50 Best Italy Vacation rentals on Holiday Lettings - Villas

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102,676 Vacation rentals

8

Lombardy Vacation townhouse rental

Province of Cremona / Pizzighettone

1 5 7 nights min

  • 1 bedroom
  • sleeps 5
  • 7 nights min
  • Child friendly
CASA nel PARCO ADDA SUD *** In FORMIGARA (CR) in the heart of PARCO ADDA SUD, for lovers of untouched nature, countryside and historical traditions, spacious 2 solution LARGE ROOMS with KITCHEN facilities for a MAXIMUM of 5 persons. In the courtyard of the Belvedere Lan …see more

from $41 / night

$284 / week

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from $41 / night

(1) Excellent 

16

Italy Vacation home rental

Province of Bari / Noci

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Masseria Parco d'Albero è un complesso masserizio situato nell'ondulato paesaggio della Murgia, inserito in un area SIC (sito di interesse Comunitario) grazie alle sue particolari caratteristiche naturalistiche di flora e fauna. E' il luogo ideale per chi intende t …see more

from $91 / night

$512 / week

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from $91 / night

(9) Excellent 

19

Farmhouse rental in Italy with swimming pool

Citta di Castello / San Leo Bastia

5 11 7 nights min

  • 5 bedrooms
  • sleeps 11
  • 7 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
Tegolaio is a beautifully converted tobacco barn, with landscaped gardens and a large swimming pool with roman steps. It has been fully renovated to a very high standard, but retains original features and decorated with a homely feel. Tegolaio, offers 4 upstairs bedroom …see more

from $300 / night

$2,098 / week

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from $300 / night

16

Vacation b&b in Italy

Province of Pescara / Spoltore

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
The villa has a large garden with olive and fruit trees, aromatic plants and flowers of every shape and color! You are invited to read, to play on the grass or enjoy the melodies of nature in complete relaxation. At your disposal are: -the deck for sunbathing on the law …see more

from $35 / night

$239 / week

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from $35 / night

24

Vacation barn in Tuscany

Province of Lucca / San Martino in Freddana

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
Immersed in the green of the hills of Lucca, in the Tower, "the barn" is a typical Tuscan farmhouse, where you can spend your holiday in total relaxation. This rustic, stands on a small hill in the Centre of Val Freddana, a very quiet and away from any source of noise. …see more

from $228 / night

$1,593 - $2,048 / week

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from $228 / night

(15) Excellent 

15

Vacation apartment in Lombardy

Province of Milan / Rho

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Car not necessary
Can accommodate up to 4 people, 2 double room and 2 in the living room. A perfect choice for longer stays. The apartment in RHO is in a strategic position, only 200 metres from the railway station/bus station and the city centre. It is the ideal choice for those who ar …see more

from $80 / night

$558 / week

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from $80 / night

(1) Excellent 

13

Vacation villa in Veneto

Province of Belluno / San Gregorio nelle Alpi

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
The house, with 2000sqm discovered in the grass. can accommodate up to 6 people, consists of a master bedroom, a bedroom with two bunk beds, a bathroom, a kitchen, a cozy living area, a large terrace and a large basement with washing machine and sink. It is located in a …see more

from $69 / night

$478 / week

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from $69 / night

(2) Good 

20

Vacation apartment with golf nearby in Italy

Province of Rome / Civitavecchia

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Child friendly
  • Car not necessary
  • Pet friendly
apartment facing the bright sea, consisting of 2 bedrooms, living room, bathroom and kitchen, full kitchen with stove, refrigerator, micro blenders coffee machine, located on the pedestrian promenade with many bars and restaurants downstairs and nearby, many beaches und …see more

from $63 / night

$256 - $537 / week

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Responds fast!
avg. 1 hour 44 minutes

from $63 / night

(1) Excellent 

22

Vacation apartment rental

Castelvetrano / Marinella di Selinunte

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
In an old farmhouse, surrounded by olive groves 800 are rented two apartments restored combining elegance and ricercatezza.Il first apartment consists of a living room kitchen, 1 bedroom, 1 bathroom and 1 loft with two single beds .The second apartment consists 1 living …see more

