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470 Holiday homes in Isle of Wight

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  • Alum Bay (1)
  • Bembridge (56)
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  • Cowes (83)
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  • Godshill (3)
  • Gurnard, Isle of Wight (2)
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  • Newchurch (2)
  • Newport, Isle of Wight (16)
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  • Nodes Point (1)
  • Ryde (26)
  • Sandown (31)
  • Seaview Village (6)
  • Shanklin (43)
  • Shorwell (3)
  • St Helens, Isle of Wight (4)
  • Totland (12)
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  • Whitwell, Isle of Wight (6)
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470 Results  |  
24 Photos

House | 7 Bedrooms | sleeps 17

Very Good 4.5/5 

3 Nights min stay

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from £258 /night

£1800 - £9500 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • 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

9 Photos

Guest house | 2 Bedrooms | sleeps 7

2 Nights min stay

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from £58 /night

£401 - £896 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Beautiful new barn conversion on a working dairy farm on the West of the Isle of Wight. Newly converted and decorated to a high standard. Everything you need for a relaxing holiday for family and friends, sleeping up to 7 guests.  …see more

8 Photos

House | 3 Bedrooms | sleeps 10

3 Nights min stay

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from £86 /night

£600 - £3600 / week

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Key info:

  • Nearest beach 0.8 km
  • Suitable 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

Featured properties

12 Photos

House | 4 Bedrooms | sleeps 9

3 Nights min stay

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from £93 /night

£650 - £4000 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable 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

8 Photos

House | 4 Bedrooms | sleeps 7

Very Good 4.5/5 

3 Nights min stay

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from £72 /night

£500 - £2700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable 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

8 Photos

House | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £93 /night

£650 - £4000 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for over 5s only
  • 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

13 Photos

House | 4 Bedrooms | sleeps 10

Very Good 4.5/5 

3 Nights min stay

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from £158 /night

£1100 - £5500 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable 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

10 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £79 /night

£550 - £4500 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable 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

21 Photos

House | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £200 /night

£1400 - £5000 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable 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 

3 Nights min stay

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from £68 /night

£475 - £1475 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable 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

13 Photos

Cottage | 4 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £100 /night

£700 - £1750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Charming terraced cottage situated in the popular Albert Street within 8 minutes walk from the hi- speed Red Jet and sailing marinas. Ideal location as a base for sailing in Cowes or as a family holiday home.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £45 /night

£315 - £600 / week

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Key info:

  • Nearest beach 10 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self-catering countryside cottage, equipped to a high standard, with excellent views across fields. Located along a private lane, very secluded - the base for great holidays on the Isle of Wight - great for chilling out!! Ideal for couple & families seeking relaxation.  …see more

23 Photos

Cottage | 4 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £158 /night

£1105 - £1950 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Listed number 11 in The Times 'Best of Britain's Cottages, Beach Houses and Rural Retreats,' January 2013 A delightful holiday cottage above Monks Bay, Bonchurch. Come and share our beautiful island.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £80 /night

£560 - £1650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.002 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
A unique seaside cottage set on the southern slopes of St. Boniface Down, just a stones throw from Monks Bay. Full of character, this pretty cottage has some unusual features both inside & in the surrounding gardens.  …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

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £64 /night

£445 - £985 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Stylish, peaceful detached cottage in the pretty coastal village of Bembridge. Less than 5 mins walk to beach and 2 mins waik to shops. Perfect mini break or holiday retreat. Wifi is now installed at Chantries.  …see more

20 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £57 /night

£395 - £795 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Ledge Beach Hut and the Boat Hut are sited in their own grounds below Ledge House and adjoining the beach, direct access is provided to the beach from the gardened area.  …see more

9 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £36 /night

£249 - £455 / week

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Key info:

  • Suitable 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

8 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £48 /night

£335 - £603 / week

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Key info:

  • Suitable 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

14 Photos

House | 4 Bedrooms | sleeps 10

Very Good 4/5 

1 night min stay

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from £43 /night

£300 - £2995 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Delightful family holiday home ideal for larger families or for more than one family sharing. The house is situated in a quiet location just a few minutes walk from, Cowes town centre and Yacht Haven.  …see more

