50 Best Italy Vacation rentals on Holiday Lettings - Villas

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108,456 Vacation rentals

(3) Excellent 

26

Italy Vacation home rental

Province of Ancona / Loreto

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
DEPENDANCE 80 sqm fully furnished with both antique and modern. Spacious living and dining room with open kitchen. A room with double bed and a loft with bed for one and a half. In the room the sofa converts into a double bed. A bathroom and a loft that overlooks the wh …see more

from $45 / night

$312 / week

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from $45 / night

(11) Excellent 

49

Italy Vacation b&b rental

Province of Rimini / Santarcangelo di Romagna

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
The Artist's Villa is a lovely B&B on a panoramic hilltop and offers breakfast, big salty pool (opened from June to September) with solarium, portico, outdoor kitchen, parking, wi-fi, and garden. Villa Anna disposes of two large rooms (26 sq.m. each) situated on the fi …see more

from $137 / night

$937 / week

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from $137 / night

(17) Excellent 

24

Vacation apartment rental

City of Venice / Central Venice

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
A south-facing 100 sq/mtrs canalside apartment on the Dorsoduro, which is one of the quietest and most sought-after areas of Venice. The apartment lies 2 minutes from the delightful Zattere and 1 minute from charming Campo Santa Margherita. It is close to all the major …see more

from $219 / night

$1,529 / week

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from $219 / night

13

Vacation private room in Italy

Province of Frosinone / Ripi

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
Checchina's House is located on the ground floor of a private villa, in an area well served and well connected with local transport connections, making it ideal for those without a car. Guests can enjoy a very comfortable accommodation because the property was recently …see more

from $35 / night

$240 / week

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from $35 / night

(2) Excellent 

25

Sicily Vacation villa rental

Province of Palermo / Corleone

5 10 3 nights min

  • 5 bedrooms
  • sleeps 10
  • 3 nights min
  • Child friendly
  • Private garden
The structure is a rustic villa in the countryside surrounded by greenery, for nature lovers and for those who want to enjoy the open air in the total silence of this oasis, mainly suitable for a summer holiday. It can comfortably accommodate up to 10 people. There are …see more

from $69 / night

$480 / week

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from $69 / night

4

Home rental in Italy

Province of Pescara / Villa Celiera

5 10 1 night min

  • 5 bedrooms
  • sleeps 10
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Immersed in the park of Monti Voltigno, our Holiday House boasts a new structure, with new furnishings, where courtesy and hospitality are at home .... like home is the untouched nature, peace and a breathtaking view; with the possibility of excursions in the green, bik …see more

from $440 / night

$3,080 / week

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from $440 / night

(1) Excellent 

7

B&b rental in Italy

Alberobello / Trulli District

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Nearest beach 20 mi
  • Child friendly
  • Air conditioning
Appartamento 1 locali, 2 - 4 persone, 25 m2 , 1 camera , angolo Cucina , 1 bagno con doccia idromassaggio / cromotetapia / radio , asciugacapelli . Aria condizionata / riscaldamento Wi-Fi Televisione. Lavanderia con lavatrice Barbecue Prendi …see more

from $69 / night

$480 / week

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from $69 / night

24

Apartment rental in Italy

Province of Nuoro / Dorgali

1 3 4 nights min

  • 1 bedroom
  • sleeps 3
  • 4 nights min
  • Child friendly
  • Private garden
This apartment is situated in private agricultural land in the country near the village of Dorgali. Quite place, nice view, comfortable, perfect place for couples and people who like intimacy in country place. Is located within an agricultural land, vineyards, vegetab …see more

from $69 / night

$480 - $560 / week

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from $69 / night

(1) Excellent 

26

Italy ski apartment to rent.

Province of South Tyrol / Folgarida di Dimaro

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 100 mi
  • Ski
ATTIC IN AN OLD RESTORED HOUSE IN VAL DI SOLE AT THE ENTRANCE OF VAL DI RADDI NEAR THE STELVIO NATURAL PARK. PRIVATE ENTRANCE, PRIVATE PARKING. Maximum availability with guests able to be accompanied on the ski slopes or in the paths ... the easiest mountain bike, custo …see more

from $115 / night

$789 / week

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avg. 1 hour 1 minutes

from $115 / night

12

Cottage rental in Sicily

Marsala / Lido Signorino

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
Small summer house by the sea, ideal for those love beach and fun. Pretty small wooden house, simple but very comfortable and with a large outdoor area with plants and outdoor furniture to enjoy the summer in Sicily. Air conditioning and parking. It is a tiny house of …see more

