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Italy

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75 Holiday homes

Filters applied: Catered / B&B

Travellers going to Italy are booking May dates now. Secure your holiday home today and have the perfect trip.

(40) Excellent 

24

Farmhouse rental in Tuscany with swimming pool, golf nearby

Province of Grosseto / Gavorrano

3 33 1 night min

  • 3 bedrooms
  • Sleeps 33
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Home away from home” We stayed at the property for the second time and we've been welcomed like good friends. The apartments are located within a very peaceful woody area. We could hear all kinds of birds day and night. The new fitness area has been  …see more

from £49 / night

£339 - £849 / week

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from £49 / night

(6) Very Good 

40

Holiday villa rental

Province of Siena / Chianciano Terme

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The villa lies at 3 kms from the town of Chianciano Terme, one of the most popular thermal Spas in Italy. The villa is located among the hills dividing Val d'Orcia and Valdichiana. The whole property is for your private use and not shared with any other person. The  …see more

from £170 / night

£907 - £2289 / week

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from £170 / night

(23) Excellent 

14

Holiday apartment in Lazio

Rome / San Giovanni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 30 km
  • Child friendly
  • Car not necessary
“BEYOND OUR EXPECTATION!” My wife, my two boys and i stayed at Casa Vacanza from June 21st to 25th this year. The apartment is spanking new and beautiful. The photographs on Tripadvisor just dont do justice to the apartment. It is beautifully furnished  …see more

from £102 / night

£678 / week

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from £102 / night

(16) Excellent 

20

Apartment rental in Italy

Vatican City / Vaticano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 22 km
  • Car not necessary
  • Air conditioning
“A great place for our anniversary weekend in Rome” A lovely, stylish apartment for two in a great block close to the Vatican. The host was lovely and welcomed us and looking after us during our stay. The room was immaculate. We greatly enjoyed having  …see more

from £94 / night

£653 / week

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from £94 / night

(12) Excellent 

20

Apartment rental in Veneto

Province of Verona / Verona

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Child friendly
“Incredible place to stay just on the outskirts of Verona.” We had 22 university students, 4 adults and 1 bus driver to house in Verona. This place was incredible. After several days on the road, the students were glad to be able to go the grocery stor  …see more

from £178 / night

£1102 / week

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from £178 / night

(4) Excellent 

23

Holiday b&b with indoor pool in Sicily

Province of Palermo / Palermo

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“Beautiful, peaceful apartment” My girlfriend and I stayed here for 10 days in September, and can't speak highly enough about the apartment, the setting and the owner (Lucia). A fantastic private pool surrounded by palm trees and a peaceful garden. A  …see more

from £51 / night

£339 - £407 / week

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from £51 / night

(29) Excellent 

24

Holiday apartment in Italy

City of Venice / Castello, Venice

4 4 2 nights min

  • 4 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 5 km
  • Child friendly
  • Car not necessary
Ca' Pierre is an elegant and romantic apartment, of 110 sqm, for your stay in Venice, situated near one of the most famous and imitated squares of the world: PIAZZA SAN MARCO. The apartment also offers good connections with any corner of Venice, islands included.&l  …see more

from £170 / night

£1017 / week

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from £170 / night

(1) Excellent 

24

Holiday b&b letting

Alberobello / Trulli District

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 24 km
  • Swimming pool
The unit is part of a 'masseria' (il Trulleto), a tipical contry-house now totally restored and carefully decorated.The location is central regarding Alberobello, Locorotondo and Martina Franca.Charming decoration and antiques fornitures. Swimm  …see more

from £64 / night

£378 - £831 / week

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from £64 / night

(4) Excellent 

24

Holiday b&b rental

Bagni di Lucca / Cocciglia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Child friendly
B&B very comfortable, in a little village (middle mountain) in Toscana. 2 bedrooms, 1 bathroom, 1 dining room, lounge place, TV, internet access. Pets accepted.We have a 2 houses, ok for 8 persons, in the village.<br />Village in a conservation area. Amazin  …see more

