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  • Alum Bay (1)
  • Bembridge (56)
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  • Cowes (83)
  • Freshwater (32)
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  • Merstone (1)
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  • Newchurch (2)
  • Newport, Isle of Wight (16)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Ryde (24)
  • Sandown (31)
  • Seaview Village (6)
  • Shanklin (43)
  • Shorwell (3)
  • St Helens, Isle of Wight (4)
  • Totland (13)
  • Ventnor (68)
  • Whippingham (4)
  • Whitwell, Isle of Wight (6)
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467 Results  |  
10 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £50 /night

£350 - £625 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
This delightful cottage is situated a short stroll from the centre of the historic and picturesque harbour town of Yarmouth.  …see more

15 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £71 /night

£495 - £1095 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
What a fantastic view from this idyllic position! On the first floor is a sizable lounge and balcony that provides the ideal peaceful and relaxing setting, south facing, with glorious views over the rear garden and out to sea.  …see more

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
'Northview' has recently been refurbished to a very high standard and is tucked away in a beautiful position only metres from the beach. SPECIAL OFFERS AVAILABLE SEE HOME FROM HOME WEBSITE FOR DETAILS  …see more

Featured properties

10 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £45 /night

£310 - £665 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This converted stable has recently been renovated to provide comfortable accommodation for couples and small families alike.  …see more

17 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £58 /night

£400 - £895 / 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
Solent View is a delightful bungalow situated within walking distance of Seagrove Bay.  …see more

11 Photos

Barn | 4 Bedrooms | sleeps 14

1 night min stay

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from £100 /night

£700 - £1990 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Stunning luxurious recently converted barn on small development of similar barn conversions within Niton Manor Farm.  …see more

10 Photos

House | 4 Bedrooms | sleeps 16

3 Nights min stay

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from £128 /night

£895 - £2900 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
This extremely spacious and comfortable house is situated in an enviable position of seclusion with an acre and a half of private garden, right next to the marina of Island Harbour, set in the beautiful riverside valley.  …see more

15 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £136 /night

£950 - £2050 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Situated just yards from the beach this stunning 'New England' style house enjoys fabulous sea views and gardens leading onto the sea front.  …see more

17 Photos

Barn | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £95 /night

£665 - £1295 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
A light & airy barn conversion offering wonderfully well presented family accommodation. The home is set within three quarters of an acre, surrounded by open fields & the countryside. Lovely walks & the beach is nearby. A great place to relax & unwind... Alternatively, Buttercup Barn is an ideal place to use as a base to explore the rest of the Island...  …see more

9 Photos

Cottage | 4 Bedrooms | sleeps 10

1 night min stay

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from £78 /night

£545 - £1195 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Attractive character cottage with many original features, including beam ceilings.  …see more

10 Photos

House | 3 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £75 /night

£525 - £1475 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Cliff Cottage enjoys an unrivalled position overlooking the Solent with beautiful sea views.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £57 /night

£395 - £700 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This charming three bedroom Victorian style cottage is nestled in a quiet cul-de-sac on the outskirts of Yarmouth, once being part of the old main house of the West Hill Estate.  …see more

11 Photos

House | 4 Bedrooms | sleeps 9

1 night min stay

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from £93 /night

£650 - £1300 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • No pets allowed
  • Private garden
A spacious Victorian family house nestling beneath a back drop of mature trees with sea views to the front.  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £43 /night

£295 - £765 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.48 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Ideally located for local village amenities & the lovely beach at Totland Bay. The well presented accommodation has a 'light and airy' feel & comfortably sleeps six. A great base for exporing the local villages, relaxing on the local beaches or just enjoying the Island.  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

1 night min stay

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from £90 /night

£625 - £1125 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Detached residence situated in a stunning and unique location on Woodside beach, enjoying spectacular views across the Solent to the mainland beyond.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

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from £48 /night

£336 - £760 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
“The Priory” is an impressive former Gentlemen's residence dating back to 1864, which has been lovingly restored as superior apartments, set in a tranquil area of Shanklin, with stunning uninterrupted panoramic sea views.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £550 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Miramare Court is a ground floor apartment with sea views from the lounge and double bedroom and is particularly convenient for Ventnor town centre.  …see more