from $92 / night

$572 - $992 / week

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Responds fast!
avg. 50 minutes

from $92 / night

23

Vacation b&b in Tuscany

Province of Massa Carrara / Cinquale

5 4 1 night min

  • 5 bedrooms
  • sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
The Coralia b & b is a splendid villa located on the border between Marina di Massa and Cinquale just one kilometer from Forte dei Marmi. It offers bed and breakfast service with its five finely furnished rooms. A large garden of over 2000sqm will accompany you during y …see more

from $75 / night

$520 / week

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from $75 / night

(1) Excellent 

12

Farmhouse rental in Italy

Province of Novara / Agrate Conturbia

2 8 2 nights min

  • 2 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
A few kilometers from Lake Maggiore and Lake Orta, the Cascina of Time Suspended is located in the rural village of Casale Montecchio close to two important Golf Club of Bogogno and Castelconturbia. The proximity to other important Piedmontese golf courses makes the str …see more

from $160 / night

$1,029 - $2,949 / week

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from $160 / night

(14) Excellent 

18

Italy Vacation cottage rental

Siniscola / La Caletta

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Near beach rent house on the basement floor, trilocale independent few steps from beautiful beach of Sa Petra Ruia and the cove between s.lucia and la caletta of siniscola, large master bedroom, bedroom three-deck beds, sofa bed in the kitchen, veranda. The house overl …see more

from $49 / night

$343 - $1,200 / week

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from $49 / night

28

Italy Vacation home rental

Province of Imperia / Pontedassio

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 11 mi
  • Child friendly
  • Air conditioning
*** SPECIAL OFFER *** *** SHORT BREAK August from 2/8 to 9/8 and from 21/8 to 28/8 260 EURO *** HOUSE FULLY RESTORED INDEPENDENT EQUIPPED WITH EVERYTHING YOU NEED TO SPEND HOLIDAY FULL RELAX TWO BEDROOMS BATHROOM, KITCHEN, SMALL ROOM, PRIVATE GARDEN, sURROUNDED BY GREEN …see more

from $35 / night

$240 / week

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avg. 10 minutes

from $35 / night

9

Italy Vacation apartment rental

Province of Florence / Montaione

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Fully furnished and equipped house. Approximately 50 m2 on the first floor. 4 Beds. Large lounge with dining room table divan-bed and fireplace - cooking area with well-equipped kitchen. Double bedroom. Bathroom with box shower, bidet, wc and washbasin. Outdoor area fea …see more

from $118 / night

$823 / week

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from $118 / night

(11) Excellent 

13

Vacation apartment in Italy

Province of Modena / Modena

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
In a medieval building in 1400 just steps from the Piazza Grande, Canalchiaro 33 is a 'elegant mansion renovated but maintains special era, such as the important wooden beams that warm the ceiling. Canalchiaro 33 offers an intimate and cozy living room where you feel at …see more

from $172 / night

$1,199 / week

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from $172 / night

(3) Excellent 

24

Vacation apartment with shared pool in Italy

Province of Florence / Tavarnelle Val di Pesa

2 7 5 nights min

  • 2 bedrooms
  • sleeps 7
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Peace and tranquility in the Chianti, in the heart of Tuscany between Florence and Siena, near Badia a Passignano and the medieval villages of San Donato, Panzano and Greve in Chianti. The apartment, recently renovated, is part of an old farmhouse complex located on a h …see more

from $160 / night

$1,086 / week

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from $160 / night

(3) Excellent 

10

Italy Vacation villa rental

Province of Brescia / Bornato

7 14 3 nights min

  • 7 bedrooms
  • sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Sisters ' HOUSE is a house dating back to 1700 in Borno in the heart of Franciacorta, a land of outstanding beauty surrounded by greenery, rich in vineyards and wineries famous 16 km from Brescia. The ideal solution for families or groups who want to spend a few days i …see more

from $1,085 / night

$5,823 - $6,736 / week

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from $1,085 / night

(8) Excellent 

10

Vacation home in Italy

Pisa / Central Pisa

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Nearest beach 15 mi
  • Child friendly
  • Air conditioning
Recently renovated apartment ideal for those wishing to get into town and Park without risks and additional costs in a private courtyard and closed. The loft and the glass roof rafters and flat bricks lend a tone of modernity while respecting the tradition of Tuscan far …see more

