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910 Holiday homes in Isle of Wight

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  • Bembridge (85)
  • Bonchurch (17)
  • Brading (6)
  • Brighstone (17)
  • Brighstone Bay (4)
  • Brook, Isle of Wight (1)
  • Cowes (137)
  • Freshwater (48)
  • Godshill (9)
  • Gurnard, Isle of Wight (8)
  • Knighton, Isle of Wight (1)
  • Lake (1)
  • Luccombe (2)
  • Merstone (3)
  • Nettlestone (3)
  • Newchurch (8)
  • Newport, Isle of Wight (27)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Rookley (1)
  • Ryde (76)
  • Sandown (76)
  • Seaview Village (23)
  • Shanklin (73)
  • Shorwell (10)
  • St Helens, Isle of Wight (12)
  • Thorness Bay (7)
  • Totland (14)
  • Ventnor (139)
  • Whippingham (6)
  • Whitwell, Isle of Wight (10)
  • Wootton (17)
  • Yarmouth, Isle of Wight (67)

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910 Results  |  
14 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £115 /night

£800 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A pretty, classical detached victorian villa. Set in its own garden this large airy house has plenty of parking and makes a fantastic holiday destination. The house is located on a private road and although only minutes from the high street is quiet and secluded.  …see more

18 Photos

Bungalow | 4 Bedrooms | sleeps 7

Excellent 5/5 

2 Nights min stay

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from £50 /night

£350 - £960 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Spacious 4 bedroom residential bungalow with parking & sunny gardens, 2 mins walk from the main sandy beach and shops. Ideally situated for families at any time, and equipped as a family home. Satellite Freeview TV & DVD player. Open the door and unwind!! Sudbury can accommodate up to 5 adults and 2 children/teenagers, plus room for travel cots in 2 bedrooms.  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £47 /night

£325 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cool seaside apartment with stunning sea views and huge south-facing roof terrace. Fantastic quiet but central location, very close to beach + town. Private parking. Ideally suited for couples - perfect for a romantic break. Perfect for summer and winter getaways.  …see more

Featured properties

8 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

1 night min stay

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from £93 /night

£650 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children over
  • Car not necessary
  • No pets allowed
  • Private garden
Four bedroom house sleeping ten seconds from the marinas and High Street with sea views.  …see more

8 Photos

House | 3 Bedrooms | sleeps 10

1 night min stay

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from £86 /night

£600 - £950 / week

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Key info:

  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
4 Storey town house in Old Cowes with stunning sea views. Sleeping up to 10 (6 - 8 Preferably) in three bedrooms with one bathroom and one shower room. Huge flat roof terrace with sea views, BBQ and seating.  …see more

24 Photos

House | 7 Bedrooms | sleeps 17

Very Good 4/5 

1 night min stay

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from £136 /night

£950 - £11000 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Gracious, detached, 7 bedroom property in it's own grounds. All amenities including WIFI and music system. Lovely, large gardens with BBQ, dining area, parking for 10 plus cars and patio areas. Perfect for families, corporate guests and careful crews. Prices October, November and Dec (not Christmas, New Year or Half Terms) from £500 a weekend/£700 a week.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £79 /night

£550 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Huge rooms & great views as well as extensive decked area near the Royal Yacht Squadron. Ideal for corporate,boat owners or for families wanting loads of space. With a classic AGA in the huge kitchen. Unusually for this part of Cowes there is also parking.  …see more

13 Photos

House | 4 Bedrooms | sleeps 10

Very Good 4.5/5 

1 night min stay

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from £136 /night

£950 - £1100 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Wonderful, high ceilings, classic, Grade II listed Victorian house in the centre of old Cowes. Full of period features. Dining for 10 also sleeps up to 10. Sea views. A stone's throw from the water. This house has it all.  …see more

17 Photos

House | 5 Bedrooms | sleeps 12

Excellent 5/5 

1 night min stay

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from £2 /night

£10 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Situated in the popular York St in central Cowes. Perfect family holiday home or regatta rental. Flexible accommodation with annexe. Newly decorated and furnished with pretty garden.  …see more

15 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £136 /night

£950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Ideal for sailing accommodation of vacations, this charming property is in a quiet mews development and has the added benefit of a garage  …see more