10 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £75 /night

£525 - £995 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
A unique & peaceful cottage with outstanding views across Yarmouth Harbour, the Solent and River Yar beyond.  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £75 /night

£525 - £1250 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Wonderful old farmhouse, 'oozing' character, situated on a 'working farm'. The accommodation is well presented including a 'cosy' lounge with an 'Inglenook' fireplace & a 'farmhouse style' kitchen with it's Welsh dresser & 'range style' cooker.  …see more

11 Photos

Cottage | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £77 /night

£535 - £1035 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Mole Cottage is a delightful thatched cottage that has been sympathetically modernised by its present owners to provide a high standard of accommodation.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 5

Good 3/5 

3 Nights min stay

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from £50 /night

£350 - £645 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This delightful cottage is tucked away in this picturesque setting, just moments from Freshwater Bay with its glorious pebbled beach and wonderful rugged coastline.  …see more

12 Photos

Townhouse | 3 Bedrooms | sleeps 8

1 night min stay

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from £58 /night

£400 - £795 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Tucked away within an elevated and secluded setting this lovely 3 storey town house enjoys sea views and is just a walk away from the long sandy beach.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £575 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
This fantastic two bedroom apartment is set in the heart of Sandown, one of the most popular sea side towns on the Isle of Wight. Please note the single bedroom has full size bunk beds in not two single beds.  …see more

11 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £58 /night

£400 - £2871 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
Staysail Cottage is a charming 4 bedroom self-catering home set over 4 floors, conveniently situated in the heart of the popular area of Cowes Old Town. Ideal for families, groups, crew, business travellers and contractors.  …see more

11 Photos

House | 6 Bedrooms | sleeps 15

1 night min stay

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from £136 /night

£950 - £2950 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Downedge is approached via its own private driveway to a large turning circle with plenty of space for cars to park.  …see more

9 Photos

House | 4 Bedrooms | sleeps 10

Good 3/5 

7 Nights min stay

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from £114 /night

£795 - £1775 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
‘Kirribilli’ is a stunning and substantial detached property of contemporary design, which has been fitted out to the highest standard throughout.  …see more

16 Photos

House | 3 Bedrooms | sleeps 6

1 night min stay

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from £86 /night

£600 - £1500 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Approached by a gravel driveway, The Grange is an impressive barn conversion, offering luxurious and comfortable accommodation with uninterrupted countryside views.  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
This prestigious renovated old theatre is made up of 2 apartments which can be rented as one large 6 bedroom house accommodating up to 15 (plus 2 extra) people or individually as 3 bedroom apartments each with their own separate entrances.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £48 /night

£336 - £680 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
‘Shanklin Manor’ dates back to the Doomsday Book and in its past, has been a farm, a home for the underprivileged and a luxurious hotel.  …see more

16 Photos

House | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 - £645 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This detached cottage is situated in the quiet cul-de-sac and has fabulous sea views from every room. You can go to sleep lulled by the sounds of the waves below.  …see more

4 Photos

House | 4 Bedrooms | sleeps 8

1 night min stay

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from £86 /night

£600 - £1200 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Family Holiday Home - Ventnor A short walk from the property, you will find the beautiful and secluded Steephill Cove .  …see more

17 Photos

House | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £93 /night

£650 - £1475 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This detached 5 bedroom family home is situated in Bembridge and is within close proximity to the beach, shops, local pubs, restaurants and the harbour.  …see more

6 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Wilbercote is a comfortable family home for a pleasant and relaxing holiday.  …see more

17 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £165 /night

£1155 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Seasonal Views is a fantastic four bedroom house situated in Gurnard with the beach just around the corner!  …see more

10 Photos

Bungalow | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
“Herons Ghyll” nestles in tranquil countryside close to Newtown Nature Reserve with its beautiful walks and tiny harbour.  …see more

16 Photos

House | 5 Bedrooms | sleeps 9

1 night min stay

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from £85 /night

£595 - £1350 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Tides Reach is located in the unspoilt sailing village of Bembridge with its sandy beaches ideal for family fun, bathing, beachcombing and crabbing.  …see more

13 Photos

House | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £90 /night

£625 - £1095 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
What a fabulous holiday home! This charming Georgian three storey house has four bedrooms and can accommodate up to ten guests. Single beds are all bunk beds & sofa bed in conservatory for two extra guests.  …see more

