Vacation homes - vacation rentals

Close

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

Filters applied: Walking trips

22,550 Vacation rentals

(35) Excellent 

77

Vacation villa in Tuscany

Province of Florence / Florence

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Car not necessary
The Perfect Florentine Retreat is composed by two apartments of about 45mq each, rentable together (for maximum 6 people) or separately. Garden apartment is composed by a bedroom with double bed, bathroom with shower, living room with kitchenette and sofà bed. This a …see more

from $131 / night

$848 - $2,557 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from $131 / night

12

Studio rental in Piedmont

Province of Verbano-Cusio-Ossola / Omegna

Studio 2 1 night min

  • Studio
  • sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
Charming little studio with private bathroom and small kitchen overlooking the garden and the lake. The garden is shared with the owner and the other 2 guests of the property. In the property live also 2 kind dogs. It is an indipendent space nestled in a private garden …see more

from $118 / night

$718 / week

Book View

from $118 / night

8

B&b rental in Italy

Province of Asti / Agliano Terme

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 100 mi
  • Child friendly
  • Pet friendly
Casa Ravazza is located in the middle of the vineyards of the Regione Dogliani. The core area of the UNESCO of world culture heritage "Nice Monferrato and Barbera" begins virtually at your doorstep. Nature, peace and good wine! The over 100-year-old wine grower's House …see more

from $144 / night

$705 / week

Book View

from $144 / night

(2) Very Good 

12

Villa rental in Veneto with swimming pool

Province of Rovigo / San Martino di Venezze

16 30 1 night min

  • 16 bedrooms
  • sleeps 30
  • 1 night min
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
Corte Carezzabella is a big "Court" in the heart of Veneto, just a few km from the main cities of art: Venice, Padua, Ferrara and Verona, and also near the seaside resorts of the Adriatic coast. The villa has 16 rooms of different size, all with private bathroom, air co …see more

from $1,826 / night

$11,608 / week

Book View

from $1,826 / night

(4) Excellent 

13

Italy Vacation apartment rental

Lake Como / Como

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Enjoy this exclusive apartment located in the center of the city. Magnificent hardwood floors, private balcony and all the amenities you would find in your home away - elevator, one bedroom, living room, kitchen and state of the art bathroom. With one bedroom, living ro …see more

from $172 / night

$974 - $1,775 / week

Book View

from $172 / night

(7) Excellent 

39

Vacation villa in Italy

Florence / Central Florence

5 10 1 night min

  • 5 bedrooms
  • sleeps 10
  • 1 night min
  • Nearest beach 98 mi
  • Swimming pool
  • Child friendly
This fabulous 5 Bedroom - 5 Bathroom Villa dates back to the XVIIIth century and lies on the hill of "Poggio Imperiale", one of the most exclusive residential areas of the city of Florence. Being only one mile away from Porta Romana square, a renowned "gate" into the …see more

from $564 / night

$4,186 - $6,722 / week

Book View

from $564 / night

30

Italy Vacation villa rental

Islands of Sicily / Ustica

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Villa Bosco is situated on top of a hill, behind a beautiful forest is a place of relaxation, peace, the Villa has a patio and a terrace with sea views, is ideal for lovers of the sea and the rest. The port is within easy walking distance, and the beaches are serviced b …see more

from $92 / night

$639 / week

Book View

from $92 / night

4

Ski townhouse to rent in Italy

Province of Cuneo / Chiusa di Pesio

1 3 1 night min

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

from $53 / night

$313 / week

Book View

from $53 / night

(7) Very Good 

27

Apartment rental in Italy with golf nearby

Italian Riviera / Rapallo

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Pet friendly
Romantic loft at a few steps from the sea in a residential quiet location consists of living area with fully equipped kitchen and sofa (bed), sleeping area with double bed, bathroom with jacuzzi and shower. Furnished with taste, air conditioning, free wi-fi connection, …see more

from $92 / night

$523 / week

Book View

from $92 / night

(4) Excellent 

45

Vacation villa rental

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • sleeps 16
  • 1 night min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano Val di Pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considered …see more

