Isle of Wright Holiday Rentals - Cottages, Apartments and Accommodation in Isle of Wright

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  • Bembridge (59)
  • Bemridge Harbour (1)
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  • Seaview (37)
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  • Ventnor (130)
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939 Holiday homes

Travellers going to Isle of Wight are booking November dates now. Secure your holiday home today and have the perfect trip.

(1) Very Good 

10

The Furlongs; a bungalow with secluded garden. - Brading bungalow sleeps 4

Isle of Wight / Brading

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
The Furlongs is a two-bedroom bungalow that has been upgraded and is ideally located for parties wishing to explore all the Island has to offer. The Furlongs is a short 10 minute drive from the beautiful sandy beaches of Sandown and Yaverland. Attractions such as the Is  …see more

from £47 / night

£330 - £550 / week

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from £47 / night

(3) Good 

16

Fernhill Cottage - Wootton Bridge cottage sleeps 6

Isle of Wight / Wootton Bridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
On the edge of the village of Wootton Bridge and close to ferry links, the cottage dates from the late 18th century. Originally part of staff accommodation for a now-demolished stately home, the cottage retain lots of character but with modern facilities including centr  …see more

from £66 / night

£275 - £875 / week

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from £66 / night

(8) Very Good 

10

Fairview - Wootton Bridge chalet sleeps 6

Isle of Wight / Wootton Bridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Fairview is a newly refurbished holiday chalet nestled in peaceful surrounding's. Set in the midst of one of the Isle of Wight's 'Designated Area's of Outstanding Natural Beauty' it boast's sea view's and access to the beach where you will enjoy a relaxing stroll to t  …see more

from £69 / night

£395 - £535 / week

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from £69 / night

(3) Excellent 

16

Hope Cottage - Totland Bay cottage sleeps 6

Totland Bay / Totland Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Hope cottage is situated in a quiet country lane in Totland, near the western tip of the Isle of Wight. The sandy beaches of Totland and Colwell Bay are within walking distance (new beach bar providing healthy options). The Idyllic Freshwater Bay is a longer walk or sho  …see more

from £75 / night

£350 - £628 / week

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from £75 / night

(10) Excellent 

16

Apartment in West Cowes, Isle of Wight - West Cowes apartment sleeps 4

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Welcome to our beautiful apartment! 30 Marinus is a luxury 5* apartment on the first floor of one of the finest developments in Cowes, overlooking Shepherds Wharf marina and only a few minute's walk from the Royal Yacht Squadron and other marinas. The High Street w  …see more

from £149 / night

£3000 / week

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from £149 / night

12

Osborne Court - East Cowes apartment sleeps 4

Isle of Wight / East Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
Osborne Court is a two bedroom apartment situated on Cowes Parade with sea views across the Solent. The accommodation comprises of lounge leading to balcony, kitchen, family bathroom, one double bedroom and twin bedroom. The town of Cowes with its narrow streets and a  …see more

from £75 / night

£400 - £550 / week

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from £75 / night

9

5 Windmill Cottage - ASH - Bembridge Village cottage sleeps 4

Bembridge / Bembridge Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
These delightfull. newly built cottages are set in the heart of Bembridge village. When you walk in to the cottage, you get an immediate feeling that everything has been catered for. The kitchen is fully equipped, the king size bedroom upstairs is wonderfully comfortabl  …see more

from £50 / night

£395 - £695 / week

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from £50 / night

(11) Excellent 

7

Squirrel Nutkins cabin - Whippingham log cabin sleeps 2

Isle of Wight / Whippingham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Private garden
This timber built cabin makes the ideal cosy holiday retreat for two. It is well situated for exploring the whole island, and its many attractions. •The village of Whippingham is near to Queen Victoria's Osborne House, and the yachting centre of Cowes.•Pubs and res  …see more

from £60 / night

£350 - £450 / week

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from £60 / night

(13) Excellent 

20

The Hideaway - Bonchurch cottage sleeps 2

Isle of Wight / Bonchurch

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
The Hideaway exhibits all the charm of a traditional rural cottage whilst featuring a stylish contemporary interior. The project, completed in spring 2010 and redecorated in 2015 was a perfect opportunity to create a charming coastal retreat. Open plan cottage Upstair  …see more

from £79 / night

£550 - £650 / week

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from £79 / night

(8) Excellent 

13

Salt Air Cottage - Ventnor cottage sleeps 4

Isle of Wight / Ventnor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
A cosy, three-story seaside bolthole with stunning, secret roof terrace. A former fisherman's flint cottage now fully-modernised just 10-minutes walk from Ventnor's lovely promenade, beach and wide range of first-class restaurants and pubs. Ideal base for walking or cy  …see more

