50 Best Italy Vacation rentals on Holiday Lettings - Villas

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102,721 Vacation rentals

(16) Excellent 

Certificate of Excellence

8

Veneto Vacation apartment rental

City of Venice / Venice

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
[ITA] Apartment 1st floor for 4 people in a single house, a few minutes from Piazza San Marco. Kitchen, living room, 2 bedrooms, 2 bathrooms. Garden property. quiet residential area, well served, typically Venetian. Accessible by boat + short walk movement. Check-in: 14 …see more

Certificate of Excellence

from $161 / night

$1,122 / week

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from $161 / 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

$793 / week

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from $114 / night

(1) Excellent 

31

Vacation home in Campania

Cilento and Vallo di Diano National Park / Pisciotta

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
House enjoys an idyllic location, surrounded by greenery of the National Park of Cilento Pisciotta. The building has a large outdoor area, put in to prevent hazards for children. It is accessed via a downhill path, a well-lit evenings with time relay. The location is su …see more

from $50 / night

$344 / week

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Responds fast!
avg. 2 hours 2 minutes

from $50 / night

(1) Excellent 

33

Italy Vacation villa rental

Province of Florence / Florence

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
This wonderful recently renovated 4BR/3.5BA villa sits on top of a hill and is part of a 20 hectares biological farm, immersed in the most beautiful typical Tuscan landscape. A luxury private swimming pool as well as a private lake and the most amazing direct views on …see more

from $588 / night

$4,926 - $5,447 / week

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from $588 / night

(7) Very Good 

20

Sardinia Vacation apartment rental

Isola di Sant Antioco / Sant'Antioco

3 5 5 nights min

  • 3 bedrooms
  • sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
Emerald Apartment is a Bright and comfortable apartment of 78 m2. In the city center of Sant 'Antioco, it can accommodate up to 5 people. The apartment, close to all services and tourist activity in the town, located in a quiet street for complete relaxation; it …see more

from $59 / night

$409 / week

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from $59 / night

9

Italy Vacation apartment rental

Vietri sul Mare / Raito

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • 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 $80 / night

$561 / week

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Responds fast!
avg. 1 hour 34 minutes

from $80 / night

(39) Very Good 

21

Vacation apartment in Italy

Rome / Trevi Fountain - Piazza di Spagna

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 30 mi
  • Child friendly
  • Car not necessary
The apartment is located in a building of 1500 , it is an historical palace located in a quiet and safe street at few steps to Trevi Fountain and 5 minutes walking to Spanish steps. Once the site of the "apostolic" bakery that supplied the Pope family and distributed th …see more

from $115 / night

$801 - $1,202 / week

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from $115 / night

(1) Very Good 

50

Vacation villa rental

Porto Cesareo / Torre Lapillo

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Beautiful villa few steps from the white sand beach. Located in the most beautiful part of the bay between Torre Lapillo and Porto Cesareo, overlooking a private road and is completely independent, surrounded by a large garden, it has three bedrooms, two bathrooms, full …see more

from $103 / night

$687 - $2,060 / week

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Responds fast!
avg. 3 hours 15 minutes

from $103 / 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

$476 / week

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from $68 / night

(6) Excellent 

68

Farmhouse rental in Italy

Province of Siena / Radda in Chianti

2 3 5 nights min

  • 2 bedrooms
  • sleeps 3
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 120 mi
  • Child friendly
Farmholiday Agriturismo Podere Tegline is of a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic.We restored the farmhouse of the 15th century and Giovanni has personally followed all the work …see more

from $92 / night

$572 / week

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from $92 / 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 $216 / night

$2,380 / week

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from $216 / 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 $46 / night

