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Isle of Wight

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473 Holiday homes

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

(3) Very Good 

13

Holiday apartment with golf nearby in Shanklin

Isle of Wight / Shanklin

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
The Garden apartment has a conservatory, Lounge, Kitchen, Bathroom with bath and shower, two bedrooms; main bedroom with standard double bed, second bedroom with 3ft single bed. Door heights 5ft 10ins, ceiling height 6ft 4in. Beach is a 10 minute walk from the apartment  …see more

from £39 / night

£235 - £550 / week

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from £39 / night

11

Holiday cottage in Ventnor

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

£450 - £695 / week

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from £60 / night

(8) Excellent 

10

Cottage rental in Whippingham

Isle of Wight / Whippingham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 10 km
  • Child friendly
  • 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 relaxati  …see more

from £49 / night

£340 - £625 / week

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from £49 / night

(21) Excellent 

18

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
“Comfy, central and clean.” Stayed only for 3 nights but would have loved to of stayed longer. Lovely light comfortable flat. A little bit of noise at night but I guess that is to be expected when you stay in any central location. Will come back aga  …see more

from £90 / night

£1260 / week

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from £90 / night

(4) Very Good 

21

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0 km
  • Ask owner if suitable for children
The Apartment is centrally positioned within easy Walking distance of all amenities, sea, shops, restaurants, etc, but also in a quiet area. It is tastefully modernised to provide a very good standard of comfort and service, but keeping its Victorian character where pos  …see more

from £33 / night

£195 - £430 / week

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from £33 / night

(16) Excellent 

13

Holiday bungalow in Newchurch

Sandown / Newchurch

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Private garden
“Blissful break in Newchurch..” Our son treated us to a week's break on the Isle of Wight for our 25th Wedding Anniversary and what a fantastic surprise it was. The accommodation was second to none and the owners, Hilary and David, the perfect hosts. T  …see more

from £85 / night

£300 - £600 / week

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from £85 / night

(38) Excellent 

26

Holiday home in Brighstone

Isle of Wight / Brighstone

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Lovely spacious house” Had a very nice stay in the Mill house. We all found it relaxing with lots of children. Location of the house was good for travelling around Isle of Wight. I would recommend the rental.  …see more

from £289 / night

£2026 - £3585 / week

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from £289 / night

(2) Excellent 

12

Holiday apartment in Brading

Isle of Wight / Brading

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+
A newly refurbished 2 bedroom garden apartment with large conservatory and built-in spa, with wonderful views over a nature reserve and beyond. Originally built as a bungalow, but now with independent accommodation above, Foinavon retains it's initial floorplan and  …see more

from £65 / night

£350 - £675 / week

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from £65 / night

11

Newchurch holiday lodge rental

Sandown / Newchurch

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Winford Retreat is high standard, newly refurbished 4 bedroom 1 en suite chalet bungalow aimed at the 5 star market. Positioned in the prestigious area of Forest Road within a few minutes drive to lovely beaches, Towns and Villages.  …see more

from £214 / night

£1495 - £1545 / week

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from £214 / night

(10) Excellent 

17

Gurnard holiday chalet rental

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Fantastic” Little Sailing is in a prime location on the edge of the Solent. It is well equipped and has everything needed for a perfect stay. The views from the huge windows are wonderful. There is a pub serving food within a very short walk.  …see more

from £75 / night

£525 - £1100 / week

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from £75 / night

(6) Very Good 

24

Holiday home in Newport

Newport / Island Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“VIP accommodation for the Isle of Wight Festival” We stayed here with family and friends for 3 nights for the Isle of Wight Festival this year. Having the mooring come with the house made for a hassle free arrival and departure when the ferries and b  …see more

from £150 / night

£750 - £2400 / week

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from £150 / night

(2) Excellent 

16

Holiday cottage in Brook

Isle of Wight / Brook

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Brook is a lovely little village in the beautiful and rural West Wight, very close to the beaches at Brook and Compton. It can offer you the perfect place for a relaxing holiday. At Brook House, we have 3 self-catering holiday properties. Westbrook, our middle sized  …see more