from $86 / night

$629 / week

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Responds fast!
avg. 2 hours 46 minutes

from $86 / night

21

Farmhouse rental in Tuscany with swimming pool

Scansano / Poggioferro

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
Surrounded by 12 hectares of property land, and about 3.000 square meters of garden, the country house, fully restructured following the original architecture and with old fashion furniture, is situated in an enchanting hilly area of Tuscany close to the Mediterranean …see more

from $229 / night

$1,372 - $2,172 / week

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from $229 / night

(5) Excellent 

27

Vacation apartment in Italy

Province of Ascoli Piceno / Montefiore dell'Aso

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Rosa Bianca is a beautiful restored `casale' set in a tranquil location, yet only 12km from the sea and safe bathing areas, and 3km from Montefiore Dell'Aso, famous for its `infiorata' when the streets are covered with pictures made from flowers. Apartment Sibilli …see more

from $107 / night

$716 - $1,291 / week

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avg. 1 hour 0 minutes

from $107 / night

(10) Very Good 

34

Vacation apartment in Italy

Italian Riviera / Levanto

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
A central location only 100 meters from the beaches of Levanto is located this apartment on the fifth floor of a six-story building with elevator. Levanto has a beautiful large bay where you can find a swimming pool and various diving center and rent surf, canoe, sups, …see more

from $67 / night

$571 / week

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from $67 / night

11

Vacation apartment in Italy

Province of Padua / Camposampiero

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Apartment in a quiet but convenient to all transport and shopping center, is located on the ground floor of a building ten units has an area of ​​55 square meters plus an overdraft of 50 square meters, for its location allows you to reach in 40 minutes Venice, Verona an …see more

from $86 / night

$600 / week

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Responds fast!
avg. 3 hours 24 minutes

from $86 / night

30

Italy Vacation villa rental

Islands of Sicily / Ustica

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Villa Bosco is situated on top of a hill, behind a beautiful forest is a place of relaxation, peace, the Villa has a patio and a terrace with sea views, is ideal for lovers of the sea and the rest. The port is within easy walking distance, and the beaches are serviced b …see more

from $80 / night

$560 / week

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from $80 / night

14

Vacation apartment in Italy

Province of Oristano / San Vero Milis

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.02 mi
  • Child friendly
On the coast of Sinis, in the heart of the Mediterranean, beautiful apartment in 20 meters from the sea with 100 sqm garden, double entrance, parking space. To spend a holiday in complete relaxation, contact with the sea, falling asleep with the lapping of the waves and …see more

from $138 / night

$915 / week

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from $138 / night

(8) Excellent 

17

Italy ski apartment to rent.

Province of Sondrio / Bormio

3 9 2 nights min

  • 3 bedrooms
  • sleeps 9
  • 2 nights min
  • Ski
  • Child friendly
Chalet Alfonz is a family-run holiday house conveniently located in the charming town of Bormio. An excellent choice for guests looking for comfort and a true experience of the warm family hospitality while still preserving their privacy and independence. Chalet Alfonz …see more

from $183 / night

$1,086 - $1,726 / week

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from $183 / night

(1) Very Good 

24

Calabria Vacation home rental

Province of Vibo Valentia / Zambrone

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Nearest beach 3 mi
  • Child friendly
2 bedroom, 2 bathroom house on 2 levels with private terrace and roof terrace This immaculate property set in a perfect location on the Tyrrhenian coast has breathtaking views over Zambrone beach and the Island of Stromboli. Luxuriously decorated throughout, the villa …see more

from $80 / night

$560 / week

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from $80 / night

(17) Excellent 

35

Apartment rental in Italy

Province of Vibo Valentia / Serra San Bruno

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Nearest beach 35 mi
  • Child friendly
  • Air conditioning
Located in the heart of Serra San Bruno Lovely apartment on Corso Umberto I in the center with independent entrance. Curated in all the details of furniture respecting the local architectural design by choosing the right materials that recall the atmosphere of Serra San …see more

from $46 / night

$320 / week

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from $46 / night

9

Vacation apartment in Italy

Province of Cremona / Cremona

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
The apartment is on the fourth floor (with elevator) from the terrace you can enjoy a spectacular view over the roofs and the bell towers of churches in the center to the Duomo and the famous Torrazzo. It is furnished with family antiques The paintings on the walls and …see more

from $63 / night

$343 / week

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Responds fast!
avg. 22 minutes