from $1,481 / night

$10,366 - $13,555 / week

Book View

from $1,481 / 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 $339 / night

$2,283 - $5,609 / week

Book View

from $339 / night

(5) Excellent 

47

Vacation villa rental

Province of Perugia / Tuoro sul Trasimeno

8 16 1 night min

  • 8 bedrooms
  • sleeps 16
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Set within 2.5 acres of private land, this magnificent 8 BR - 7 ½ BA Villa is nestled on top of a hill overlooking the wonderful Trasimeno Lake and is strategically located within a short distance from the lively town of Cortona as well as several other fabulous towns i …see more

from $815 / night

$5,701 / week

Book View

from $815 / night

(6) Very Good 

26

Vacation villa in Italy

Syracuse / Fontane Bianche

2 7 3 nights min

  • 2 bedrooms
  • sleeps 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
ALLOGGIO: Villa Mariolina : (100 m² + 60 m² verande), grande spazio Living (60 m² circa, con camino, biliardo,TV…), 2 camere (1 con aria condizionata), grande bagno con doppio lavabo, bidet e cabina doccia. Ci sono tutte le comodità (forno, lavatrice, lavas …see more

from $131 / night

$913 / week

Book View

from $131 / night

(16) Very Good 

Certificate of Excellence

41

Italy Vacation townhouse rental

Cagliari / Cagliari Centre

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Located in the historic district of Castello, in the former barracks San Carlo built in 1738 by the will of the viceroy, in honor of King Carlo Emanuele III of Savoy to host the "Dragoni di Sardegna department." It is located on the area above the Bastion Holy Cross, op …see more

Certificate of Excellence

from $79 / night

$522 - $822 / week

Book View

Responds fast!
avg. 3 hours 50 minutes

from $79 / night

(5) Excellent 

25

Vacation villa in Italy

Province of Teramo / Atri

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Modern, spacious villa, with magnificent, open views of the Gran Sasso and Maiella mountain ranges, close by, rolling hills, plus a distant view of the Adriatic sea. The accommodation is all on one level, with 3 large bedrooms, one of which has an en-suite bathroom, …see more

from $192 / night

$1,342 - $2,356 / week

Book View

from $192 / night

24

Vacation home in Italy

Province of Lecce / Specchia

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
In Salento, in the center of Specchia Preti, elected one of the most beautiful villages in Italy , in a characteristic position on the walls of the medieval village, one finds: "Specchia House", a dwelling cool and quiet with excellent views over the surrounding country …see more

from $85 / night

$594 / week

Book View

from $85 / night

(1) Excellent 

23

Vacation apartment with shared pool in Umbria

Umbertide / Pierantonio

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
Pantano As Santa Chiara is nestled in a valley, this unique situation means that although Pantano is on the top floor of the house, it has its own independent gated entrance at ground level leading onto a luxurious 40 square metre fenced private terrace. The vie …see more

from $130 / night

$904 / week

Book View

from $130 / night

(1) Excellent 

6

Vacation apartment rental

Castelnuovo del Garda / Ronchi

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
In the ancient village of Ronchi, apartment on the first floor of a newly renovated home. Just 300 meters from Gardaland and the Lido beach. Structure finely furnished in a modern style and attention to detail. The spacious and bright apartment has two bedrooms, a bathr …see more

from $157 / night

$913 / week

Book View

Responds fast!
avg. 3 hours 11 minutes

from $157 / night

(4) Very Good 

22

Vacation villa rental

Province of Latina / Norma

50 50 1 night min

  • 50 bedrooms
  • sleeps 50
  • 1 night min
  • Nearest beach 22 mi
  • Child friendly
  • Pet friendly
Hotel Villa del Cardinale is an exclusive hotel of Norma (LT) arose from the renovation of an old 19th century Seminary. The complex consists of 3 structures completely immersed in the peace and quiet of a park of 30,000 square meters, each arranged over 2 floors (with …see more

from $79 / night

$548 / week

Book View

from $79 / night

(1)  