from £94 / night

£653 / week

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from £94 / night

16

Holiday farmhouse with swimming pool in Tuscany

Province of Pisa / Montecatini Val di Cecina

16 36 Min stay varies

  • 16 bedrooms
  • Sleeps 36
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
Old Farm, Farm, Restaurant, Biliardo, pool, horse riding, hunting, Wine tasting, Cooking classes, Gym & Massage room, Weeding, Private church.  …see more

from £39 / night

£267 - £327 / week

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from £39 / night

(1) Excellent 

23

Holiday villa with shared pool in Tuscany

Province of Siena / Montepulciano

4 2 Min stay varies

  • 4 bedrooms
  • Sleeps 2
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Ask owner if suitable for children
“Old-world Italian charm in a beautiful Tuscan setting” It's a job to find it it, but once you do, you'll want to stay longer than you've booked for. The house has been in the family since 1812 - they produce their own wine - and Olimpia is a charming  …see more

from £43 / night

£297 / week

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from £43 / night

(4) Excellent 

26

Holiday trullo with shared pool in Puglia

Alberobello / Trulli District

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 24 km
  • Swimming pool
A romantic stay under the Trulli. Small suite with double bed, breakfast nook, bathroom with shower. Pool, gardenThe unit is part of a 'masseria' (il Trulleto), a tipical contry-house now totally restored and carefully decorated.The location i  …see more

from £56 / night

£297 - £636 / week

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from £56 / night

(1) Very Good 

52

Italy holiday farmhouse accommodation

Arezzo / Antria

1 15 1 night min

  • 1 bedroom
  • Sleeps 15
  • 1 night min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“peace and tranquility” The property is located down a very quiet track in the village of Antria about 5 kms from Arezzo with views over lush woodland and valley. The appartment is one of 5 in a converted farmhouse setting. Whilst we were there we had  …see more

from £60 / night

£416 - £500 / week

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from £60 / night

13

Holiday b&b letting

Province of Naples / Massa Lubrense

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Swimming pool
Casale Villarena is located in Nerano. The more exclusive and relaxing section of the Sorrento Coast that is rarely seen by visitors and guests. Few kilometers from Sorrento and the Amalfi Coast, Nerano is worlds away from the hustle and bustle of tourist spots.<br  …see more

from £60 / night

£505 / week

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from £60 / night

(2) Very Good 

26

Holiday trullo in Italy

Alberobello / Trulli District

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 24 km
  • Swimming pool
The unit is part of a 'masseria' (il Trulleto), a tipical contry-house now totally restored and carefully decorated.The location is central regarding Alberobello, Locorotondo and Martina Franca.Charmig decoration and antiques fornitures. Swimming p  …see more

from £77 / night

£424 - £1187 / week

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from £77 / night

(10) Excellent 

24

B&b rental in Abruzzo

Province of Pescara / Collecorvino

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Child friendly
The B & B Mariposa 's placed in a newly built villa has three double rooms tastefully furnished, with hardwood floors, balconies, TV, free wireless, large bathrooms with shower, breakfast room, the guests, garden, solarium.  …see more

from £26 / night

£170 - £615 / week

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from £26 / night

(7) Very Good 

33

Holiday b&b in Lake Como

Lake Como / Mandello del Lario

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
The B&B and the apartments are located in the center of Mandello del Lario in a Lombard banister house of XVIII century. The structure consists of 2 housing units with a common large courtyard. We offer 3 comfortable rooms with private entrance and equipped with ba  …see more

from £60 / night

£416 - £1306 / week

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from £60 / night

(13) Excellent 

24

Holiday villa with swimming pool, tennis court in Italy

Province of Asti / Fontanile

9 17 7 nights min

  • 9 bedrooms
  • Sleeps 17
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Spend your holiday at "Contessa Chiara" for guaranteed peace in a beautiful natural setting. Unwind from city, stress as you discover Piedmont's incredibly rich heritage of art and culture. Contessa Chiara is a luxurios countryhouse offering every comfort  …see more

from £60 / night

£4153 - £5509 / week

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from £60 / night

24

Holiday villa with swimming pool in Umbria

Castiglione del Lago / Pozzuolo

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Detached 7 bedroom villa with private pool near the Trasimeno Lake. 14 sleeps. Very quiet location  …see more