11 Photos

Townhouse | 4 Bedrooms | sleeps 8

Good 3/5 

1 night min stay

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from £43 /night

£300 - £2850 / week

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Key info:

  • Nearest beach 7 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
4 bedroom house with 1 en-suite and 1 family bathroom. Refurbished in May 2012 this well equipped and maintained property boasts a 21" LED TV with built in Freeview and DVD player in each bedroom.  …see more

10 Photos

House | 4 Bedrooms | sleeps 8

1 night min stay

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from £43 /night

£300 - £2700 / week

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Key info:

  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Delightful family holiday home ideal for larger families or for more than one family sharing. The house is situated in an excellent location just a few minutes walk from, Cowes town centre and Yacht Haven.  …see more

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 0.5 km
  • Suitable 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

12 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £64 /night

£445 - £945 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Park Cottage is located in the pretty village of St Helens near Bembridge Harbour, the property itself is surrounded by fields and is ideal for family holidays in a rural area with access to the harbour and beaches of the area.  …see more

12 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £90 /night

£625 - £1195 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Solent View is a modern property with all the facilities. It is in a quiet position close to the harbour, a stroll up to the shop or a walk across the mill wall to the beach.  …see more

15 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £46 /night

£317 - £717 / week

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Key info:

  • Suitable for over 5s only
  • No pets allowed
  • Private garden
This cosy first floor apartment sleeps four people in two bedrooms, and overlooks the attractive Model Village in Godshill on the Isle of Wight.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£433 - £1044 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
A 2 bedroom, 2 bathroom second floor apartment, sleeps 4. Panoramic sea views of Freshwater Bay with its dramatic white cliffs and Tennyson Down. Ideally situated on the edge of idyllic Freshwater Bay with its own beach accessed via steps in front of the building.  …see more

22 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £70 /night

£485 - £1726 / week

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Key info:

  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A 3 bedroom house split over 2 floors sleeping 6. An additional trundle bed is available in bedroom three to accommodate a 7th guest. Situated in a Grade I listed Victorian Fort furnished to a high standard. Off-street parking for 2 cars in the gated, secure courtyard.  …see more

20 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £77 /night

£536 - £1407 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A spacious 4 bedroom house set over 4 floors, sleeps 8. Two balconies benefitting from estuary and sea views. Furnished to a high standard throughout. A short walk to The Duver with its sandy beach. Off-street parking for two cars.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £943 / week

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Key info:

  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Well-appointed 2 bedroom apartment, sleeps 4. Close to the popular village and beaches of Shanklin. Panoramic sea views from the communal gardens. Direct access to the coastal paths. Off-road parking for one car available.  …see more

19 Photos

Bungalow | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £72 /night

£499 - £1209 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A 4 bedroom dormer bungalow, sleeps 8. Front and rear decking areas – ideal for outdoor living. A few minutes’ walk from the beach and village centre. Ideal location for exploring the island. Private secured parking for 2 cars.  …see more

16 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

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from £48 /night

£330 - £839 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
This detached cottage near Freshwater on the Isle of Wight sleeps five people in three bedrooms.  …see more

11 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £70 /night

£485 - £1355 / week

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Key info:

  • Nearest beach 17 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Large, detached 4 bedroom house, sleeps 7. Fantastic countryside views from an elevated position. Lovely, secured rear garden with amazing views across the countryside to Carisbrooke Castle and beyond. Wi-Fi and off-street parking for 3 cars.  …see more

24 Photos

Bungalow | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £83 /night

£578 - £1521 / week

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Key info:

  • Nearest beach 4 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A unique 4 bedroom bungalow, sleeps 8. Benefits from stunning countryside and sea views. Ideally located for exploring South Wight. Wi-Fi internet access available. Off-street parking for 3 cars.  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £56 /night

£390 - £899 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • No pets allowed
  • Private garden
This detached cottage sleeps four people in two bedrooms.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £77 /night