27

Italy Vacation farmhouse rental

Magione / Sant'Arcangelo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Agriturismo in tiny village close to the most famous cities of art of both Tuscany and Umbria 2 Room, living room with divan beds, kitchenette corner, balcony, bathroom with shower, double bedroom and divan bed 50 mq. Country House - Trattoria Enoteca. In a sm …see more

from $63 / night

$434 / week

Book View

from $63 / night

(3) Very Good 

13

Vacation apartment in Italy

Lake Como / Bellagio

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Double bedroom, bathroom with shower, large living room, fully equipped kitchen with dishwasher, microwave, toaster and kettle. The apartment Gelsomino, new, large, clean, and bright It can accommodate up to 2 guests and is ideal for an exclusive vacation. In the cente …see more

from $170 / night

$913 / week

Book View

from $170 / night

(1) Excellent 

12

Italy Vacation b&b rental

Province of Cuneo / Savigliano

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
The B&B is a 800 villa surrounded by a large garden and nestled in the quiet countryside, consists of two bright and cosy rooms, furnished with classical furniture, with a private bathroom and wi-fi coverage. The breakfast area overlooks the Italian garden, with views …see more

from $83 / night

$522 - $659 / week

Book View

from $83 / night

(20) Very Good 

26

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 $143 / night

$996 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from $143 / 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 $46 / night

$326 - $509 / week

Book View

from $46 / night

(1) Excellent 

16

Vacation villa in Italy

Province of Terni / Terni

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Pet friendly
SMALL, COMFORTABLE VILLA IN OLIVE GROVE, ONE HOUR FROM ROME OR PERUGIA This was our house when we lived in Italy. It's located on an olive-grove covered hillside overlooking the Terni valley. The house is fully furnished, cozy and comfortable. It has two bedrooms and tw …see more

from $144 / night

$783 - $1,878 / week

Book View

from $144 / night

(1) Excellent 

16

Italy Vacation villa rental

Province of Piacenza / Vernasca

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 140 mi
Villa Rosanna, is a beautiful villa well situated on the hills of Emilia, in the medieval town of Vernasca. It has all the main facilities, plus witi and sat tv, it's host Rosanna, will do the utmost to make you feel at home, and her husband Gian Franco will supply the …see more

from $20 / night

$718 / week

Book View

Responds fast!
avg. 2 hours 25 minutes

from $20 / night

22

Home rental in Italy

Province of Ragusa / Scicli

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
Antica casa rurale in pietra,romantica,rilassante ristrutturata con tutti i conforts moderni nel 2013 lasciando l'antica originalità,posta in un antico e tranquillo borgo lontano dal traffico ma a solo 400 mt.dal centro barocco ed a pochi minuti di auto dalle dorate spi …see more

from $86 / night

$574 - $1,031 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from $86 / night

(1) Excellent 

12

Vacation apartment accommodation

Province of Lecce / Muro Leccese

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
Estate Saint Andrew is the name of a farm in the heart of Salento, in the countryside of Muro Leccese. In 1998 was given a sense of "current" to the structure of the old farmhouse, turning it back into business for the rural hospitality. The stall of the bovines, the sh …see more

from $124 / night

$868 / week

Book View

from $124 / night

(3) Excellent 

13

Vacation b&b in Italy

Province of Naples / Naples

3 3 2 nights min

  • 3 bedrooms
  • sleeps 3
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
It offers a room with private bathroom a kitchen for common use free WiFi in all rooms. The structure is located a few meters from the central station, the bus station and the Circumvesuviana station. The port of Naples is a 10 minute walk away and by underground you ca …see more

from $51 / night

$392 - $523 / week

Book View

from $51 / night

(4) Very Good 

Certificate of Excellence

11

Italy Vacation home rental

Iseo / Clusane sul Lago

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
spacious and quiet house, 50 meters from Lake Iseo. Excellent for families, couples and people looking for tranquility in the historic village of the country ★ 3 independent bedrooms each with its own bathroom; double and single beds. …see more

