50 Best Italy Vacation rentals on Holiday Lettings - Villas

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107,721 Vacation rentals

(8) Excellent 

27

Vacation b&b rental

Province of Matera / Montescaglioso

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Ask about children
  • Air conditioning
If you wish to spend some time in a pleasant house located in a small town in the South of Italy, then you must come to Montescaglioso! A town rich in history and traditions and only 20 km. from the city of Matera, a Unesco World Heritage Site , famous for its 'Sassi' …see more

from $69 / night

$480 / week

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from $69 / night

(1) Excellent 

34

Italy Vacation apartment rental

Province of Olbia-Tempio / Loiri Porto San Paolo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
Apartment Mimosa is part of a Bed & Breakfast which is situated on a horse farm set in Monte Ruiu Valley in the small village of Azzanì in the beautiful Gallurese countryside. An ideal location to relax and enjoy N.E. Sardinia’s countryside, beaches, places of intere …see more

from $57 / night

$397 - $850 / week

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from $57 / night

14

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
  • Private garden
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 $160 / night

$640 / week

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from $160 / night

(8) Very Good 

43

Vacation apartment in Italy

Province of Florence / Montelupo Fiorentino

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 80 mi
  • Child friendly
  • Private garden
Nice apartment located on the ground floor of an 'old farmhouse, with a big garden for the guests and a covered parking space included in the stem. The apartment has a nice porch furnished with deck chairs, table and chairs where you can stay and have lunch. Near Vinci, …see more

from $92 / night

$640 / week

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from $92 / night

16

Apartment rental in Liguria

Province of La Spezia / La Spezia

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 7 mi
  • Child friendly
Marta's home is a cosy and quiet apartment on the hills of La Spezia: it has got two double bedrooms, two bathrooms, an airy living room and a well-equipped kitchen with a joining terrace. You can easily park the car for free and reach the nearest station (3 kms) and ta …see more

from $67 / night

$398 - $467 / week

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Responds fast!
avg. 3 hours 56 minutes

from $67 / night

4

Italy Vacation home rental

Province of Catanzaro / Belcastro

4 9 1 night min

  • 4 bedrooms
  • sleeps 9
  • 1 night min
  • Child friendly
  • Air conditioning
The house, adjacent to the medieval castle of the Counts of Aquino, is located at the highest point of the country. The structure is recommended for those couples or families seeking tranquility. You can visit the small town, considered art cities for its numerous churc …see more

from $29 / night

$200 / week

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from $29 / night

(22) Excellent 

25

Vacation home in Italy

Camerota / Marina di Camerota

3 4 2 nights min

  • 3 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Fantastic studios and three-room apartments overlooking the sea, only 2 minutes (1 km) drive from the sea and from the most beautiful Italian beaches. The structure consists of Studio 2 beds (with pox add bed or cot) and bedroom for 4 people, equipped with private parki …see more

from $57 / night

$285 / week

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Responds fast!
avg. 2 hours 24 minutes

from $57 / night

(5) Excellent 

24

Vacation villa in Italy

Province of Florence / Montelupo Fiorentino

8 17 min stay varies

  • 8 bedrooms
  • sleeps 17
  • min stay varies
  • Nearest beach 55 mi
  • Swimming pool
  • Child friendly
Bobolino is the most beautiful neighborhood of Montelupo Fiorentino near Florence, Siena, Pisa and Lucca. Villa Bobolino is located on the hills and has 8 bedrooms (up to 17 people). Each room has a TV, a beautiful private bathroom with all of the comforts (towel-warmer …see more

from $297 / night

$1,942 - $4,910 / week

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from $297 / night

17

Vacation apartment in Italy

Tortoli / Arbatax

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
The house is in Arbatax (municipality of Tortolì), on the east coast of Sardinia. It has an indipendent entrance, even if in the contest of a residence with many apartments but quiet and with gardens around. There is a double bedroom with a large wardrobe, a bath with s …see more

from $69 / night

$455 / week

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Responds fast!
avg. 3 hours 28 minutes

from $69 / night

15

Vacation home in Italy

Province of Florence / Cerbaia

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Located in Cerbaia Val di Pesa, at only 20 minutes drive from Florence, this splendid farmhouse, beautifully furnished and totally equipped, has central heating and a breathtaking view on the vineyard and the famous hills of Chianti. In the summer, you can enjoy the big …see more