£536 - £1421 / week

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Key info:

  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A contemporary and stylish ground floor apartment with 2 bedrooms, sleeping 4. Furnished to a high standard throughout. Private, furnished patio with views of the marina. Perfectly situated to explore Cowes Harbour and town centre. Allocated parking for 1 car  …see more

19 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £181 /night

£1265 - £2587 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A wonderful house a mile from the centre of Ryde, on the Isle of Wight, sleeping up to ten people in five bedrooms.  …see more

13 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £37 /night

£257 - £653 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • No pets allowed
  • Private garden
This former fisherman’s cottage is located in the village of St Helens on the Isle of Wight, sleeping 4 people in 2 bedrooms.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

7 Nights min stay

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from £56 /night

£388 - £1010 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
A lovely Victorian flat in Freshwater sleeping six in three bedrooms.  …see more

16 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4/5 

Short stays welcome

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from £49 /night

£339 - £754 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Sleeping up to five in two lovely bedrooms, this attractive cottage is semi detached and is set beside a large pond.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

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from £52 /night

£359 - £951 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • No pets allowed
  • Private garden
This end-terrace cottage is set within walking distance of Freshwater Bay and sleeps six people in three bedrooms.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £53 /night

£371 - £1008 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A beautiful 2 bedroom first floor apartment, sleeping 5. Uninterrupted panoramic sea views from the lounge and balcony. Just a short walk to Ventnor town centre or down the cascade to the promenade and beach. Watch the fishermen bringing in their catch to Ventnor Haven  …see more

21 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £126 /night

£878 - £2318 / week

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Key info:

  • Nearest beach 11 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Two stylish and modern barn conversions located on Fernhill Farm next to Wootton Creek. Perfect for larger families staying close together but still having their own personal space. Enclosed rear gardens complete with furniture. Off-street parking for up to 8 cars.  …see more

24 Photos

House | 7 Bedrooms | sleeps 14

Excellent 5/5 

3 Nights min stay

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from £216 /night

£1510 - £3924 / week

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Key info:

  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
An exclusive 7 bedroom barn conversion, sleeps 14. Set within a 250 acre estate of farmland and woodlands. Spacious accommodation with 3 reception rooms and 7 en-suite bedrooms. Ideal retreat for family reunions or corporate events.  …see more

15 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £90 /night

£630 - £1645 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A 4 bedroom house, sleeps 8. Furnished to a high standard throughout. Enclosed garden and decking area accessed via the kitchen and living area. Central location, situated just 100 yards from Cowes High Street. In close proximity to Cowes Marina, near to the town’s prem  …see more

15 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £62 /night

£433 - £961 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Perfectly positioned on East Cowes harbour just 10 meters from the sea. A 2 bedroom house sleeping 4 people. Panoramic harbour views and to West Cowes. Finished to a high standard throughout. Front elevated patio overlooking harbour.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Good 3.5/5 

3 Nights min stay

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from £56 /night

£391 - £1044 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
A well-presented terrace house situated a short distance from Cowes town centre and marina.  …see more

22 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

3 Nights min stay

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from £126 /night

£878 - £2318 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
A spacious 5 bedroom house, sleeps 10. South-facing, furnished rear garden with barbecue. Located in Shanklin Old Village, 200 yards from the coastal path to Shanklin Bay. Within half a mile of Shanklin's sandy beach. Enclosed parking for 3 cars.  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £62 /night

£433 - £1312 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 34 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A fantastic rural setting in the grounds of a working water mill. A luxury 3 bedroom eco-house, sleeps 6. Set within the grounds of Calbourne Water Mill. Use of the fantastic on-site facilities at The Water Mill. Balcony with furniture ideal for al fresco dining.  …see more

14 Photos

Cottage | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 - £827 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A detached house with 2 bedrooms sleeping 4/6. Newly built offering a high standard of accommodation with panoramic countryside views. Centrally located giving easy access to explore the island. Within a 5 minute drive or 15 minute walk to Newport, the islands capital.  …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.