Vacation homes - vacation rentals

Close

View larger map

Also consider

Apartments Tuscany
23,912 properties
Villas Sicily
14,955 properties
Lazio
11,046 properties
Villas Puglia
8,746 properties
Campania
6,810 properties
Villas Sardinia
6,242 properties
Apartments Lombardy
6,185 properties
Apartments Veneto
4,165 properties
Apartments Umbria
3,549 properties
Villas Liguria
2,690 properties
Apartments Piedmont
2,389 properties
Holiday homes Marche
1,896 properties
Emilia-Romagna
1,783 properties
Apartments Calabria
1,624 properties
Villas Abruzzo
1,127 properties
Trentino-Alto Adige
1,033 properties
Friuli Venezia Giulia
653 properties
Basilicata
561 properties
Valle d'Aosta
425 properties
Molise
154 properties

Italy

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

19,485 Vacation rentals

Filters applied: Cycling trips

(12) Excellent 

34

Vacation apartment rental

Lake Como / Menaggio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
In the heart of the beautiful Menaggio, Charming tastefully decorated apartment overlooking the main 'Piazza', comfortable living room with its ancient fire place, balcony and lovely lake view...full equipped kitchen, 2 bedrooms (possibility to place a 5th bed), bathroo …see more

from $113 / night

$687 - $1,560 / week

Book View

from $113 / night

(13) Very Good 

28

Italy Vacation apartment rental

Province of Verona / Lazise

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Quiet and peaceful apartment in a privately owned complex of only 10 units, a few minutes walking from the historic medieval center of Lazise and the lake. Our apartment has easy access to all amenities , including the local market for bargain hunting, and many exce …see more

from $110 / night

$662 - $1,747 / week

Book View

Responds fast!
avg. 1 hour 0 minutes

from $110 / night

(15) Excellent 

27

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 $254 / night

$1,410 - $2,468 / week

Book View

Responds fast!
avg. 48 minutes

from $254 / night

4

Vacation home in Veneto

Sant'Ambrogio di Valpolicella / San Giorgio di Valpolicella

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
Porta della Torre Bed & Breakfast is a traditional stone house, recently restored, in the hamlet of San Giorgio di Valpolicella (Ingannapoltron) on the hills of Valpolicella, an ancient village which is part of the most beautiful villages in Italy. Wood, stone, iron are …see more

from $100 / night

$699 / week

Book View

from $100 / night

8

Italy Vacation townhouse rental

Italian Riviera / Riva Ligure

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Apartment 100 m2 Ligurian. on 2 floors to 20 mt. from the sea, renovated in June 2015 with kitchenette, large living room, large bedroom, bedroom, bathroom, laundry and storage room. The apartment is located in a characteristic Ligurian House of 1800 with vaulted ceili …see more

from $150 / night

$624 - $1,148 / week

Book View

Responds fast!
avg. 3 hours 11 minutes

from $150 / night

(4) Excellent 

49

Manor house rental in Italy

Province of Pavia / Travaco Siccomario

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Cascina Sacchi is located south of the city of Pavia in Lombardy, in Ticino Park, in an area called "Siccomario", from the Latin name that it signified the dissected swamp and parched ( "siccum-sea") created by ' meeting between the Ticino and Po rivers and their delta. …see more

from $113 / night

$475 - $569 / week

Book View

from $113 / night

(5) Very Good 

14

Italy ski apartment to rent.

Valle d'Aosta / Champoluc

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ski
  • Child friendly
The apartment is on the fourth floor of a condo (no elevator) and has a living room, a kitchen, two bedrooms, one bathroom, and a small balcony. Private garage space for one car and ski equipment storage is available in the back courtyard. The living room has a dining t …see more

from $138 / night

$749 - $1,049 / week

Book View

from $138 / night

23

Apartment rental in Italy

Province of Perugia / Umbertide

2 9 1 night min

  • 2 bedrooms
  • Sleeps 9
  • 1 night min
  • Child friendly
  • Pet friendly
Rent a real quiet corner? A real experience of welcome and hospitality? Only one place ... Antico Casale di Umbertide! L 'Antico Casale of Umbertide is a stone farmhouse end 700, with 6 nice apartments, in the heart dell' Umbria, surrounded by a five-hectare park, a mea …see more