from $46 / night

$319 / week

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from $46 / night

15

Vacation home in Italy

Province of Chieti / Lanciano

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
Holiday house Rainbow house of about 50 square meters located in the heart of the historic center, "Civitanova" district, a stroll from the beautiful Church of Santa Maria Maggiore and close to the Church of San Francesco famous for the Eucharistic Miracle. The location …see more

from $48 / night

$217 / week

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from $48 / night

(1) Very Good 

27

Vacation home in Italy

Province of Belluno / Arsie

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Situata in una bella e panoramica posizione nella località di Mellame (464 m.), nel comune di Arsié (BL, 15 km da Feltre), Casa San Martino offre ai suoi ospiti il calore di una dimora tipica del luogo, ma ristrutturata e dotata dei comfort di oggi. Edificata verso la f …see more

from $57 / night

$399 / week

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from $57 / night

8

Vacation home with shared pool in Italy

Pantelleria / Scauri, Pantelleria

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Dammuso by 2 people placed inside a private and protected area where they insist other units with which it shares the use of a swimming pool, a hot tub, a large panoramic gazebo and other pleasant common spaces where, if desired, make new friendships and pleasant. Enjoy …see more

from $130 / night

$910 / week

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Responds fast!
avg. 1 hour 53 minutes

from $130 / night

(4) Excellent 

12

Italy Vacation b&b rental

Garda / Sedena

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
The ideal place for those who enjoy nature and appreciate the beauty of the past, but want all the comforts of the present. Our B&B is in an old farmhouse of the ' 600 still perfectly preserved and is Sedena, small fraction of Lonato del Garda in the province of Brescia …see more

from $148 / night

$873 - $2,142 / week

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Responds fast!
avg. 1 hour 16 minutes

from $148 / night

11

Vacation villa in Sicily

Province of Trapani / Alcamo

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden
Rent detached house with a beautiful garden. Located 1.5 km from the sea and a few kilometers from all the beautiful places turistiche..Castellammare Gulf, Scopello, San Vito lo Capo, Segesta, Erice, Palermo. ..... thanks to its geographical position that allows it can …see more

from $65 / night

$455 - $683 / week

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from $65 / night

(1) Excellent 

18

Vacation studio in Italy

Elba Island / Rio Nell'Elba

Studio 3 min stay varies

  • Studio
  • sleeps 3
  • min stay varies
  • Child friendly
  • Pet friendly
Beautiful studio complete with all the essential to spend your holidays as well as the sea 180 meters from its level in order to enjoy the cool on hot summer evenings d. The apartment is suitable for families and couples. It consists of single area of ​​35 square meters …see more

from $40 / night

$285 - $364 / week

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from $40 / night

9

Vacation b&b in Italy

Province of Potenza / Rivello

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 20 mi
  • Child friendly
  • Private garden
Building of 700 finely renovated with a cozy breakfast room which overlooks the large terrace overlooking the private garden. The rooms are three triples, one quadruple and two twins. The B & B is located in Rivello, a focal point in the center of both marine and alpine …see more

from $91 / night

$637 / week

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from $91 / night

(5) Excellent 

56

Italy Vacation villa rental

Lucca / Nozzano

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Nearest beach 25 mi
  • Swimming pool
  • Child friendly
Have a look at the Villa on : https://youtu.be/vwqYL3DhZ-0 Beautiful villa surrounded by olive groves on the hills of Lucca. The villa is very spacious and comfortable and is the ideal place for a holiday with your family. You can relax into the nature or swim in the …see more

from $172 / night

$1,202 - $2,503 / week

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from $172 / night

10

Vacation apartment in Italy

Province of Perugia / Saragano

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
“La voliera” apartment (sleeps 2): is located in an independent building close to the wine cellars, has a living-dining room with a kitchen area, 1 bedroom with a skylight window , 1 bathroom (with shower). The apartments, inside the farm, is nestled in the quiet hills …see more

from $64 / night

$356 - $572 / week

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from $64 / night

(28) Excellent 

23

Vacation apartment in Sardinia

Province of Cagliari / Pula

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Our cozy apartment offers a relaxing getaway for couples or families of three in one of the most beautiful locations in Italy. We welcome little ones with the comfort of a cot and a highchair. The apartment faces the garden provided with outdoor furniture. All within fi …see more

