comfortable double bedroom, a living room with kitchenette and a bathroom and accommodates two people comfortably. Thanks to its absolute centrality, the House offers the opportunity to enjoy the beauty of …see more

from $62 / night

$282 / week

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Responds fast!
avg. 2 hours 32 minutes

from $62 / night

(4) Excellent 

21

Ski b&b to rent in Abruzzo

Province of Teramo / Pietracamela

3 1 1 night min

  • 3 bedrooms
  • sleeps 1
  • 1 night min
  • Ski
  • Child friendly
  • Ask about pets
The bed and breakfast La Fontana is located in the Centre of the village of Intermesoli, a small mountain village in the municipality of Pietracamela in province of Teramo, the northernmost d'Abruzzo. The locality is situated on the eastern slopes of the Gran Sasso and …see more

from $34 / night

$237 / week

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from $34 / night

9

Lombardy Vacation villa rental

Province of Lecco / Lecco

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Room in villa with pool, Garden, large car park, garage surrounded by greenery ila structure is placed in the Centre of Lecco, in quiet surroundings and is ideal for people seeking peace and serenity. The structure is situated at the foot of monte San Martino and medica …see more

from $91 / night

$553 / week

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from $91 / night

23

Italy Vacation farmhouse rental

Bucine / Mercatale Valdarno

7 14 4 nights min

  • 7 bedrooms
  • sleeps 14
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Bòggina farmhouse is one of the properties available on the Petrolo winery placed on the south-eastern side of the Chianti hills facing the valley of the Arno, in a lovely quiet area full of charm and history. We're placed between Florence, Siena and Arezzo, which are …see more

from $414 / night

$2,452 - $3,004 / week

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from $414 / night

15

Vacation b&b in Italy

Province of Naples / Naples

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Air conditioning
Il Chiattillo is located in a building built at the beginning of the 20th century. Entering the door you will be fascinated by its unusual structure. The building is called a CORTE palace. These buildings have the characteristic of having the gallery, which runs along t …see more

from $79 / night

$553 / week

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from $79 / night

8

B&b rental in Italy

Province of Olbia-Tempio / Aggius

3 9 1 night min

  • 3 bedrooms
  • sleeps 9
  • 1 night min
  • Air conditioning
The B&B “La casa Antica” is located in Macomer, an important centre of Marghine, intersected by the SS. 131, in the Centre of Sardinia. The B&B location makes this the ideal starting point to reach easily and quickly seaside and mountain. We are far 20 minute …see more

from $68 / night

$474 / week

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from $68 / night

(2) Very Good 

47

Vacation home in Italy

Cinque Terre / Riomaggiore

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 17 mi
  • Child friendly
  • Air conditioning
Only the houses. The houses and the car BOX. The Garage position: " STAR" on the map. The houses are 2: Fisherman's Hut, the nearest 350 metres down the road in Riomaggiore 30 metres from the sea. If you don't have a car try to book it looking for Fiscerman's H. in …see more

from $91 / night

$632 / week

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from $91 / night

24

Vacation apartment in Italy

Province of Reggio Calabria / Riace

4 8 14 nights min

  • 4 bedrooms
  • sleeps 8
  • 14 nights min
  • Child friendly
  • Pet friendly
Large apartment on the seafront with direct access to the beach, suitable for families with children and elderly people. Balcony for each room and living room, large veranda overlooking the sea, ideal for outdoor dining with attention to the beach. The apartment is loca …see more

from $210 / night

$1,466 / week

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from $210 / night

(1) Excellent 

27

Italy Vacation apartment rental

Province of Pescara / Catignano

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
Romantic, scenic, historic delicious Italy is all contained within Abruzzo's boarders. The "House of the Sun 'is on the outskirts of the village of Catignano (only 1400 inhabitants) between the mountains of the Apennines and the Adriatic coast in the unspoilt Italian re …see more

from $51 / night

$284 - $578 / week

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Responds fast!
avg. 55 minutes

from $51 / night

11

Italy Vacation apartment rental

Province of Monza and Brianza / Giussano

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Air conditioning
Paina di Giussano, in a convenient area with main services and main roads. In the context in good repair with no common expenses. The 'apartment is on the ground floor. Input on 'large living room with kitchen, double bedroom and bathroom with double shower and dish was …see more