$285 - $1,890 / week

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from $46 / night

(7) Excellent 

27

Vacation apartment in Marche

Province of Ascoli Piceno / Offida

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 15 mi
  • Child friendly
  • Car not necessary
"Abode of small lace makers" in the historical center of Offida, one of the most beautiful towns in Italy. It 'a small attic of a former bishop's palace of the fifteenth century. The dwelling consists of a living room with kitchenette, double bedroom, bathroom with show …see more

from $58 / night

$378 / week

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from $58 / night

12

Ski apartment to rent in Italy

Province of L'Aquila / Pescasseroli

1 5 7 nights min

  • 1 bedroom
  • sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
Lovely apartment in the historic centre, in an ancient Palace, consisting of a large living room with fireplace, 3 beds equipped co wall and above a loft with double bed and ...overlooking the Hall. new bathroom decorated in style. beautiful walks in the heart of the n …see more

from $58 / night

$401 - $801 / week

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from $58 / night

(1) Excellent 

21

Villa accommodation in Italy

Castellammare del Golfo / Scopello

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
This charming villa is located in the wonderful area of Scopello,a village near to Castellammare del Golfo,west of Sicily, only few minutes walk from the sea and from the Reserve of Zingaro .It has free Wi FI. It's only 700 metres from the ancient village of Scopello …see more

from $115 / night

$801 - $2,048 / week

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Responds fast!
avg. 1 hour 53 minutes

from $115 / night

(2) Excellent 

22

Ski home to rent in Italy

Province of Trento / Campitello di Fassa

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ski
  • Child friendly
  • Pet friendly
On the edge of the village, on the road leading to the val Duron it is our home. It spreads over two levels: from the terrace with table and bench for pleasant outdoor relaxation you enter the living room that performs impeccably three functions as if it were three dist …see more

from $78 / night

$545 - $793 / week

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Responds fast!
avg. 55 minutes

from $78 / night

(1) Excellent 

9

Vacation guest house in Italy

Province of Palermo / Contessa Entellina

11 25 1 night min

  • 11 bedrooms
  • sleeps 25
  • 1 night min
  • Nearest beach 38 mi
  • Child friendly
The Parish structure is made available to the traveler through the association Living Slow who will take care of reception. It is located in the heart of the town of Contessa Entellina (Pa), adjacent to the Church of the Byzantine Rite and is suitable for those who wish …see more

from $23 / night

$115 / week

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from $23 / night

(63) Excellent 

24

Vacation apartment in Italy

Province of Messina / Taormina

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Thanks to all our guests that made possible for us to win the 2014 Tripadvisor Certificate of Excellence! New, delicious apartment, at 2 km from the beach. Leading from the living room is a spacious terrace with mount Etna and sea views, furnished with a table and chai …see more

from $115 / night

$744 - $2,243 / week

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Responds fast!
avg. 3 hours 14 minutes

from $115 / night

(1) Excellent 

13

Sardinia Vacation condo rental

Maddalena Islands / La Maddalena

1 5 7 nights min

  • 1 bedroom
  • sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Rent comfortable two room apartment for 2/5 people on the ground floor in residence ' Cala ' Church. Composed of a living room with sofa bed, kitchen in brickwork, double bedroom with small terrace and further mobile-bed, bathroom with shower. The apartment is fully fur …see more

from $57 / night

$399 - $683 / week

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from $57 / night

(16) Excellent 

24

Italy Vacation apartment rental

Province of Florence / Barberino Val d'Elsa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
The apartment is situated in the heart of Chianti Classico in the natural Sant'Agnese resort, where there are splendid hills covered by cypresses that are reproduced naturally. A pleasant, relaxing and magic environment is created by the atmosphere typical of this land …see more

from $75 / night

$521 - $1,316 / week

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from $75 / night

(3) Excellent 

20

Vacation apartment rental

Vittorio Veneto / Serravalle

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 65 mi
  • Child friendly
  • Car not necessary
It's an apartment in a XV century building, setted in the true Medieval context of Serravalle, at 20 meters from one of the Italy's most beautiful art history squares, the Flaminio Square in Vittorio Veneto. The apartment is setted in one floor (first floor, no eleva …see more

from $69 / night

$424 - $544 / week

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from $69 / night

14

Vacation farmhouse rental

Province of Grosseto / Sorano

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Nearest beach 65 mi
  • Child friendly
  • Air conditioning
The cherry tree is immersed in the beautiful green hills of the Maremma hinterland, at 5 km from Sorano. The facility consists of two houses and another building with four apartments, with the pool. The apartment is located on the ground floor and consists of a double b …see more