from £75 / night

£475 / week

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from £75 / night

(1) Excellent 

14

Distant Shores - Ventnor apartment sleeps 4

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
There are spectacular sea views from the balcony to one of Britain's most rugged and scenic coastlines. Inside there's a comfortable lounge, well equipped kitchen, two bedrooms; a king-sized double with amazing sea views and a twin with an en suite shower room and lovel  …see more

from £115 / night

£445 - £600 / week

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from £115 / night

(4) Good 

11

Gate House - Bembridge Beach house sleeps 6

Bembridge / Bembridge Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Gate cottage is beautifully situated close to the beach with delightful sea views. It is in a peaceful location situated close to the popular Forelands beach which is a stones throw away, here swimming, paddling and boating can be enjoyed. It is also within a ten minu  …see more

from £100 / night

£495 - £1890 / week

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from £100 / night

(1) Excellent 

12

Barn Conversion Bluebell Cottage - Ventnor cottage sleeps 2

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
Nestling peacefully in a rural hamlet location, adjacent to a quiet country lane opposite fields, these beautifully presented holiday properties provide a wonderful retreat from which to discover the delights of the island. Situated in the grounds of a Grade II listed t  …see more

from £60 / night

£410 - £690 / week

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from £60 / night

(8) Excellent 

14

Grange Farm Static Caravans - Brighstone Bay caravan/mobile home sleeps 6

Brighstone / Brighstone Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
The Static Caravan is set on a plateau where the Brighstone Life Boat Station was situated many years ago. It enjoys great views of the Sea and Chine, with very easy access to our sandy beach (see Brighstone Bay).Grange Farm, Brighstone Bay, is situated on the South We  …see more

from £59 / night

£355 - £575 / week

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from £59 / night

(3) Excellent 

27

Spacious Self-Catering 4 Bedroom Holiday Cottage - Shorwell house sleeps 7

Isle of Wight / Shorwell

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
A rural village holiday getaway close to the unspoilt south west cost of the Isle of Wight. New for 2015 Church View is a stylish and modern family house set in the picturesque village of Shorwell opposite its historic church and country pub. Surrounded by beautiful cou  …see more

from £100 / night

£600 - £1350 / week

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from £100 / night

(41) Very Good 

24

Sea View Cottage Fort Victoria - Fort Victoria cottage sleeps 4

Yarmouth / Fort Victoria

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Sea View Cottage is a stunning two bedroom cottage overlooking the sea at Fort Victoria, a short walk away from the pretty harbour town of Yarmouth on the west coast of the Isle of Wight.Sandwiched between the coast on one side, and the Fort Victoria country park on the  …see more

from £75 / night

£395 - £1245 / week

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from £75 / night

(4) Excellent 

14

The Barn, Alma Cottage, Merstone - Merstone cottage sleeps 7

Isle of Wight / Merstone

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
If you like walking or cycling, then this property is ideally situated. Centrally located on the Island, this converted Barn offers comfort with all modern amenities. Wood floors throughout and beams in the comfy lounge with an open plan kitchen and dining area. Suro  …see more

from £85 / night

£550 - £750 / week

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from £85 / night

(1) Excellent 

10

A Town Cottage with beautiful interior - Cowes house sleeps 6

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
A traditional fisherman's terrace cottage, recently renovated to a very high standard. Ideal for family holidays, sailing events, corporate clients & festivals. The cottage is just 1 minute walk to main town, marina's & Red Jet terminal. The comfortable lounge has a  …see more

from £90 / night

£416 - £1900 / week

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from £90 / night

(3) Excellent 

12

Shipshape - West Cowes apartment sleeps 2

Cowes / West Cowes

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
Shipshape is a contemporary one bedroom apartment within minutes of Cowes town centre and ideally situated for discovering the Isle of Wight. Tastefully decorated with a coastal theme, the finishing touches make it feel like a home from home and the perfect place to rel  …see more

from £65 / night

£270 - £950 / week

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from £65 / night

(7) Very Good 

35

Aisla Cottage - East Cowes house sleeps 5

Isle of Wight / East Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Sleeps 4 people comfortably but with capacity for up to 5. 2 bedroom sea-front cottage in East Cowes with incredible sea and River Medina views. Now with BT Infinity Superfast Broadband. The cottage is within easy walking distance of the Red Funnel Ferry and near to the  …see more