from £130 / night

£475 - £1495 / week

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from £130 / night

(20) Excellent 

18

Holiday log cabin in Woodside Beach

Isle of Wight / Woodside Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“A very friendly welcome and good base for exploring the island” I chose the chalet as a long weekend to take my Mum and her dog away for a few days. The hosts were very friendly and helpful both during the booking process and while we were there. The  …see more

from £60 / night

£260 - £570 / week

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from £60 / night

(15) Excellent 

24

Holiday home rental

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
“A lovely family house in a great location would recommend” A lovely family house in great location near the town, pubs and of course the sea. The house was great for all in our party which included children, and was clean tidy and welcoming for us  …see more

from £200 / night

£900 - £2800 / week

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from £200 / night

(4) Excellent 

16

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Well-equipped, clean, comfortable, cosy, newly refurbished semi-detached bungalow with the most superb uninterrupted views of the Solent towards Hurst Castle. Visitors have called it "home from home" and the most perfect holiday accommodation. You will love it  …see more

from £38 / night

£260 - £560 / week

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from £38 / night

(1) Excellent 

29

Home rental in Bembridge

Isle of Wight / Bembridge

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Private garden
Tides Reach is a modern mid-terrace house. This very comfortable property has been newly refurbished and benefits from a large conservatory leading to a newly terraced Garden. It is located on The Ruskins at the top of a cul-de-sac just off the village centre, with all  …see more

from £150 / night

£615 - £1490 / week

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from £150 / night

(5) Very Good 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Welcome to the Sunnywight Holiday Bungalow. Self Catering 3 Star Accomadation in Colwell Bay, near Freshwater in the Isle of Wight.In a secluded and quiet part of The Isle of Wight, the ever popular holiday destination, and with direct access to the beach, our h  …see more

from £35 / night

£245 - £485 / week

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from £35 / night

(11) Excellent 

23

Holiday chalet in Ventnor

Isle of Wight / Ventnor

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 4 km
“Exactly as it says Great Escape” Had a fantastic week at the Great Escape. Lovely and clean with everything needed for a comfortable stay. Beautiful Island would recommend to anyone who  …see more

from £40 / night

£240 / week

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from £40 / night

(2) Excellent 

8

Holiday barn in Shorwell

Isle of Wight / Shorwell

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask about pets
  • Private garden
For those bringing bikes, surf boards and the like, a barn is available for storage.These desirable cabins nestle in downland, above the peaceful village of Shorwell, only 2 miles from yhe south coast of the Island.<br />Footpaths alongside the cottage join the Is  …see more

from £70 / night

£450 / week

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from £70 / night

(3) Very Good 

12

Holiday barn in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden
A truly stunning, 5 star, Gold Award barn conversion sleeping 10 people+ cot in 5 bedrooms all with their own ensuite / private bathrooms. Wonderful original oak-beamed ceiling with fabulous gantry walkway over to a viewing platform up in the eaves!Wi-fi availble.<br  …see more

from £130 / night

£900 - £2250 / week

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from £130 / night

24

Newchurch holiday cottage rental

Sandown / Newchurch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Enjoy a unique farm holiday at the Garlic Farm on the Isle of Wight. Peaceful, beautiful location close to footpaths and cycle ways. 10 minutes from the beach and most other attractions. Tennis court, football pitch and restaurant on site. Dogs welcome by arrangement.&l  …see more

from £145 / night

£675 - £1310 / week

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from £145 / night

(8) Excellent 

25

Holiday townhouse in Cowes

Cowes / West Cowes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
a high standard 5 bedroom 4 bathroom townhouse, we also have 8 Fife Court next door for larger groups Holiday lettings no 5078117<br />This property is part of the Cowes Holiday Homes portfolio where good service comes as standard  …see more