6 Photos

House | 5 Bedrooms | sleeps 10

1 night min stay

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from £108 /night

£750 - £1600 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Detached farmhouse on the outskirts of the pretty South Wight village of Whitwell. Comfortably furnished and equipped to cater for up to 10 guests, ideal for families who wish to holiday together. Private garden, ample parking, close to country walks, lovely rural views Please bring your own beach towels  …see more

19 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £143 /night

£995 - £1750 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Detached farmhouse which has been refurbished to a traditional style. Lovely farmhouse kitchen with flagstone floors opening out to the good sized gardens. The home is situated within the Island's beautiful countryside in an Area of Outstanding Natural Beauty. Local village shops are only a few minutes drive away & the beaches at Compton Bay are nearby.  …see more

14 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £93 /night

£650 - £1475 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This particularly popular home is just a three minute level walk from Ryde beaches. The Grade II listed Victorian villa which sleeps 8 has recently been renovated to a high standard.  …see more

11 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Close to the centre of Bembridge, this detached property is within easy reach of the village shops and harbour. The beach with rock pools, sand and safe bathing is a five minute stroll down Ducie Avenue. 15% OFF JULY PRICES PLEASE SEE HOME FROM HOME WEBSITE FOR DETAIL  …see more

18 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A former Gentleman's residence situated just 76yds from the sea. Sit on the balcony listening to the waves & breathing in that lovely sea air! Dine al-fresco on the patio within the enclosed & private garden. A truly unique home with lots of character & history. Take a stroll into Ryde town to find lots of local amenities & attractions - all within walking distance.  …see more

11 Photos

Apartment | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Pier Top is a spacious apartment, offering flexible accommodation over three floors and catering well for a family or a group of friends.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

Short stays welcome

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from £57 /night

£395 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This luxury apartment really has ‘the wow’ factor for views, there are stunning sea views from every window, it is a truly beautiful retreat.  …see more

12 Photos

Chalet | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £36 /night

£250 - £550 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Light & airy holiday chalet situated on the coast where there are lovely sea views across 'The Solent' to Hurst Point & the Hampshire Coastline. Open fields also lay adjacent with views across the countryside from the patio. Access from the site straight to the beach... enjoy walking, as there are lovely coastal walks nearby. Don't miss the famous Needles Lighthouse & sands...  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £57 /night

£395 - £700 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Part of an elegant Victorian Terrace, this beautifully presented two bedroom ground floor converted apartment offers accommodation for up to six guests.  …see more

15 Photos

Villa | 7 Bedrooms | sleeps 14

Excellent 5/5 

2 Nights min stay

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from £215 /night

£1500 - £3600 / 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
Beautifully designed and recently renovated unique luxury large family house with spectacular panoramic views over the Solent. Close to the beach and other amenities, including the ferry. Beautiful interiors sleeping up to 14. Large garden with tree house and sand pit. Please visit http://www.onthebay.co.uk for pricing and availability.  …see more

16 Photos

House | 6 Bedrooms | sleeps 12

Short stays welcome

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from £212 /night

£1479 - £4770 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • Pets welcome
Available for the first time in 2013, Luccombe Chine House is a luxuriously appointed home set on the glorious Southern coast of the Isle of Wight. NEW: HOT TUB for Easter 2014  …see more

5 Photos

Cottage | 2 Bedrooms | sleeps 5

Excellent 5/5 

4 Nights min stay

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from £58 /night

£400 - £750 / week

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Key info:

  • Nearest beach 8 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Toll Cottage is a charming 19th century self-catering holiday cottage in Carisbrooke, Isle of Wight. It is Grade II listed building, formerly used as the toll house for Carisbrooke Castle. The accommodation contains two bedrooms and is surrounded by a large garden. He Cottage has been sympathetically restored to retain historical features without compromising on comfort.  …see more

20 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

7 Nights min stay

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from £43 /night

£300 - £775 / 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
  • Private garden
Retired Victorian railway station, converted into cottages sleeping up to 5 +1, 2 or 3 bedroom. Large secluded gardens. Spectacular views of surrounding countryside. Close to bridle paths. Short breaks. cycling The cottages are all AA 4 Star approved and ideal for families and children. The Station is gated.  …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.