from £125 / night

£575 - £1375 / week

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from £125 / night

(18) Excellent 

7

1 Barton Lodge - Whippingham lodge sleeps 6

Isle of Wight / Whippingham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Car not necessary
The Victorian lodge house is one of a pair situated within the Barton Estate close to Osborne House which was Queen Victoria's holiday residence of choice. It has been beautifully and lovingly refurbished with your comfort in mind. The house sleeps 6 and offers f  …see more

from £95 / night

£585 - £1025 / week

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from £95 / night

12

1 Windmill Cottages - WILLOW - Bembridge Village cottage sleeps 4

Bembridge / Bembridge Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
These delightfull. newly built cottages are set in the heart of Bembridge village. When you walk in to the cottage, you get an immediate feeling that everything has been catered for. The kitchen is fully equipped, the king size bedroom upstairs is wonderfully comfortabl  …see more

from £50 / night

£395 - £695 / week

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from £50 / night

8

The Wing at Fox Hollow - Wroxall house sleeps 4

Isle of Wight / Wroxall

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
Attached to the main house, there is plenty of outside space including parking for two vehicles to the side and a garden to the rear. On the ground floor there is the spacious open plan lounge/kitchen/dining room. The cottage style kitchen is well appointed with modern  …see more

from £36 / night

£250 - £410 / week

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from £36 / night

11

Flatlet 4 The Victorian Lodge - Ryde apartment sleeps 6

Isle of Wight / Ryde

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
Flatlet 4 A Stylish studio Apartment situated on the lower ground floor. It is within a large Victorian residence that has been carefully transformed into 6 stylish self catering apartments. Flatlet 4 comprises of a full size pull down double bed in the lounge area. A  …see more

from £59 / night

£235 - £495 / week

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from £59 / night

(4) Excellent 

12

Blue Gables - Bembridge Village bungalow sleeps 6

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
This spacious detached bungalow is in a quiet residential area of the village of Bembridge. It is within walking distance of Forelands Beach and the Crab and Lobster Inn and beach café. Blue Gable is close to the Lifeboat Station, local shops and village centre with ea  …see more

from £139 / night

£970 / week

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from £139 / night

(5) Excellent 

14

5 Bed Clarendon House - Shanklin, Isle of Wight. - Shanklin house sleeps 10

Isle of Wight / Shanklin

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Clarendon House is a spacious five bedroom house situated within Shanklin old village. The house is just a short walk from Shanklin Bay and the beautiful sandy beach, with many restaurants, county pubs and gift shops.The house is furnished to a high standard with a larg  …see more

from £205 / night

£1325 - £2500 / week

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from £205 / night

(7) Very Good 

17

The Harbour - Sandown house sleeps 4

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
This is a luxury new 2 bedroom 1 ensuite house aimed at the 5 star market. The Harbour has much class, with the usual modern amenities. Positioned in the area of Station Avenue within a few minutes walk to sandy beaches and many restaurants. Large 50 inch tv with  …see more

from £125 / night

£625 - £1100 / week

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from £125 / night

(9) Excellent 

24

Clevelands Country House - Wroxall manor house sleeps 12

Isle of Wight / Wroxall

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Cleveland's Country House offers some of the best quality self-catering accommodation on the island. All accommodation is tastefully decorated throughout to a high standard and extremely well equipped to create a cosy, informal and relaxed atmosphere, a true home from h  …see more

from £350 / night

£1875 - £2800 / week

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from £350 / night

(90) Excellent 

20

"TOP DECK" - STUNNING SEASIDE APARTMENT - Ventnor apartment sleeps 3

Isle of Wight / Ventnor

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Car not necessary
ENJOY A COSY BREAK BY THE SEA ! ************************************************************************************************** This bright and airy seaside apartment is furnished to a high standard to provide comfortable accommodation with stunning sea views.Huge s  …see more

from £75 / night

£345 - £535 / week

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from £75 / night

(11) Very Good 

28

Dairy Cottage - Whitwell cottage sleeps 6

Isle of Wight / Whitwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Ask about pets
Lovely 17th century stone cottage in the hamlet of Southford. The cottage stands between Stenbury Down and Niton down and several picturesque walks begin from the farm just behind the cottage. The Undercliff, Woody Bay, Ventnor, Steephill Cove and St Lawrence are all  …see more