from $92 / night

$385 / week

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from $92 / night

(24) Excellent 

23

Vacation home rental

Province of Chieti / Casoli

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
"Giardinotto" is a holiday home located in the historic centre of the town of Altino (CH), a charming and quiet village in the heart of Abruzzo, where admiring the landscape you can see both the mountains and the sea are equidistant between them. The strength of the str …see more

from $58 / night

$401 / week

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Responds fast!
avg. 2 hours 0 minutes

from $58 / night

(1) Excellent 

35

Vacation villa with swimming pool in Italy

Loro Ciuffenna / Malva

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
For those who love nature and the Tuscany countryside, our country villa “Oliveta” is the ideal holiday destination in Tuscany. The villa is located on the Aretine Chianti hills, in a lovely countryside area at the foot of Pratomagno mountain and along to the historic R …see more

from $195 / night

$1,373 - $2,689 / week

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from $195 / night

44

Vacation villa in Calabria

Province of Catanzaro / San Sostene

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
My accommodation is suitable for business travelers, families (with children) and furry friends (pets). The villa complex is surrounded by a large garden facing the sea, where everyone can live in contact with a fantastic environment whose colors characterize every mome …see more

from $32 / night

$321 / week

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from $32 / night

(25) Very Good 

Certificate of Excellence

6

Vacation apartment in Italy

Province of Trapani / Trapani

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
The apartment is located in the heart of Trapani, is very close to the historical centre, where you will find numerous pubs and restaurants. The Studio is located on the main artery of the city from where you can take public transportation to visit the surroundings of T …see more

Certificate of Excellence

from $35 / night

$241 / week

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Responds fast!
avg. 1 hour 51 minutes

from $35 / night

(1) Excellent 

13

Apartment rental in Basilicata

Province of Potenza / Maratea

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
Apartment composed of: 2 bedrooms: one double and one twin, living kitchen, bathroom and garden. Central heating, WiFi, availability ' parking space, easy access for disabled people, pets are allowed. Conveniently located within walking distance from the historical cent …see more

from $92 / night

$641 / week

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from $92 / night

11

Vacation apartment rental

Italian Riviera / Ventimiglia

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Child friendly
  • Pet friendly
The Perfect Italian Retreat! The property is based in the historic heart of the beautiful Dolceacqua in Liguria. In less than a 15 minute drive you arrive at the coast line of Ventimiglia were the beaches are plentiful and the sun never stops shining. Dolceacqua Secon …see more

from $50 / night

$344 - $572 / week

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from $50 / night

4

Ski townhouse to rent in Italy

Province of Cuneo / Chiusa di Pesio

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Ski
  • Child friendly
  • Pet friendly
Independent apartment consists of bedroom, dining room, kitchenette and private detached house in the outskirts of Cuneo. The accommodation is situated on the first floor of a deserted farmhouse and offers the ultimate in relaxation and tranquility. Ideal starting point …see more

from $46 / night

$275 / week

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from $46 / night

15

Vacation apartment 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
  • Ask about pets
On the Costa Paradiso 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 and reach their greatest intensity just before sunset.< …see more

from $49 / night

$344 / week

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from $49 / night

13

Vacation apartment with shared pool in Italy

Province of Alessandria / Tagliolo Monferrato

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
Immersed in the heart of the Alto Monferrato, Spring Villa offers apartments and rooms with suites in a romantic and charming landscape between hills and sunny vineyards. Ideal starting point (30/60 minutes) from the sea of Genoa, terme di Acqui, Portofino, Camogli in a …see more