from $206 / night

$1,142 / week

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from $206 / night

(2) Good 

16

Vacation apartment rental

Italian Riviera / Levanto

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Holiday apartment, in a calm, residential zone only 200 meters from the sea. The apartment consists of: double room, living room with kitchen corner, twin-bedded room, bathroom with shower. Moreover it is equipped with an elevator, washing machine, television set, balco …see more

from $98 / night

$686 / week

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from $98 / night

(21) Excellent 

12

B&b rental in Italy

Province of Campobasso / Campobasso

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Completely renovated House on two levels, with modern design and all kinds of comfort. Located at the heart of a charming village of low Molise ' Sant'elia a Pianisi is in the province of Campobasso. You can admire beautiful views from the green forests of the Hill and …see more

from $57 / night

$400 / week

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from $57 / night

(3) Very Good 

14

Apartment rental in Abruzzo

Province of Pescara / Roccamorice

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 40 mi
  • Air conditioning
The apartment is located in a small village, with lovely old buildings, a fort tower (XIV century), where the church bells ring, like in old days, three times a day and the locals say hello to strangers. 30% of the territory of Abruzzo is protected with three nation …see more

from $52 / night

$360 / week

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Responds fast!
avg. 1 hour 48 minutes

from $52 / night

(4) Excellent 

31

Vacation trullo with shared pool in Puglia

Province of Brindisi / Cisternino

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Just few minutes away from the centre of Cisternino town, Trullo Azzurra is a newly refurbished trullo with swimming pool ideal for families. Just after the main gate you will notice the top of the trullo on the horizon. The comfy external area has a lovely garden with …see more

from $117 / night

$771 / week

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from $117 / night

(11) Excellent 

25

Home rental in Puglia with swimming pool

Province of Brindisi / Ceglie Messapica

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Holidays in Italy: Roman stone ceiling, 3 meter ceiling height and a typical Italian architecture characterize this spacious property in the heart of Puglia, which has been restored and expanded in 2014 and, 2015. The well-kept vacation home offers space for up to 8 peo …see more

from $123 / night

$856 - $1,769 / week

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Responds fast!
avg. 2 hours 54 minutes

from $123 / night

13

Vacation home in Veneto

Province of Treviso / Volpago del Montello

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
  • Private garden
Kaletheia house is a building dating back to 1845 or so, which was once a barn with barn dwelling of the miller and was also located beside the mill. The recent restoration of 2014 has turned him into an environment able to welcome anyone who wants a few recreative mome …see more

from $65 / night

$429 - $716 / week

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from $65 / night

(3) Very Good 

18

Vacation villa rental

Province of Lucca / Viareggio

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Air conditioning
Lovely detached house with 4 rooms equipped with every comfort, air conditioning and TV, tastefully decorated (new), located in a prime location in front of the pine forest and close to the beach and the famous promenade of Viareggio, in a quiet Outside there is a gazeb …see more

from $228 / night

$1,137 - $2,502 / week

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from $228 / night

10

Italy Vacation apartment rental

Province of Messina / Longi

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 18 mi
  • Child friendly
  • Air conditioning
On the first floor of the Holiday House Stella Nebrodi it is the Cassiopeia apartment is a three-room apartment for a family of 6, comprising: a master bedroom with bathroom, a double room with bathroom, a kitchen with two beds and bathroom. Furnished and equipped with …see more

from $31 / night

$160 - $1,119 / week

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from $31 / night

(1) Excellent 

14

Vacation hotel apartment in Emilia-Romagna

Rimini / Marebello

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
For a beach holiday without time restrictions the apartment is definitely the best choice! At 50 meters from the beach, Residence Desirée offers apartments from 2 to 6 people: one, two and three-room apartments all fully furnished and equipped with every comfort. Wi-fi …see more

from $45 / night

$286 - $1,348 / week

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Responds fast!
avg. 3 hours 5 minutes

from $45 / night

(9) Excellent 

30

Italy Vacation villa rental

Province of Perugia / Citta di Castello

6 15 min stay varies

  • 6 bedrooms
  • sleeps 15
  • min stay varies
  • Nearest beach 200 mi
  • Swimming pool
  • Child friendly
Sterlinghe is an ideal destination for two or more families wanting their own exclusive villa, but don't want to live on top of each other. There are three double beds in the main Villa with a further three bedrooms in the neighbouring self contained Villetta. Sitti …see more