from £80 / night

£300 - £600 / week

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from £80 / night

24

Mill Cottage - Newchurch cottage sleeps 6

Sandown / Newchurch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Located on The Garlic Farm nestled at the foot of Mersley Down. Mill Cottage was originally built in about 1720 and used as a mill in the 19th century. The original mill stones can be seen in the entrance to Mill Cottage which was tastefully converted into a three bedro  …see more

from £145 / night

£675 - £1310 / week

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from £145 / night

(9) Excellent 

23

The Ivy Apartment -Apartment B Clarence House - Shanklin apartment sleeps 6

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
This family friendly apartment is ideally located centrally near beaches, shops, amusements and all amenities including the Railway Station. Great location for children as ground level and easy access for pushchairs. Easy Parking availableThe Ivy Apartments have been lo  …see more

from £80 / night

£500 - £855 / week

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from £80 / night

(7) Excellent 

18

Ventnor Bay Cabin - Ventnor Bay chalet sleeps 2

Ventnor / Ventnor Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Pet friendly
Ideally situated overlooking Wheelers Bay in Ventnor, this 1 bedroom detached cabin is a stone's throw away from the sea, so you are spoilt with seaviews from the villa, also with a lovely view of the chalky cliffside you feel at one with nature. This cabin is ideal fo  …see more

from £85 / night

£368 - £542 / week

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from £85 / night

(3) Excellent 

20

Newchurch Nook - Newchurch lodge sleeps 2

Sandown / Newchurch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly
  • Private garden
Newchurch Nook is a beautiful open plan, self catering lodge. Can also accommodate 1 baby in a travel cot. A well behaved dog is welcome. Situated on the Squirrel trail/ cycle path , ideal for walkers, cyclists or anyone looking for a peaceful retreat. Free wifi. There  …see more

from £60 / night

£420 / week

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from £60 / night

(8) Very Good 

20

Kingsley Cottage - St Helens house sleeps 6

Isle of Wight / St Helens

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Kingsley Cottage is a perfectly situated and newly refurbished 3 bedroom house new on for May 2014, based in the charming village of St Helens, Isle of Wight.The property is situated just off St. Helens green. The village includes a local store with newsagent and cafe &  …see more

from £100 / night

£450 - £795 / week

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from £100 / night

10

6 Windmill Cottage - BIRCH - Bembridge Village cottage sleeps 4

Bembridge / Bembridge Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
These delightfull. newly built cottages are set in the heart of Bembridge village. When you walk in to the cottage, you get an immediate feeling that everything has been catered for. The kitchen is fully equipped, the king size bedroom upstairs is wonderfully comfortabl  …see more

from £50 / night

£395 - £695 / week

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from £50 / night

(8) Excellent 

58

Spacious Self Catering Chalet | Isle Of Wight - Freshwater chalet sleeps 5

Isle of Wight / Freshwater

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
The Summerhouse is a spacious, self catering, semi detached chalet located on a peaceful, naturally landscaped holiday park in Brambles Chine, part of the Isle of Wight's area of outstanding natural beauty. Situated only 150 meters from the sea it provides spectacular v  …see more

from £36 / night

£250 - £300 / week

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from £36 / night

(3) Excellent 

12

'The View' - Stunning Sea Side Apartment - Sandown apartment sleeps 6

Isle of Wight / Sandown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
The luxury 3 bed apartment with stunning sea views is located in a desirable area on Sandown seafront.It is situated on the top floor (7th Floor) of an exclusive development offering panoramic sea views with secure allocated parking for 1 car in the south of the beautif  …see more

from £70 / night

£450 - £1300 / week

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from £70 / night

(14) Very Good 

23

Cowes Seaview Apartment - West Cowes apartment sleeps 6

Cowes / West Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly
Light and airy modern penthouse apartment with fantastic sea views (best in Cowes) towards Calshot Spit and the Central Solent. Close enough to the water to hear boats tack! Free unlimited WiFi, new carpets and redecorated August 2015. Yards from the Royal Yacht Squadro  …see more

from £60 / night

£365 - £1670 / week

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from £60 / night

(16) Very Good 

15

Fossils Reach 106 Sandown Bay Holday Centre - Yaverland chalet sleeps 6

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Fossils Reach is a brick built, double glazed, modern, contemporary furnished holiday Chalet .The open plan lounge/kitchen/diner is furnished with a two seater sofa, a two seater sofa bed, a dining table with four chairs and a flat screen TV with Freeview, DVD and CD.  …see more

from £35 / night

£180 - £400 / week

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from £35 / night

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