from £255 / night

£1695 - £2458 / week

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from £255 / night

26

Holiday villa with swimming pool in Lombardy

Province of Brescia / Toscolano-Maderno

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Storica is a luxury villa situated on Lake Garda in the Italian Lakes. This 4 bedroom villa is in a peaceful location, surrounded by green hills and overlooking the lake, however it's also well positioned for those who wish to enjoy some sightseeing during th  …see more

from £492 / night

£3390 - £5763 / week

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from £492 / night

(11) Excellent 

15

Apartment rental in Italy with swimming pool

Province of Ascoli Piceno / Montalto delle Marche

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 22 km
  • Swimming pool
  • Child friendly
“A MEMORABLE VACATION IN A WONDERFUL COUNTRY SIDE LOCATION, WITH HOSTSMAKING YOU FEEL LOKE YOU ARE AT HOME.” We had a very warm welcome and found our apartment very comfortable, well equipped and spotlessly clean. A few steps to the pool and garden wit  …see more

from £128 / night

£848 - £1017 / week

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from £128 / night

(4) Excellent 

62

Holiday b&b with swimming pool in Italy

Province of Florence / Vicchio

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 30 km
  • Swimming pool
  • Suitable for children age 5+
Restored romantic Tuscan farmhouse for up to 10 in undiscovered Mugello valley offering tranquil relaxing holiday away from it all. Let Lorenzo and Heidi spoil you with their deliciousTuscan dinners served al fresco under the grape vine!<br />Also available on a B  …see more

from £212 / night

£1272 - £1484 / week

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from £212 / night

30

Holiday b&b in Italy

Province of Naples / Pompeii

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
The Best place to visit Pompeii Ruins and the Amalfi Coast! B&B with pool , wifi and parking free!!  …see more

from £51 / night

£356 / week

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from £51 / night

24

Holiday apartment in Lazio

Rome / San Giovanni

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 30 km
  • Child friendly
  • Car not necessary
The 100 m2 apartment is located on the fourth floor and it is very bright. It has got a wonderful view on Piazza dei Re di Roma (S. Giovanni in Laterano). The house consists of entrance hall, large lounge 3 bedrooms (2 double and 1 single) and a sofa bed in the  …see more

from £94 / night

£653 / week

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from £94 / night

24

Lazio holiday b&b rental

Province of Rome / Cesano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 35 km
  • Child friendly
Beauty and peace in Casale Monte Guarnieri 25km from the centre of Rome. The farm house built on ancient Etruscan foundations, self-contained and set in an idyllic one acre garden with mature umbrella pine trees and an orchard. Comfortable accommodation for 2-5 person.  …see more

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Pricing unknown

27

Italy holiday villa rental

Province of Siena / Montepulciano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
Villa Ardene provides its guests with high level services in a magical, peaceful and unforgettable atmosphere. All the suites and apartments are equipped with whirlpool bath, air conditioning, satellite TV, internet connection.The interior space in “arte p  …see more

from £575 / night

£4023 - £6645 / week

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from £575 / night

(2) Excellent 

43

Italy holiday home rental

Province of Siena / Radicondoli

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Child friendly
Three double rooms for six persons, a large living room a big kithen is the perfect home in Tuscany for groups of friends or family.  …see more

from £170 / night

£1068 / week

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from £170 / night

(2) Excellent 

20

Apartment rental in Italy with swimming pool

Province of Pisa / San Dalmazio

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
The guests can avail of one bedroom to sleep two with an en-suite bathroom, very large and equipped with all modern comforts, with an independent entrance and a large green area in front and an apartment on two levels, of 80 square meters, composed of a large living are  …see more

from £102 / night

£695 / week

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from £102 / night

(3) Excellent 

27

Holiday apartment in Italy

City of Venice / Mestre

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 40 km
  • Child friendly
  • Car not necessary
Safe and quite place, 700 meters from train station to Venice with trains every half hour all day until midnight. Trains arrive in Venice in 20 minutes!! Near Treviso too, you can easily reach also Padova, Verona, Vicenza, and Dolomites.  …see more

from £43 / night

£297 / week

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from £43 / night

(9) Excellent 

12

Holiday apartment in Italy

Province of Perugia / Perugia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
“Luxurious and evocative apartment” This huge beautiful apartment was a wonderful, comfortable home during our visit in Perugia. The furnishings and decoration are full of character and beauty. The details of Loriana's renovation are fantastic becau  …see more