from $212 / night

$1,322 - $5,094 / week

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from $212 / night

11

Sicily Vacation b&b rental

Province of Messina / Longi

3 10 1 night min

  • 3 bedrooms
  • sleeps 10
  • 1 night min
  • Child friendly
A few meters from the historic center of Longi, jewel set in the Nebrodi park, the B & B Serena has 2 bedrooms with double bed and a single bed and a Double Room. Ability to add two more beds. All three rooms have a private bathroom with hairdryer, bath towels and soap …see more

from $57 / night

$400 / week

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from $57 / night

10

Vacation b&b in Veneto

Province of Belluno / Seren del Grappa

1 6 1 night min

  • 1 bedroom
  • sleeps 6
  • 1 night min
  • Nearest beach 100 mi
  • Child friendly
  • Pet friendly
- This resort is located in the valley of the massif of the historic Monte Grappa, on the outskirts of a small village in the municipality of Seren del Grappa, called Caupo. We are about 330 m. above sea level, but the surrounding massif rises from 1500 to 1780, so the …see more

from $57 / night

$343 - $743 / week

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Responds fast!
avg. 1 hour 49 minutes

from $57 / night

(1) Excellent 

24

Italy Vacation apartment rental

Province of Fermo / Rapagnano

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
Nice apartment located in the stop, 15km from the sea campaigns. The structure, fully independent, offers accommodation for 2 persons, with possibility of adding a single bed. Pets are welcome. It offers secure parking, because the whole complex is surrounded by a brick …see more

from $65 / night

$452 / week

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from $65 / night

(4) Excellent 

24

Vacation apartment in Italy

Province of Pesaro and Urbino / Cagli

17 40 1 night min

  • 17 bedrooms
  • sleeps 40
  • 1 night min
  • Private garden
The farm looks like a small rural village at the center of a wine estate, comprising 15 appartamentiindipendenti of various types. Guests have a large pool with a breathtaking view, a tennis court, a soccer field, a restaurant only for guests. The restaurant in July and …see more

from $91 / night

$612 / week

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from $91 / night

13

Sardinia Vacation apartment rental

Province of Sassari / Sassari

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Air conditioning
Large and bright house with mosquito nets and air conditioning in all rooms. Between the sea and the city ', a ten-minute drive from Platamona and 40 minutes from the beautiful beaches of Alghero and Stintino. Ten minutes from Porto Torres, where ferries to and from Gen …see more

from $55 / night

$384 / week

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from $55 / night

28

Vacation apartment in Tuscany

Province of Florence / Florence

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Elegant and bright apartment with two balconies from which is visible the cathedral. Set in an elegant building with a doorman, elevator, paid parking. In the historic center of Florence a few meters from Piazza Santa Croce, Ponte Vecchio and Palazzo Vecchio, WASHER DRY …see more

from $125 / night

$872 / week

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from $125 / night

(3) Very Good 

20

Italy Vacation villa rental

Province of Messina / Villafranca Tirrena

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.18 mi
  • Child friendly
Independent villa on three sides of new construction near the sea where you can enjoy spectacular sunsets with relief the Aeolian Islands. The house is far from roads, ideal to enjoy a period of relaxation. Close to the city center, not far from the major centers of tou …see more

from $63 / night

$286 - $805 / week

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from $63 / night

(18) Very Good 

29

Home rental in Italy with swimming pool

Ostuni / Casalini

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
The ideal location for your stay in the stunningly beautiful Ostuni region. The charming and ancient trullo is the integral and heart of this 3 bedroom villa which has its of your own private swimming pool set in its own private garden! You are only 5 min from the city …see more

from $155 / night

$1,081 / week

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Responds fast!
avg. 41 minutes

from $155 / night

(2) Excellent 

12

Vacation home with swimming pool in Italy

Province of Perugia / Tuoro sul Trasimeno

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Immersed in the tranquillity and beauty of the Umbrian hills, on the banks of Trasimeno Lake and a few steps from Tuscany you will find a corner of paradise ... ' Dreams of Velia is the ideal place to spend a relaxing and fun. The entire outdoor area for the exclusive u …see more

from $114 / night

$796 / week

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from $114 / night

19

Vacation apartment in Italy

Province of Fermo / Sant'Elpidio a Mare

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
Surrounded by the huge green and relaxing of Fermo, a town in the Marche region, the Bed and Breakfast Holiday Castellano allows you to live a real holiday of total relaxation and absolute comfort. These two features are the result of several details that do nothing exc …see more