8 Photos

House | 4 Bedrooms | sleeps 7

Very Good 4.5/5 

1 night min stay

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from £72 /night

£500 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
Four bedroom semi-detached town house in Old Cowes near to the Yacht Squadron with sea views and unusually for Old Cowes parking.  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

1 night min stay

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from £136 /night

£950 - £1400 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Stunning Waterfront House Sleeping Ten Guests In Five Bedrooms With Magnificent Terrace Overlooking The Solent Modern comforts include: wi-fi, DVD player, Cable TV, dishwashers and a microwave.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4.5/5 

1 night min stay

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from £68 /night

£475 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Luxury, seafront apartment sleeping two. Fabulous sea views, private parking, lift to all floors, secure entry system. Walking distance from Cowes High Street and the main marinas. Perfect holiday rental. All mod cons and fittings.  …see more

12 Photos

House | 4 Bedrooms | sleeps 9

Excellent 5/5 

1 night min stay

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from £93 /night

£650 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Situated in the popular Beckford Road in central Cowes. Seconds walk from the High Street with it's large choice of pubs, restaurants and shops. Perfect family holiday home or regatta rental. Newly renovated/decorated (April 2011) and furnished with pretty garden. Situated in the popular Beckford Road in central Cowes. seconds walk from the marina and Shops.  …see more

14 Photos

House | 4 Bedrooms | sleeps 7

Very Good 4/5 

1 night min stay

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from £79 /night

£550 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Attractive four bed modern home close to all amenities with four bedrooms and two bathrooms  …see more

18 Photos

Cottage | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

2 Nights min stay

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from £42 /night

£290 - £675 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
A very stylish, comfortable period cottage right in the heart of Yarmouth, walking distance from the ferry and all the town has to offer. A place to unwind and enjoy the Isle of Wight. Recently refurbished for total comfort, a home from home; family trips or perfect for a romantic mini break.  …see more

24 Photos

Bungalow | 3 Bedrooms | sleeps 7

Very Good 4/5 

Short stays welcome

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from £53 /night

£365 - £625 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Peaceful detached bungalow set in own secluded, attractive garden with sea views, two minutes' walk from the beach with rockpools, seaside restaurants and pier cafe. Sleeps 5/7. Close to water sports/land/environmental activities based nearby. kayaking at sunset, surfing, coasteering, stand up paddle board, fossil hunting, orienteering, power kiting  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £93 /night

£650 - £1290 / week

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Late Deal: save up to £139

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Charming cottage in peaceful surroundings with gardens leading down to Wootton Creek. It has a delightful chalet with a private pontoon and slipway on to the Creek. Two double bedrooms with en suites and the main room all leading out to the deck with lovely views Kipper Cottage has a nautical flavour as different boats - both sailing and motor - regularly sail past the  …see more

7 Photos

Bungalow | 4 Bedrooms | sleeps 8

Short stays welcome

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from £99 /night

£688 - £1589 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
A beautiful, quiet self-catering cottage over one level in the stunning village of St Lawrence near Ventnor. Sleeping 8 and with all the mod cons such as wi-fi broadband and Sky TV, this is the perfect location for a wonderful, quiet family holiday.  …see more

4 Photos

Boathouse | 1 Bedroom | sleeps 1

1 night min stay

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from £16 /night

£106 - £10600000 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Not really a boathouse, more of a boat.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £122 /night

£848 - £1272 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car advised
  • No pets allowed
30PS is the ideal place for a break with family or friends on the Isle of Wight, located just a stone's throw of the stunning Ventnor sea front, and within easy reach of the islands award winning beaches, leading attractions, breathtaking cycle tracks and much more.  …see more

17 Photos

Hotel apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £122 /night

£848 - £1272 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
The Stables has a calm, modern environment, which still offers the luxury of the Hillside Hotel and its services. The Stables has its own entrance - backed by St. Boniface down and the holm oak forrest which provide a perfect setting for this qauint yet stylish retreat.  …see more