from $113 / night

$437 - $961 / week

Book View

Responds fast!
avg. 3 hours 4 minutes

from $113 / night

(2) Excellent 

9

Italy Vacation gite rental

Province of Como / Ponna

2 12 2 nights min

  • 2 bedrooms
  • Sleeps 12
  • 2 nights min
  • Child friendly
  • Pet friendly
On the road from Ponna it leads to Boffalora, surrounded by green pastures, and beech trees, lies the Alp of Ponna, municipal property. The building used for tourist accommodation offers the chance to live a unique experience in contact with nature, wildlife and livesto …see more

from $63 / night

$250 / week

Book View

from $63 / night

4

Sardinia Vacation farmhouse rental

Castelsardo / Lu Bagnu

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Ask about pets
Home for the holidays ' Stella Maris ' offers a comfortable stay to all who love the sea, the Sun and tranquillity. The structure, which throughout its entirety overlooks the Gulf of Asinara, is located in Lu Bagnu, a small village of Castelsardo, which is about 3 km aw …see more

from $63 / night

$425 / week

Book View

from $63 / night

(5) Excellent 

12

Vacation b&b in Italy

Province of Latina / Norma

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
the reservation the walk is located under-LT near Ninfa gardens and close to the archaeological site of Norba. Recently renovated structure, warm and welcoming environment. The owners are very hospitable people and the sensation is that of being in a family environment. …see more

from $75 / night

$524 / week

Book View

from $75 / night

(31) Excellent 

20

Vacation apartment with shared pool in Italy

Province of Brescia / Moniga del Garda

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool
A stylish and contemporary three bedroom luxury apartment located on a private and intimate complex of just nine units, with a lovely shared swimming pool and just a few minutes walk from the centre of Moniga del Garda. This lovely Lake Garda apartment benefits from a 3 …see more

from $140 / night

$986 - $2,490 / week

Book View

Responds fast!
avg. 1 hour 56 minutes

from $140 / night

(2) Excellent 

18

Italy Vacation apartment rental

Province of Asti / Moncalvo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Back in the 16th century La Famulenta was a monastery of Jesuit monks. Agriculture was their main activity and their produce fed the surrounding localities of Moncalvo, Grana, Casorzo and Grazzano Badoglio. These villages sit on the rolling hills that are called the Mon …see more

from $88 / night

$500 / week

Book View

from $88 / 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 $94 / night

$612 / week

Book View

from $94 / night

(26) Excellent 

33

Vacation villa with swimming pool in Tuscany

Province of Arezzo / Poppi

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
Five bedrooms, 4 double bedrooms and one bedroom with two single beds, 3 full bathrooms each with a shower. Large living room with stereo, CD, SAT TV and a large fireplace. Many outdoor eating areas - overlooking the castle, overlooking the pool and overlooking the su …see more

from $250 / night

$1,248 - $3,494 / week

Inquire View

from $250 / night

(8) Excellent 

26

Vacation apartment in Italy

Province of Carbonia-Iglesias / Buggerru

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
In the small town of Buggerru, south-west coast of Sardinia, there is the lovely apartment on the sea, with its own entrance, consists of a large veranda with sea view, kitchen, 2 bedrooms, living room, kitchen and bathroom. Equipped with all the comforts (washing machi …see more

from $63 / night

$418 - $1,073 / week

Book View

from $63 / night

(22) Very Good 

26

Townhouse rental in Calabria with shared pool

Province of Vibo Valentia / Briatico

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Swimming pool
” Villa Paglianiti Holiday Homes” è una delle migliori mete per chi vuole assaporare la quiete e vivere a pochi passi dalla movida della città di TROPEA,( meta di turisti provenienti da ogni parte del mondo) e PIZZO, costruita a strapiombo sul mare con la sua antica cit …see more

from $75 / night

$375 - $1,747 / week

Book View

from $75 / night

18

Vacation b&b rental

Province of Teramo / Notaresco

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
The B&B Luludaki is located atop one of the hills that degrade towards the Adriatic Sea. It is part of a recently restored farmhouse, whose main features are the tranquility and silence. The cool evening Hill climate offers a pleasant refreshment in hot summer. The view …see more

from $88 / night

$612 / week

Book View

from $88 / night

(1) Excellent 

15

Vacation guest house in Italy

Fasano / Montalbano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
Beautiful and relaxing truly magical place, easy to reach and located in a strategic position, near the crossing of the SP9 and SP5, main roads Cisternino 5Km, 13Km to Fasano and Ostuni, beaches and sea 8km, Castellana Grotte Alberobello at 25Km. The house is located at …see more