from $90 / night

$629 - $868 / week

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from $90 / night

(2) Very Good 

5

Vacation townhouse in Italy

Province of Terni / Amelia

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
The place in the old town of Amelia is the Residence of the village ' was born from the restoration of an ancient house built on the route of a Roman road, whose restoration has respected the original character. The six apartments have different sizes but equal attentio …see more

from $114 / night

$637 / week

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from $114 / night

4

Italy Vacation apartment rental

Province of Reggio Emilia / Busana

2 2 1 night min

  • 2 bedrooms
  • sleeps 2
  • 1 night min
  • Child friendly
nestled in the Apennines Reggiano apartment accessible from the SS 63 in the direction Cervarezza Terme or breaking away from the SS 63 from Terminaccio town of Castelnovo ne 'Monti, where he developed the rocky massif shaped like a ship, Bismantova. It is 6 km from Bus …see more

from $52 / night

$359 / week

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from $52 / night

(1) Excellent 

33

Italy Vacation villa rental

Acquapendente / Trevinano

6 14 3 nights min

  • 6 bedrooms
  • sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This beautiful villa for rent in Italy is located on the border between Tuscany and Lazio near the spa village of San Casciano dei Bagni (9km), member of “the most beautiful villages in Italy”, “I borghi più belli d'Italia”, association. Originally the hunting lodge of …see more

from $476 / night

$1,689 - $3,797 / week

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Responds fast!
avg. 2 hours 51 minutes

from $476 / 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

$239 - $251 / week

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Responds fast!
avg. 10 minutes

from $35 / night

19

Vacation home in Italy

Province of Reggio Calabria / Scilla

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Scilla - Chianalea Rooms and Terrace and little kitchen max 2 person All House - Big kitchen, sofa bed ,bedrooms and terrace max 4 person Position: the house is in the historical center, View of the sea. Inside: on the ground floor living room with a double sofa b …see more

from $137 / night

$143 - $177 / week

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Responds fast!
avg. 16 minutes

from $137 / 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 $182 / night

$933 / week

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from $182 / night

(1) Excellent 

34

Apartment rental in Italy

Province of Viterbo / Nepi

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Nearest beach 17 mi
  • Child friendly
  • Air conditioning
In the historical center apartment housed in a tower dating back to the fifteenth century, recently it renovated in the Renaissance style and equipped with all the features of a modern home. Located in the Hystorical Downtown, in a XV century tower, recentely restored. …see more

from $90 / night

$462 - $749 / week

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from $90 / night

(1) Excellent 

31

Vacation villa in Italy

Todi / Asproli

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Enjoy your perfect holidays in the heart of Italy. Discover amazing small restaurants and wineries, just relax yourself by the pool with view of green hills. This country villa, with private swimming pool, is located within a wonderful and exclusive borgo complex compos …see more

from $488 / night

$3,413 / week

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from $488 / night

29

Vacation home rental

Province of Olbia-Tempio / Loiri Porto San Paolo

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
The dream of a house in the woods. We offer accomodation in a typical building, the "Stazzo gallurese". The characteristic wooden and reeds roof makes the warm and charming atmosphere. A comfortable sleeping area in the wooden loft, bathroom, large living room, kitchen …see more

from $68 / night

$476 / week

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from $68 / night

(3) Excellent 

23

Vacation farmhouse with golf nearby in Italy

Province of Florence / Vinci

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Villa Chiara, a wonderful house, furnished in a rustic style, rests his eyes on the gentle hills of Vinci, the town of Leonardo da Vinci, near Florence. The warm atmosphere of its walls will rock the mood for a stay of escape from everyday life! Ideal for relaxing with …see more

from $69 / night

$478 / week

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Responds fast!
avg. 1 hour 19 minutes

from $69 / night

(27) Excellent 

20

Vacation apartment in Italy

Santa Croce Camerina / Punta Secca

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Kasaleo is located just in front of the beach, on the centre of "Punta Secca" a characteristic fishing town, location of the famous TV series "Il Commisario Montalbano". Quiet and peaceful, yet only twenty minutes from the most beautiful towns of "Barocco Ibleo" like R …see more

from $171 / night

$1,024 - $1,138 / week

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from $171 / 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 $243 / night