from $63 / night

(23) Excellent 

36

Vacation villa in Italy

Province of Trapani / Castellammare del Golfo

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Suitable for children age 5+
This unique jewel of 90 sqm is located a few steps from the Arab – Norman castle. It is one of the eleven houses in Piazza Castello , in the oldest quarter of Castellammare del Golfo . The house is built on three levels; the rooms have a unique view of the entire harbor …see more

from $115 / night

$800 - $1,199 / week

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from $115 / night

23

Lazio Vacation villa rental

Province of Rieti / Magliano Sabina

7 15 7 nights min

  • 7 bedrooms
  • sleeps 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This luxury historic villa for rent is located in Sabina countryside, in northern Lazio, near the border of Tuscany and Umbria – a secret and splendid Italian holiday destination, unknown to mass tourism. The property was built in 1700 and retains its original structure …see more

from $676 / night

$4,732 / week

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from $676 / night

(1) Excellent 

14

Vacation home in Italy

Province of Mantua / Mantua

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Air conditioning
  • Pet friendly
A unique location, overlooking the river. Building of 1911 signed by the famous architect Aldo Andreani. History and modernity are mixed through the works of art that can be admired by customers. Breakfast included, private parking, free minibar, free use of bicycles, p …see more

from $206 / night

$1,440 / week

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from $206 / night

22

Apartment rental in Italy

Province of Salerno / Santa Marina

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Casa Vacanze Villa Villa Castella Castella is composed by 4 apartments: basement floor (tavern) are two apartments: 1-consists of living room with kitchen, living room with double sofa bed, double bedroom, bathroom with shower and closet. 2-consists of a spacious livin …see more

from $58 / night

$343 / week

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from $58 / night

(1) Excellent 

30

Italian Riviera Vacation villa rental

Italian Riviera / Camporosso

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Private villa with a great view, 15 minutes from Bordighera or Monaco and surrounded by a park of 2400 sqm. The accommodation consists of 1 bedroom with a double bed. Villa Camporosso was built in 2014 and resides on a private road next to the church San Giacomo. This …see more

from $251 / night

$1,752 / week

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from $251 / night

14

Vacation apartment in Lombardy

Province of Bergamo / Songavazzo

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child friendly
Sweet Home holiday home offers you the chance to stay even just for a night in a nice studio in the center of Songavazzo. The studio is on the third floor and attic. The sleeping area has a double bed with possibility of adding a single bed. It equipped with TV and priv …see more

from $40 / night

$280 / week

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from $40 / night

(4) Excellent 

21

Vacation townhouse in Italy

Italian Riviera / Sanremo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
FLAT WITH PRIVATE PARKING. - The apartment is bright and quiet, and is located on the first floor of the building (with elevator). E 'consists of an entrance overlooking the living room, a living room with separate kitchen, a bedroom and a bathroom. - The apartment is l …see more

from $52 / night

$360 / week

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Responds fast!
avg. 29 minutes

from $52 / night

12

Vacation home in Italy

Province of Catanzaro / Jacurso

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Nearest beach 15 mi
  • Child friendly
  • Pet friendly
The initial idea of ​​the project "Living and Learning by Jacurso" stems from the importance of recording and thus keep some aspects of traditional life. As a result of the advent of globalization and the spread of mass media, there is the risk of not being able to tran …see more

from $69 / night

$480 / week

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from $69 / night

(3) Excellent 

27

Vacation home in Italy

Province of Arezzo / Anghiari

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Casa Toppole is an old stone farmhouse, full of charm, located in the heart of Tuscany. It is independent, enjoys a panoramic view and is located 6 kilometers from Anghiari, a medieval classified village. The capacity of the house is 6 to 8 people. It was built on the …see more

from $218 / night

$2,046 / week

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from $218 / night

(1) Excellent 

23

Vacation apartment with shared pool in Umbria

Umbertide / Pierantonio

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
Pantano As Santa Chiara is nestled in a valley, this unique situation means that although Pantano is on the top floor of the house, it has its own independent gated entrance at ground level leading onto a luxurious 40 square metre fenced private terrace. The vie …see more

from $114 / night

$792 / week

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from $114 / night

28

Italy Vacation apartment rental

Vietri sul Mare / Raito

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
Apartment completely renovated, rooms and bathrooms finely made with custom furniture and Vietri majolica, balcony with stunning views. The structure is one step away from the village shops. The rooms are equipped with 50-inch TV, air conditioning hot / cold and radiato …see more

from $86 / night

$600 / week

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Responds fast!
avg. 19 minutes

from $86 / night