from $163 / night

$1,061 / week

Book View

from $163 / night

9

Vacation villa 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
  • Pet friendly
On the Costa Paradiso these natural elements are uniquely special. 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 …see more

from $62 / night

$425 - $1,460 / week

Inquire View

from $62 / night

13

Apartment rental in Italy

Nago-Torbole / Torbole

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Gli appartamenti Villa Adriana sono situati in una zona tranquilla, a poca distanza dal lago e dal centro storico del paese. Di recente costruzione, sono dotati di ogni comfort, ascensore, giardino, parcheggio, barbecue, cassetta di sicurezza, deposito bici e surf. Imme …see more

from $170 / night

$1,186 - $1,573 / week

Book View

from $170 / night

5

Calabria ski chalet rental

Province of Cosenza / San Giovanni in Fiore

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Immersed in a park of pine trees in the heart of the National Park, we rent weekly nice chalet in silane style. Ideal place for a relaxing nature of wine tourism, sports (trekking, mountain bike, enduro, etc.). Sila is UNESCO Biosphere Resource. …see more

from $54 / night

$375 / week

Book View

from $54 / night

14

Vacation apartment in Italy

Province of Fermo / Montefortino

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 48 mi
  • Child friendly
  • Ask about pets
Independent apartment on two floors in the town of Montefortino, composed of three comfortable bedrooms, living room, kitchen with fireplace and service. The House has retained its original, furnished with simplicity but respecting tradition. One of the most picturesq …see more

from $106 / night

$531 / week

Book View

from $106 / night

(5) Excellent 

28

Abruzzo Vacation villa rental

Province of Pescara / Moscufo

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 11 mi
  • Swimming pool
Lovingly restored and built by a local architect and artisans, the Villa has many original features typical of the region whilst at the same time every effort has been made to provide all modern home comforts with the added advantage of both air conditioning and central …see more

from $242 / night

$1,692 - $2,538 / week

Inquire View

from $242 / night

(2) Excellent 

24

Vacation b&b in Italy

Province of Verona / Rivoli Veronese

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
Location Our hotel offers our guests a comfortable and relaxing environment decorated with natural colors and eye for detail. It 'the perfect place for families on the go, for a romantic vacation, and for those who wish to spend some' time in an unspoiled natural enviro …see more

from $70 / night

$490 / week

Book View

from $70 / night

16

Vacation b&b in Italy

Province of Parma / Neviano degli Arduini

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Private garden
A romantic escape in the appennino Tosco Emiliano beauties, away from the hustle and bustle of everyday life. Designed to relax and enjoy the serenity of life in the hills, immersed in nature but close enough to the most important historical, artistic centers and North …see more

from $44 / night

$262 - $2,621 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

from $44 / night

8

Vacation apartment in Italy

Province of Alessandria / Ponzone

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 60 mi
  • Child friendly
  • Ask about pets
Ground floor apartment, sunny, with private entrance. Complete furnished, sleeps 4, consists of a double bedroom with a large balcony, a dinner room with sofa bed, satellite TV (with channels Eurosat German and Italian), internet access, kitchen with stove, dishwashe …see more

from $63 / night

$375 / week

Book View

Responds fast!
avg. 44 minutes

from $63 / night

(3) Excellent 

9

Italy Vacation farmhouse rental

Province of Campobasso / San Giuliano del Sannio

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Ask about children
  • Pet friendly
  • Private garden
Difenza Chapel and 'a comfortable stone cottage nestled in the woods. On two levels, the house is ideal for a family of 4 or a couple and is composed on the ground floor: - A large living room with kitchenette, fireplace and dining area. The exterior is a huge natural …see more

from $75 / night

$437 / week

Book View

from $75 / night

(3) Excellent 

20

Vacation apartment in Italy

Province of Cuneo / Diano d'Alba

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 90 mi
  • Child friendly
  • Ask about pets
The rooftop apartment of Emilio and Cristina is located in a typical farmstead of the Langhe in 5 minutes from Alba, immersed in tranquility and the greenery of vineyards and hazelnut trees: renovated and fully furnished with a mix of ancient and modern, featuring a pri …see more

from $94 / night

$562 / week

Book View

from $94 / night

14

Friuli Venezia Giulia Vacation b&b rental

Province of Udine / Corno di Rosazzo

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 42 mi
  • Child friendly
Charming manor house late '700 situated at the foot of the eastern hills elegantly furnished and surrounded by a beautiful park. Ideal for exploring the surrounding area - the famous Collio - where they produce some of the best be tasted Italian wines in the countless w …see more