$1,700 - $3,378 / week

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from $243 / night

(2) Very Good 

9

Farmhouse rental in Marche with swimming pool

Province of Pesaro and Urbino / Mercatello sul Metauro

6 16 2 nights min

  • 6 bedrooms
  • sleeps 16
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Calbertone is a restored 13th century villa divided into 3 luxury flats, benefitting from a sea salt swimming pool. Ideal for families, relax, trekking. It is located next to the Alpe della Luna National Park and only few kilometers away from towns offering first class …see more

from $69 / night

$478 / week

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from $69 / night

17

Vacation apartment in Italy

Province of Pesaro and Urbino / Urbino

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 25 mi
  • Swimming pool
Nestled in the heart of Montefeltro, between Pesaro and Urbino, the Cell Country House is a family-friendly location, in close contact with nature, surrounded by an estate of 10 hectares of protected wildlife area.The apartments are equipped with every comfort, are made …see more

from $74 / night

$558 / week

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from $74 / night

(5) Excellent 

48

Vacation villa in Italy

Province of Florence / Greve in Chianti

9 20 1 night min

  • 9 bedrooms
  • sleeps 20
  • 1 night min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Set in the heart of the magical Chianti region, this magnificent 9 BD - 9 BA Villa dates back to the XVII century and is part of the Nozzole wine-estate, where some of Tuscany’s most representative wines are produced. Being just 4 miles away from the picturesque villag …see more

from $975 / night

$7,394 - $16,835 / week

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from $975 / night

17

Vacation home in Sicily

Province of Ragusa / Marina Di Modica

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
Convenient residence of 100 square meters on two levels, situated about 300 metres from the beach of Marina di Modica. On the ground floor you will find a large living-dining room, a bathroom with shower and a fully equipped kitchen area with a small laundry area. from …see more

from $114 / night

$797 / week

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from $114 / night

(28) Excellent 

Certificate of Excellence

43

Vacation b&b with shared pool in Italy

Province of Syracuse / Syracuse

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly
The Farmhouse Il Giardino di Sicilia, just 10 minutes' drive from Syracuse and 15 minutes from the beautiful beach of Fontane Bianche, is located along the road to Canicattini Bagni that also leads to Palazzolo Acreide Buccheri, two of the city's most beautiful Syracuse …see more

Certificate of Excellence

from $69 / night

$478 / week

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Responds fast!
avg. 1 hour 19 minutes

from $69 / night

(11) Excellent 

97

Vacation apartment in Italy

Lazio / Rome

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
In the heart of Trastevere, 10 minutes from the historic center of Rome, the house of 160 square meters located on the 3rd floor (with elevator) of an ancient building, finished in every detail, very bright, with a small balcony (with table and chairs), parquet in all t …see more

from $205 / night

$1,434 / week

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from $205 / night

(4) Very Good 

19

Barn rental in Italy with shared pool

Province of Siena / Sovicille

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Chambers farm is located in a geographical context ideal for excursions and to visit the main tourist attractions such as Siena, Florence, San Gimignano, Montalcino, Arezzo, Montepulciano, to name just a few. The nearby Hillock invites to long walks on foot. The hot sul …see more

from $91 / night

$615 - $637 / week

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from $91 / night

(10) Excellent 

24

Vacation apartment in Lake Maggiore

Lake Maggiore / Ghiffa

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Suitable for children age 5+
Open to the rental market in 2014, and following extensive modernisation, is the ground level 4 person apartment of Casa Dansam, a twin apartment house situated at Lake Maggiore, in the village of Novaglio in the wider community of Oggebbio. In respect of internal loun …see more

from $77 / night

$534 / week

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from $77 / night

(8) Very Good 

23

Vacation apartment in Italy

Province of Oristano / Bosa

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Apartment in villa, ground floor, large living room with sitting area and fireplace, dining area, kitchenette, 2 bedrooms, bathroom with bath and shower, veranda. Surrounded by a large garden with equipped area for meals, barbecue and hot-water showers. We are in a resi …see more

from $57 / night

$399 / week

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from $57 / night