10 Photos

House | 6 Bedrooms | sleeps 12

Very Good 4/5 

Short stays welcome

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from £93 /night

£645 - £2495 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
• 4 Double rooms, 1 x en suite • 2 twin rooms • 1 downstairs double room • 2 bathrooms upstairs, i shower room downstairs • study/quiet room • panoramic sea views • access to private beach • extensive gardens • ample parking • balcony • Stair Lift PLEASE SEE MAIN DESCRIPTION ABOVE FOR VISITOR RECOMMENDATIONS.  …see more

7 Photos

Caravan/Mobile Home | 2 Bedrooms | sleeps 6

Short stays welcome

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from £32 /night

£218 - £371 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
..  …see more

12 Photos

Cottage | 4 Bedrooms | sleeps 8

Short stays welcome

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from £63 /night

£440 - £870 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
Charming 4 bed character cottage found in Cowes, Isle of Wight. Ideal for families, groups, crew, business travellers or contractors. Seconds away from the Sailing Marina, harbour, town and within walking distance of the ferries.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £50 /night

£350 - £925 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Beach Home Ventnor is an ideal British holiday location sleeping up to 5 people in a tranquil setting. It offers spectacular, panoramic views of the beach, Ventnor Bay, the cliff tops and far out to sea, with the beach 1 minute from the end of the garden.  …see more

7 Photos

House | 4 Bedrooms | sleeps 11

Short stays welcome

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from £63 /night

£435 - £954 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
Ideally situated 4 bedroom house in Cowes, Isle of Wight. Minutes from the beach and Cowes Marina.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £45 /night

£313 - £371 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
A two bed ground floor apartment located in St Helens, close to Bembridge Harbour, St Helens Duver and Brading RSPB reserve. The apartment sleeps up to 6 people with 1 double bedroom, 1 bunk bed room, 1 family bathroom, large living room, front garden and large lounge.  …see more

5 Photos

Barn | 3 Bedrooms | sleeps 11

7 Nights min stay

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from £84 /night

£583 - £1060 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden
Niton barns are luxury converted barnes set within the picturesque countryside village of Niton on the Isle of Wight. Hoys Barn holds two double rooms with en-suite and a twin room, with a further twin bedroom sleeping unto 11 in total.  …see more

6 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £60 /night

£419 - £795 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
...  …see more

14 Photos

House | 5 Bedrooms | sleeps 10

Short stays welcome

Add to shortlist

from £167 /night

£1166 - £1999 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden
Hydehill house offers stunning views over countryside, whilst being within walking distance of the sea. The house has 5 bedrooms (3 en suite), spacious kitchen, living room and dining room. Includes luxury sauna, solarium, conservatory and balcony with seating area.  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £71 /night

£495 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
The house is very close the golf course. And only a 2 minute drive to Sandown beaches. We aim to provide our guests with a high standard of accommodation together with all the comforts of home, including WiFi. And 3 sky boxes throughout the house. The house also offers a perfect location for a traditional seaside holiday.  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

4 Nights min stay

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from £82 /night

£568 - £570 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Craiglea is a peaceful, self-catering holiday cottage on the Isle of Wight sleeping up to six adults. Centrally located in Totland Bay, on the West coast of the Isle of Wight, our holiday accommodation is just 5 minutes’ walk from the beach. Great for couples, families and groups. Your favourite pet too. Wifi, Wii, lots of games & flat satellite TV  …see more

24 Photos

House | 8 Bedrooms | sleeps 20

Very Good 4.5/5 

2 Nights min stay

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from £250 /night

£1750 - £3600 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Spacious 8 bedroom house ,With new hot tub , 6 en-suite bedrooms, gym, and large wet room. close to shanklin old village and 5 minutes to the local beach. off road private parking for up to 10 cars.Perfect for families and friends wanting to holiday together. 8 Bedroom house, Perfect for large families or groups.Sleeps 20+ 2 cots New just fitted * HOT TUB* seats 7  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £53 /night

£366 - £535 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • No pets allowed
  • Private garden
A tranquil setting amongst the woods ideal for couples or families. Ideal location close to bike routes, public transport and ferries with some super walks.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £66 /night

£460 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
A stunningly presented two bedroom apartment in the heart of Cowes. Seconds from the marinas. Two bedrooms both with 'zip and link' beds sleeping 4 with the addition of a huge sofa bed in the lounge if required. Modern and bright. WIFI and all mod cons.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £52 /night