from $113 / night

$789 / week

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from $113 / night

(3) Excellent 

15

Lombardy Vacation home rental

Province of Brescia / San Felice del Benaco

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 0.1 mi
  • Child friendly
  • Air conditioning
56 Via San Fermo is situated just 200m from the lakefront in the tranquil village of San Felice. The newly refurbished property is surrounded by fields to the rear, has amazing views of the lake to the front, and is ideally located to experience all the Valtenesi area h …see more

from $102 / night

$715 / week

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Responds fast!
avg. 3 hours 0 minutes

from $102 / night

(14) 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 mi
  • Swimming pool
VILLA ORTENSIA Sleeps 2 to 7: 4 bedrooms, 3 bathrooms Comfortably sleeping 2 to 7 persons, this old, converted farmhouse, lies on the border between eastern Liguria and northern Tuscany, just a stone's throw from the Cinque Terre. It has been carefully restored and r …see more

from $210 / night

$1,466 - $3,359 / week

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avg. 3 hours 58 minutes

from $210 / night

(3) Very Good 

40

Italy Vacation villa rental

Province of Grosseto / Isola Del Giglio

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Spiaggia Arenella - In una villa stupenda con giardino privato confinante con la spiaggia 2 appartamenti indipendenti: L'appartamento al 1° piano ha una scala di accesso esterna. Terrazza super-panoramica con vista srepitosa sulla baia dell'Arenella e Monte Argentario …see more

from $130 / night

$789 - $1,804 / week

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Responds fast!
avg. 2 hours 34 minutes

from $130 / night

12

Vacation apartment in Italy

Province of Cuneo / Prazzo

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
The house in the blue comes from the idea to give to friends and visitors a place to enjoy the tranquility and relax after a busy day in the Valley. The apartment is accessible by two staircases, one located outside the building, and one inside that leads to the high …see more

from $79 / night

$395 / week

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from $79 / night

(35) Excellent 

77

Vacation villa in Tuscany

Province of Florence / Florence

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Car not necessary
The Perfect Florentine Retreat is composed by two apartments of about 45mq each, rentable together (for maximum 6 people) or separately. Garden apartment is composed by a bedroom with double bed, bathroom with shower, living room with kitchenette and sofà bed. This a …see more

from $113 / night

$733 - $2,153 / week

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Responds fast!
avg. 3 hours 4 minutes

from $113 / night

(6) Excellent 

24

Vacation apartment in Italy

Lake Como / Menaggio

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Comfortable apartment on the ground floor in a two-storey detached house. With personal garden fully available with areas of shade and Sun, equipped with direct view on Bellagio and Lake Como. On the back of the same building a wide internal parking allows ease of movem …see more

from $121 / night

$846 - $909 / week

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from $121 / night

(9) Excellent 

28

Studio rental in Puglia

Province of Brindisi / Ostuni

Studio 3 2 nights min

  • Studio
  • sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
Casa Bianca is a cozy and chic studio located in Ostuni's 18th century zone steps from the main piazza. Here you really live like a local and among the locals. It's located on a cul-de-sac street with limited traffic and decorated with the neighbour's laundry and conver …see more

from $33 / night

$226 - $361 / week

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Responds fast!
avg. 2 hours 2 minutes

from $33 / night

(1) Excellent 

18

Vacation villa with shared pool in Tuscany

Montalcino / Val d'Orcia

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 25 mi
  • Swimming pool
  • Child friendly
Located in the Val d'Orcia region south of Siena. This area has been declared a world heritage site by UNESCO. The house is located on a hill with panoramic views over the countryside and only 2 mins from the village of Montisi. Sitting out on your terrazza overlooking …see more

from $113 / night

$727 - $1,516 / week

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Responds fast!
avg. 1 hour 45 minutes

from $113 / night

(16) Very Good 

Certificate of Excellence

17

Vacation condo in Italy

Province of Turin / Turin

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Ask about children
  • Pet friendly
Cosy apartment at the Valentino apartment, recently renovated, is located a few steps from Porta Nuova railway station and from the parco del Valentino and, despite being extremely quiet, in the heart of San Salvario district, nightlife centre in Turin. The San Salvario …see more