from £94 / night

£551 - £636 / week

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from £94 / night

(2) Very Good 

36

Italy holiday castle rental

Province of Florence / Castelfiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“A beautiful journey back in time.” Villa Cabbiavoli is a wonderful place. The views over the Tuscan hills are amazing. It breaths the history of Italian gentry. We were treated like family guests by the the staff who are extremely helpful and friendly  …see more

from £945 / night

£6611 - £9492 / week

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from £945 / night

(2) Very Good 

12

Lazio holiday apartment rental

Vatican City / Vaticano

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 35 km
  • Child friendly
  • Car not necessary
“We are looking forward to our return vacation to Rome.” Our family enjoyed our stay in Rome. The apartment was clean. I enjoyed breakfast on the balcony. My two children played chase on the balcony while the adults planned the next day. The metro  …see more

from £68 / night

£407 - £1162 / week

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from £68 / night

(12) Excellent 

23

Italy holiday villa rental

Syracuse / Fontane Bianche

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly
Recently restored the villa has been transformed into an elegant and comfortable holiday house, nestled in the greenery of its garden and little corners of paradise to enjoy a cool morning awakening, or admire a beautiful and spectacular sunset.<br />Wonderful vil  …see more

from £519 / night

£3628 - £7628 / week

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from £519 / night

(3) Excellent 

20

Holiday farmhouse with shared pool in Tuscany

Province of Pisa / Pomarance

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 35 km
  • Swimming pool
  • Child friendly
Organic Farm, apartment, horse trekking, green hills and splendid countryside, Pool, River, breakfast, little restaurant...  …see more

from £68 / night

£467 - £611 / week

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from £68 / night

(3) Excellent 

11

Apartment rental in Italy with swimming pool

Province of Pisa / San Dalmazio

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
The apartment has an independent entrance which faces onto a large field , lush vegetation surrounds the entire property of over 11,000 square meters, guaranteeing tranquillity and privacy.Agriturismo Segarelli uses a geothermal energy as heating (Green energy).  …see more

from £60 / night

£407 / week

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from £60 / night

(1) Very Good 

18

Farmhouse rental in Italy with shared pool

Province of Siena / Monteriggioni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

from £68 / night

£367 - £742 / week

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from £68 / night

(1) Excellent 

19

Italy holiday apartment rental

Vatican City / Vaticano

8 22 Min stay varies

  • 8 bedrooms
  • Sleeps 22
  • Min stay varies
  • Nearest beach 35 km
  • Child friendly
  • Car not necessary
You will have a huge space outdoor and indoor, this is a unique solution you can join Romantic and Aurelio by internall door and Panoramic is just on up floor. you will have more than one floor of building for your group.  …see more

from £255 / night

£1695 - £3746 / week

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from £255 / night

(17) Very Good 

24

Holiday apartment in Puglia

Province of Lecce / Lecce

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly
“Fantastic apartment in Lecce” We stayed in this apartment in Lecce in August 2012. The apartment is n a fantastic location only a couple of minutes from the centre of Lecce inside the Old City Walls. You cannot park inside the City, but you can park  …see more

from £60 / night

£382 - £653 / week

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from £60 / night

10

Apartment letting in Italy with swimming pool

Province of Pisa / San Dalmazio

3 3 1 night min

  • 3 bedrooms
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
The apartment has an independent entrance which faces onto a large field , lush vegetation surrounds the entire property of over 11,000 square meters, guaranteeing tranquillity and privacy. Agriturismo Segarelli uses a geothermal energy as heating (Green energy). So yo  …see more

from £77 / night

£517 / week

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from £77 / night

(3) Excellent 

14

Italy holiday apartment rental

Vatican City / Vaticano

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 35 km
  • Child friendly
  • Car not necessary
“The best place to stay in Rome!” Eight of us spent six wonderful days at this apartment. The apartment is spacious and has great beds. Everything lived up to our expectations and their hospitality, including breakfast items, was appreciated. Afforda  …see more

from £145 / night

£865 - £1656 / week

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from £145 / night