from $63 / night

$440 / week

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from $63 / night

11

Apartment rental in Italy

Province of Lecce / Sanarica

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child friendly
Appartamento in un Paese dell' entroterra salentino dotato di tutti i comfort. Contattatemi al 328/6157595 per informazioni riguardo ai prezzi. Cercate un alloggio comodo per spostarsi nel Salento impiegando per arrivare nelle diverse località (Lecce, Gallipoli, Otran …see more

from $46 / night

$319 / week

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from $46 / night

14

Italy Vacation villa rental

Province of Milan / Turbigo

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Ask about children
  • Car not necessary
  • Ask about pets
Room Margherita é una camera che può essere singola o doppia con aggiunta di un terzo letto se necessario.A chi soggiorna in questa camera le sembrerà di tornare bambino! Molto colorata, spaziosa e comoda.Adatta sia adulti che bambini, anche questa camera affaccia sul g …see more

from $40 / night

$279 / week

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Responds fast!
avg. 3 hours 44 minutes

from $40 / night

40

Vacation farmhouse in Italy

Province of Pesaro and Urbino / Cagli

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
The house is located in a fantastic property of 12 acres of and with fantastic view on all Montefeltro's Valley. Poll with stratgic position. In the area of Cagli, at 2 km from Acqualagna famous Capital of the Precious Truffle,s Fair, all the year At 20 mn from Urbino, …see more

from $137 / night

$960 / week

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from $137 / night

(3) Excellent 

28

Vacation condo in Italy

Province of Pesaro and Urbino / San Costanzo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Apartment of 60 m2 consisting of 2 rooms and 2 bathrooms, fully furnished. New apartment ever inhabited. Ample space discovered completely paved seafront. Panoramic, in a quiet area near the Centre of the country, well served. The property includes garage. Nearby excurs …see more

from $57 / night

$252 / week

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Responds fast!
avg. 27 minutes

from $57 / night

(1) Excellent 

11

Vacation apartment in Italy

Province of Salerno / Cava De' Tirreni

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Pet friendly
The ZOE Residence is located in the heart of Cava de 'Tirreni. The ideal place to spend a short stay for business or holidays thanks to its strategic position between the Amalfi coast and the most important archaeological and landscape sites of Campania: Pompeii, Paestu …see more

from $57 / night

$343 - $503 / week

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from $57 / night

53

Vacation villa in Italy

Province of Lecce / Porto Badisco

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
La villa è situata in zona panoramica su litoranea Otranto Porto Badisco - Santa Cesarea con discesa a 50 mt dal mare circondata da grande giardino dotato di barbecue solarium e patio per due posti auto. La struttura è situata in zona residenziale a 500 mt dal borgo de …see more

from $229 / night

$1,119 / week

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from $229 / night

(1) Excellent 

23

B&b rental in Italy

Province of Rieti / Toffia

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
In the beautiful and tranquil countryside sabina, the Bed and Breakfast offers holidays Toffia relaxation in contact with nature. Countless tourist-cultural itineraries and natural that the area offers.Abbeys, churches and shrines, but also nature parks and wildlife res …see more

from $34 / night

$232 / week

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from $34 / night

(1) Excellent 

5

Vacation apartment in Lombardy

Province of Bergamo / Rota d'Imagna

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Private garden
The villa in Via Torre is the right choice for those looking for a quiet relaxing stay. Recently renovated, the villa has two apartments with a spa bath for the couple and spacious balcony overlooking the valley. All apartments have a living room with dining table and f …see more

from $74 / night

$512 / week

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from $74 / night

9

Vacation b&b rental

Province of Reggio Emilia / Rolo

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Nearest beach 140 mi
  • Child friendly
  • Pet friendly
The accommodation B&B. Reboglio, detail of a kind, a true oasis of tranquility, serenity, often lacking in daily life. Set in a typical farmhouse of the late eighteenth century, immersed in the natural richness of the Emilian countryside green. It is a short walk from t …see more

from $40 / night

$286 - $446 / week

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from $40 / night

12

Vacation apartment rental

San Giovanni in Fiore / Lorica

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
our apartment is located at c by Knight on the first floor of an independent villa with 2 bedrooms living room kitchen bathroom and loft with 2 beds. near the lifts where you can enjoy a great view on Etna and from which through a beautiful stroll to the lake Arvo where …see more

from $113 / night

$791 / week

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from $113 / night