£363 - £595 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car essential
  • No pets allowed
Located in a converted Victorian mansion on the edge of the town directly opposite the delightful Ventnor Park. From here one can walk along the cliff tops to Ventnor beach. Visit the Ventnor Botanic Gardens and the Victorian village of Bonchurch.  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £48 /night

£335 - £490 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Verbena is a terraced, stone cottage built in 1862 located in an elevated position in Upper Bonchurch, affording extensive sea views.  …see more

17 Photos

Chalet | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £72 /night

£500 - £1100 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A beautiful beach house on waters edge with own garden* Safe swimming, crabing and boating straight from the garden* Close to excellent restaurant 5 minutes walk away Own off street parking Separate utility space  …see more

9 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £36 /night

£249 - £425 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Just a short stroll from the sea, this impressive five bedroom holiday cottage in Ryde sleeps up to ten people.  …see more

14 Photos

B&B | 8 Bedrooms | sleeps 16

Excellent 5/5 

1 night min stay

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from £26 /night

£179 - £713 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
We are just across the road from Sandown's 6 miles of glorious sandy beach and the Pier. For those taking breakfast we offer it anytime of the day in our restaurant opposite, you can take that well desrved lie in.  …see more

8 Photos

House | 1 Bedroom | sleeps 4

7 Nights min stay

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from £56 /night

£387 / week

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Key info:

  • Not suitable for children
  • No pets allowed
These delightful former farm buildings, set in 100 acres of livestock farm close to the owner's home, have been converted and equipped to provide good sized holiday accommodation with the disabled in mind, with a riser recliner chair in each property. One of the isla...  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £45 /night

£309 - £812 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A first floor apartment, sleeps 4. Sea views towards Sandown Bay. South facing, enclosed courtyard garden. A short walk to the beach and seafront. Off-road parking for 2 cars.  …see more

10 Photos

House | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £47 /night

£329 - £943 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
A charming property nestled in Cowes Old Town. A charming 2 bedroom house, sleeping 5. Courtyard complete with furniture and barbecue. Furnished to a high standard throughout. Centrally located- short walk to the town centre and beach.  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

3 Nights min stay

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from £114 /night

£795 - £2302 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
The Bouldnor is a stunning five bedroom house set in an ideal position for the nearby town of Yarmouth and boasts spectacular sea views across the Solent and over to the mainland.Internally The Bouldnor is situated over three floors. The pr  …see more

13 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £45 /night

£309 - £1037 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautifully appointed, traditional stone cottage offers stunning sea views from all living areas/bedrooms. This charming cottage, one of a row, offers comfortable and tastefully decorated holiday accommodation. In an elevated position set back from the Shanklin ...  …see more

10 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £50 /night

£346 - £1050 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Just 50 yards from the harbour and nestled in the countryside is this brightly furnished and well-equipped holiday home. Countryside walks, numerous island attractions and beaches all within easy reach, including Osborne House and Gardens in nearby East Cowes. Bicycl...  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £42 /night

£289 - £503 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering lovely distant sea views over Sandown Bay from the light and airy living/dining room, this second floor modern apartment offers stylish, tastefully designed and well laid out holiday accommodation presented to a very good standard throughout. Conveniently si...  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £64 /night

£442 - £1233 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located on the edge of Bembridge village, only 500 yards from the NT windmill, this charming detached holiday cottage benefits from a large enclosed garden and views over the surrounding countryside. Set close to a road, the cottage also has access to scenic walks al...  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £47 /night

£328 - £1104 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This bright and spacious 18th century cottage was built as part of the Fernhill estate, the stately home of the Isle of Wight's then Governor. It adjoins the owner's home in a private lane on the outskirts of the village of Wootton Bridge, and enjoys views of Creek V...  …see more

Offering over 500 miles of footpaths, and stretches of stunning coastline, the Isle of Wight is perfect for a walking holiday or a family break. Enjoy the unspoilt scenery, or have an activity filled vacation with sailing, windsurfing and paragliding all on offer locally. The island is famous for the annual Cowes week event in late August, and in May it hosts the largest walking festival anywhere in the UK.