Certificate of Excellence

from $57 / night

$339 / week

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from $57 / night

59

Vacation b&b rental

Province of Caserta / Sessa Aurunca

5 18 1 night min

  • 5 bedrooms
  • sleeps 18
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa delle Rose di Luigi Campione Barone di Brancato B&B de charme Azienda Agricola Incantevole luo …see more

from $91 / night

$632 / week

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from $91 / night

(1) Excellent 

8

Vacation apartment rental

Province of Chieti / Dogliola

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 18 mi
  • Private garden
Beautiful mini apartment ideal for two people as' composed: large room with fireplace and large kitchen complete with everything, bathroom with shower and small closet. Outside you can enjoy a large terrace looking towards the sea. The apartment is in the hills of Dogli …see more

from $57 / night

$395 / week

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from $57 / night

12

Lombardy Vacation apartment rental

Province of Pavia / Pavia

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Child friendly
Pavia nearby hospital. Apartment with bedroom and living room with sofa bed. Located near the station and is served by Line 5 (buses) leading to hospitals and old town. The apartment has a washing machine, Wi-Fi, TV, iron and ironing board, air conditioning, heating. …see more

from $45 / night

$316 / week

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from $45 / night

29

Italy Vacation villa rental

Cortona / Mercatale

6 11 7 nights min

  • 6 bedrooms
  • sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Max Weinberg, the long-time drummer for Bruce Springsteen's E Street Band, opens the doors of his marvellous holiday house situated in the gentle verdant hills between Tuscany and Umbria. Max and his wife bought their Tuscan home in 2000, succumbing to an infatuation wi …see more

from $467 / night

$3,269 - $4,509 / week

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from $467 / night

14

Vacation villa in Sardinia

Province of Oristano / Mogoro

3 3 3 nights min

  • 3 bedrooms
  • sleeps 3
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
The B & B Casa Relax Mogo, is a building dating to the first half of the 50s, it was among the first built in the early lotizzazioni Terr 'and Cresia adjacent to the Fair Carpet (the most important and characteristic of the whole district). Currently the house has been …see more

from $68 / night

$395 / week

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from $68 / night

(8) Excellent 

28

Villa rental in Italy

Province of Perugia / Citta di Castello

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
This lovely villa consists of 4 BEDROOMS, all with PRIVATE BATHROOMS of which there are 4. The bedrooms are all very spacious with the two upstairs bedrooms being master bedrooms with double beds. One of the master bedrooms on the upper floor has it's own private terrac …see more

from $327 / night

$1,531 - $2,730 / week

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from $327 / night

31

Vacation apartment rental

Islands of Sicily / Ustica

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
This is the first year that we give this guest house for the summer holidays and we're then applying competitive promotional prices. . The apartment is 80 square meters, well furnished and cozy, made up of: living room with kitchenette, one bedroom, one bedroom, one bat …see more

from $62 / night

$451 - $530 / week

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Responds fast!
avg. 3 hours 58 minutes

from $62 / night

29

Vacation home in Puglia

Province of Foggia / Lesina

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Characteristic House located in the historical centre of Lesina (FG), at the entrance to the Gargano, overlooking the Lake, 10 minutes from the sea. We rent a studio apartment with kitchen and bathroom. Ideal for those who love peace and quiet and want to reach the sea …see more

from $51 / night

$339 / week

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from $51 / night

(26) Very Good 

17

Vacation apartment in Italy

Siniscola / La Caletta

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Charming, newly refurbished 1 bedroom apartment, a minute's walk from the beautiful white sand beach of La Caletta di Siniscola. Peaceful - yet right in the heart of pretty La Caletta – it's five minutes' walk (or less) to restaurants, cafés, bars, a supermarket and a p …see more

from $52 / night

$361 / week

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from $52 / night

9

Vacation apartment in Italy

Province of Belluno / Santo Stefano di Cadore

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly
apartment in quiet surroundings in the countryside very close to downtown (about 4 minutes walk). The apartment is on the first floor and consists of 2 bedrooms with a maximum capacity of six beds in total, lounge with a sofa bed, kitchen with microwave, 1 bathroom with …see more