from $183 / night

$939 / week

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from $183 / night

(17) Excellent 

10

Home rental in Italy

Province of Bari / Locorotondo

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 20 mi
  • Child friendly
  • Private garden
STRUCTURE CONSISTING OF TWO COMFORTABLE APARTMENTS (TRULLI) BOTH EQUIPPED WITH WIFI, HEATING, PARKING, FURNISHED KITCHEN, LIVING ROOM. WE ARE IN THE MIDST OF THE ITRIA VALLEY, SURROUNDED BY VINEYARDS AND SURROUNDED BY OLIVE GROVES. WE are LOCATED IN OPEN COUNTRYSIDE at …see more

from $80 / night

$515 / week

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Responds fast!
avg. 26 minutes

from $80 / night

30

Vacation apartment in Italy

Province of Sondrio / Livigno

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
Livigno, typical arc aplino country between Switzerland and Italy, situated at 1816 meters altitude. A paradise for lovers of nature and sport that offers guests many activities both winter (skiing, snowmobiling, horseback riding, ice skating, etc. ..) and winter (Trekk …see more

from $114 / night

$797 - $2,571 / week

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Responds fast!
avg. 2 hours 7 minutes

from $114 / night

(2) Good 

10

Vacation apartment in Italy

Mascali / Fondachello

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Pet friendly
Rent apartment at 50 m from the sea, (1 minute walk), with large kitchen, bathroom, small room with two bunk beds and large double room, complete with every comfort, fully furnished (TV, washing machine, free internet wifi, parking inside the residence and in excellent …see more

from $46 / night

$252 - $515 / week

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from $46 / night

18

Vacation home in Italy

Province of Florence / Impruneta

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Child friendly
Apartment nestled in the Chianti hills, 3 minutes away from the main square, the famous Basilica of Santa Maria all'Impruneta and the catering and transport services. It is a 40-minute drive from the city of Florence, the Tuscan capital. Impruneta is a town very famous …see more

from $40 / night

$251 / week

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from $40 / night

(5) Very Good 

21

Vacation home in Italy

Province of Lecce / Soleto

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 25 mi
  • Air conditioning
Two-room apartment of the fourteenth century located in the historic center of Soleto, municipality of central Salento. Recently renovated, the house is on three levels and consists of entrance hall kitchen equipped with everything you need, bedroom, bathroom with showe …see more

from $46 / night

$321 / week

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from $46 / night

20

Apartment rental in Piedmont

Province of Novara / Orta San Giulio

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Partial lake view from the balcony which has chairs and small table. Comfortable modern apartment situated in the historical part of Orta just 50 meters from the lake. The property comprises of a entrance with galley kitchen with all mod-cons, lounge with sofa beds on r …see more

from $83 / night

$547 - $992 / week

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Responds fast!
avg. 3 hours 42 minutes

from $83 / night

4

Lake Como Vacation apartment rental

Lake Como / Campione d'Italia

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly
Nice fully furnished studio-point and equipped, with full orthopedic mattress bedroom closet. Guests unaa Guests have a communal sauna and hot tub at the apartment. Thanks to the connection with the bus you can easily reach Lugano or the melide station, you can easily b …see more

from $78 / night

$458 / week

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Responds fast!
avg. 1 hour 22 minutes

from $78 / night

23

Vacation apartment in Italy

Province of Pisa / Montecatini Val di Cecina

3 7 5 nights min

  • 3 bedrooms
  • sleeps 7
  • 5 nights min
  • Nearest beach 20 mi
  • Child friendly
  • Pet friendly
Apartment bright and very well furnished in a farmhouse in the Tuscan countryside. On the ground floor kitchen, dining room and a large porch. On the first floor 3 bedrooms, two doubles and a single, with a wonderful view and the ground floor kitchen, living room and a …see more

from $69 / night

$481 / week

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from $69 / night

21

Sardinia Vacation apartment rental

Province of Olbia-Tempio / Murta Maria

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Disponiamo di 2 bilocali comunicanti (4+4 posti letto) in complesso recente con piscina e posto auto coperto a 1,5 Km dalla spiaggia di Porto Istana. Ogni appartamento è dotato di TV, aria condizionata, lavatrice, forno, microonde, terrazza con tavolo da giardino, pisci …see more

from $46 / night

$344 - $1,030 / week

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from $46 / night