from $225 / night

$1,573 / week

Book View

from $225 / night

(13) Very Good 

27

Vacation penthouse in Italy

Province of Sassari / Alghero

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Located in a modern Apartment Block approx 800 metres from a superb sandy beach. Close to all amenities and 20 minute walk from the beautiful historical old town which is steeped in history. Huge choice of restaurants and shopping. Massive country market every week whic …see more

from $90 / night

$624 - $1,123 / week

Book View

Responds fast!
avg. 3 hours 3 minutes

from $90 / night

21

Umbria Vacation home rental

Orvieto / Ciconia

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 80 mi
  • Child friendly
  • Pet friendly
Villa Fiore is a typical country house at about 8 km from the center of Orvieto. The property consists of a large presence of private land with olive trees and vines where you will find the main building: a country house on several levels with mezzanine floor intended f …see more

from $119 / night

$936 - $1,810 / week

Book View

Responds fast!
avg. 48 minutes

from $119 / night

(3) Excellent 

31

Vacation chateau in Italy

Province of Udine / Strassoldo

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 18 mi
  • Child friendly
CASA RAMBALDO (90 sqm - 1 floor + loft - sleeps 4 people) This lovely medieval stone holiday home distributed on one floor plus a mezzanine is part of the Castle of Strassoldo di Sopra. It preserves the magic atmosphere of the past and has a private gard …see more

from $163 / night

$936 - $1,061 / week

Book View

from $163 / night

(25) 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 $188 / night

$749 - $1,248 / week

Book View

from $188 / night

(2) Excellent 

17

Vacation apartment rental

Province of Novara / Miasino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Villa Allegra is a large stone building, located on the hill above Orta peninsula, a few hundreds meters from the old village of Miasino Built around 1885 by Salaroli Marquis who lived in the nearby Castle of Miasino, the Todor-style building was used as stable of …see more

from $94 / night

$655 / week

Book View

from $94 / night

11

B&b rental in Emilia-Romagna

Monte San Pietro / Calderino

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Ask about pets
  • Private garden
Oggetto: Our B&B is a lovely house on the typical Our B&B is a lovely house on the typical italian hills among very old atlantic cedars.Is recovery of the building allowed to maintain the typical mix of brick blocks, concrete and wood and successfully combine them wit …see more

from $94 / night

$655 / week

Book View

Responds fast!
avg. 3 hours 16 minutes

from $94 / night

(4) Excellent 

24

Vacation farmhouse in Italy

Province of Salerno / Ceraso

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Natura, relax, mare, buon cibo e storia sono le parole che esprimono lo spirito del luogo. Il casale Solearancio è un tipico esempio cilentano di casa colonica inizialmente destinata ad uso agricolo e recentemente restaurata nel pieno rispetto della struttura originaria …see more

from $63 / night

$624 / week

Book View

from $63 / night

(1) Excellent 

10

Vacation apartment in Italy

Province of Trento / Cavalese

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
Benvenuti a LE PLEJADI della Famiglia Vinante a Cavalese. Le Plejadi è costituito da due villette con varie tipologie di appartamenti ognuno con ingresso indipendente, adatti a tutte le esigenze: coppie, famiglie con bambini, anziani, diversamente abili, gruppi. In …see more

from $75 / night

$512 - $1,061 / week

Book View

from $75 / night

(6) Excellent 

40

Vacation hotel apartment with swimming pool in Italy

Province of Cuneo / Alba

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
The holiday home WELLNESS SUITE Na Canunà is located in Roddi, in the heart of the Langhe, Unesco heritage, rich in history, wines, excellent cuisine and wonderful landscapes. Our property, surrounded by nature and offers a wonderful view over the gentle hills rich in p …see more

from $300 / night

$2,097 - $2,621 / week

Book View

from $300 / night

(2) Very Good 

7

Vacation b&b with swimming pool in Lombardy

Province of Brescia / Adro

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Smart and cozy apartment with vaulted ceilings and rustic finishes, located in the heart of Franciacorta. separate entrance, bedroom with double bed and single; complete and functional kitchen with refrigerator, microwave, coffee maker, stove with hot plates, toaster, b …see more

from $50 / night

$350 / week

Book View

from $50 / night