from $169 / night

$1,184 / week

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Responds fast!
avg. 2 hours 33 minutes

from $169 / night

13

Vacation home in Puglia

Province of Brindisi / Ostuni

2 8 2 nights min

  • 2 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Apartment in the countryside about 2.5 km from the characteristic "white city". maritime zone marked by five blue flags. It consists of a typical part obtained from an ancient trulli and a modern part of new construction. Complete with all the services. It consists of t …see more

from $45 / night

$282 - $1,522 / week

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from $45 / night

(2) Excellent 

27

Vacation farmhouse with shared pool in Italy

Province of Lucca / Villa Collemandina

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Apartment Lucia has 2 doubles and a twin bedroom, a living/dining room with sofa bed and beautiful arched windows, 2 bath/shower rooms and fully equipped modern kitchen. Renovated to a very high standard, the apartment has a private patio area for al fresco dining, BBQ …see more

from $179 / night

$1,153 / week

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from $179 / night

(5) Very Good 

15

Apartment rental in Italy with shared pool

Province of Florence / Montelupo Fiorentino

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Only 15 km from the historic center of Florence, in "Villa Le Masse", in the Tuscan countryside, is available a large apartment-loft, obtained from the restoration of the 'barn' of the villa, with still large arched openings, the high gabled ceiling and the generous siz …see more

from $136 / night

$951 / week

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from $136 / night

(1) Excellent 

18

Vacation apartment in Emilia-Romagna

Province of Modena / Serramazzoni

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Child friendly
A HOUSE OF XVth CENTURY COMPLETELY RESTORED TO WELCOME GUESTS. THE QUIET 'OF LOCATION AND NATURE THAT SURROUNDS MAKES IT VERY SPECIAL. EACH APARTMENT 'EQUIPPED KITCHEN, LINEN AND TOWELS. SPACES ARE COMFORTABLE AND FURNISHED WITH TASTE TO HEAR ABOUT THEM HOW TO LIVE AT H …see more

from $124 / night

$868 / week

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from $124 / night

(7) Excellent 

26

Vacation farmhouse with shared pool, tennis court in Italy

Province of Viterbo / Bolsena

27 50 3 nights min

  • 27 bedrooms
  • sleeps 50
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
La Riserva Montebello is located in the upper part of Bolsena in Roman Etruscan ancient feud of princes and Dragon Sword covers 40 hectares of closed-end Fund hills with kiwi plantations, olive groves, forests. The reserve has 27 rooms distributed in three groups of ho …see more

from $149 / night

$1,042 - $11,267 / week

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from $149 / night

13

Vacation b&b in Italy

Province of Naples / Naples

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
It offers a room with private bathroom a kitchen for common use free WiFi in all rooms. The structure is located a few meters from the central station, the bus station and the Circumvesuviana station. The port of Naples is a 10 minute walk away and by underground you ca …see more

from $51 / night

$451 / week

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from $51 / night

6

Italy ski condo to rent.

Frabosa Sottana / Prato Nevoso

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Ski
  • Child friendly
Lovely Studio apartment in quiet area surrounded by pine trees, just a short walk from the hut Malanotte, with private garage. About 200mt access to tracks, to 800 convenience store. 2.3 Km to the Centre of Prato Nevoso. Peace and quiet guaranteed at la movida in 5 ' b …see more

from $62 / night

$431 / week

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from $62 / night

7

Italy Vacation apartment rental

Province of Turin / Castellamonte

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Child friendly
The Attic Aunt Sara is well maintained and full of everything. Consisting of Living, with well equipped kitchen and small living room, bedroom, bathroom and terrace with beautiful mountain views. It is located on the fourth floor of a building surrounded by greenery and …see more

from $40 / night

$277 / week

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from $40 / night

(3) Good 

15

Vacation apartment with shared pool in Italy

Lignano Sabbiadoro / Lignano Pineta

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Residence in excellent position, surrounded by the pine wood, with swimming pool (open approximately from the beginning of June to the middle of September) and reserved parking places, at about 100m from the beach, in Lignano Pineta. Type C: on the garden level living-d …see more

from $50 / night

$346 - $1,232 / week

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from $50 / night