Certificate of Excellence

from $105 / night

$731 / week

Book View

Responds fast!
avg. 3 hours 43 minutes

from $105 / night

(3) Excellent 

17

Marche Vacation villa rental

Province of Macerata / Cingoli

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
Whether from the "Gin O'clock" secluded patio, the extensive alfresco dining terrace or the warm natural stone surround of the pool, this secluded property offers majestic views of rolling hills and hidden valleys. The villa benefits from all mod cons as well its own tr …see more

from $400 / night

$2,314 / week

Book View

from $400 / night

29

Villa rental in Italy with swimming pool

Province of Florence / San Godenzo

6 13 min stay varies

  • 6 bedrooms
  • sleeps 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
If you are a big family or a large group of friends, the ideal place to spend your holidays in full relax and confort is this elegant property with exclusive swimming pool and garden that can accommodate 12+1 people, composed by an independent Villa and a nice dependan …see more

from $587 / night

$4,043 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from $587 / night

(3) Good 

13

Vacation villa in Veneto

Province of Belluno / San Gregorio nelle Alpi

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights 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 $79 / night

$548 / week

Book View

from $79 / night

(12) Excellent 

45

Vacation villa with swimming pool in Italy

Province of Florence / Greve in Chianti

9 18 1 night min

  • 9 bedrooms
  • sleeps 18
  • 1 night min
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
*** Wedding conditions: listed at the bottom of this page *** Villa Benedetta is a beautiful historic residence that has been the beating heart of the Folonari family (a renowned name in the Italian wine panorama) for many years. Dating back to the early 1800s, the vi …see more

from $792 / night

$5,980 - $13,555 / week

Inquire View

from $792 / night

(1) Excellent 

12

Vacation apartment in Lombardy

Province of Milan / Cesano Boscone

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Ask about children
Brand new apartment, a good solution for anyone wanting to spend some time in Milan for work, study or just to relax and explore the city. The living area has a comfortable sofa-bed that sleeps up to 2 guests, tv-set, dining table and a fully equipped kitchenette (inclu …see more

from $40 / night

$274 / week

Book View

from $40 / night

(1) Very Good 

14

Italy Vacation villa rental

Italian Riviera / Albisola Superiore

4 11 7 nights min

  • 4 bedrooms
  • sleeps 11
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
Situated on a green hill only 2 kilometers away from Stella s. Giustina, village of Liguria's hinterland half way between Albisola and Sassello, the house, built on two floors in 1985 over the ruins of a traditional rustication, is surrounded by 2 hectares of private la …see more

from $131 / night

$913 / week

Book View

from $131 / night

(19) Very Good 

27

Apartment accommodation in Italy

Province of Syracuse / Syracuse

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
The apartment can accommodate up to 4 people and is air conditioned. The bedroom is equipped with a double bed, dresser, closet, safe, two comfortable armchair beds, TV. The kitchen includes brickwork kitchenette, refrigerator, table and chairs, dishes and utensils. The …see more

from $85 / night

$594 / week

Book View

Responds fast!
avg. 3 hours 13 minutes

from $85 / night

21

Vacation apartment rental

Province of Belluno / Belluno

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
N ° 1 80 metri quadrati situati in Appartamento mansarda con arredamento su misura in stile 'CORTINA'. UNA camera matrimoniale con 2 posti letto con armadio 4 ante, tv. Telefono, internet e como. UNA camera singola con 1 posto letto con armadio 4 ante, Teléfono e inte …see more

from $85 / night

$594 / week

Book View

from $85 / night

(14) Excellent 

20

Italy Vacation apartment rental

Lake Como / Argegno

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
CHECK WITH US FOR LAST MINUTE DEALS We've called it VILLA PANORAMICA for a reason!! Located on the top floor of a small, new house, built in the grounds of an 18th century villa, it is completely self contained and only minutes walk to the village. Everything here is …see more

from $157 / night

$1,096 - $1,996 / week

Book View

from $157 / 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 $66 / night

$457 - $979 / week

Book View

from $66 / night

Also consider