from £130 / night

£650 - £4100 / week

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from £130 / night

(11) Excellent 

25

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
“Beautiful cottage in a superb location” As a long established visitor to the island it is always a surprise to find a new gem. This cottage is fantastic in every way; clean, beautifully furnished, exceptionally well equipped including a hot tub! The h  …see more

from £90 / night

£320 - £540 / week

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from £90 / night

(1) Very Good 

18

Holiday bungalow rental

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
A super little holiday bungalow, which couldn't be situated any closer to the scenic western coastline of the Isle of Wight. The comfortable accommodation is very well presented & is 'light & airy' throughout. The lounge is 'open plan' w  …see more

from £39 / night

£275 - £595 / week

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from £39 / night

(2) Very Good 

21

Holiday home with golf nearby in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Westridge House is a one of the most exclusive homes on the island comfortably sleeping up to 10 people. The house holds 5 bedrooms, consisting of 3 double bedrooms and 2 twin bedrooms. Stunning garden, lawns and swimming pool found on the outskirts of Ryde and Seaview.  …see more

from £600 / night

£1995 - £4695 / week

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from £600 / night

(11) Very Good 

9

Home rental in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Greta location, clean, tidy house” The location of the house was fantastic. We could access the town so easily and supermarkets and fish and chip shop were literally around the corner. The house itself was great, very clean and a well equipped kitchen  …see more

from £90 / night

£450 - £1600 / week

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from £90 / night

(1) Excellent 

19

Holiday home in Shanklin

Isle of Wight / Shanklin

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Great location for exploring the Island, peacefull with lovely views, countryside from the rear and sea glimpses from the front of the house. Lovely walks into Shanklin Town via the railway track or through the farm, plus America Woods seconds away.<br />Balconies  …see more

from £350 / night

£1750 - £2500 / week

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from £350 / night

(13) Very Good 

10

Holiday home in Gurnard

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Beautiful decor, well equipped kitchen with a handy supply of board games & Dvds!” The family stayed here over the May/ June half term and we had a great time. The beach house is beautiful, well equipped and always felt welcoming and cheerful-even on  …see more

from £60 / night

£385 - £1575 / week

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from £60 / night

(41) Excellent 

16

Ventnor holiday apartment let

Ventnor / St Lawrence, Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“great location, great welcome” lovely house. amazing garden with all facilities. we received a great welcome. really enjoyed the holiday.  …see more

from £50 / night

£225 - £820 / week

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from £50 / night

(8) Excellent 

39

Holiday cottage in Seaview

Isle of Wight / Seaview

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
"The perfect self-catering holidays in Seaview on the Isle of Wight" Seaview Holidays offer luxury self-catering accommodation in a stunning, secluded location overlooking the beautiful Hersey Nature Reserve on the Isle of Wight..... We offer 2, 3 and 4 bedr  …see more

from £135 / night

£579 - £1499 / week

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from £135 / night

(8) Very Good 

15

Apartment rental in Totland

Totland Bay / Totland Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Totland Bay, beach front three bed 5 star luxury apartment sleeps up to six. Beautiful and modern, spacious interior, 2 bathrooms. Home from home comfort, wi-fi. Footsteps from the sea, unrivalled views and glorious sunsets, safe for families, parking.<br />Ful  …see more

from £175 / night

£575 - £1250 / week

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from £175 / night

(1) Very Good 

24

Holiday home in Ventnor

Ventnor / Ventnor Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
3 MINUTES WALK FROM VENTNOR'S BLUE FLAG BEACH, 1 min from the town centre with its smart restaurants and cafes. BEAUTIFULLY presented ,well equipped Victorian Townhouse: 3 bedrooms, 2 bathrooms, views of the Downs, partial sea views, WI FI. BREATHTAKING COASTAL WA  …see more

from £125 / night

£750 - £1005 / week

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from £125 / night

(22) Excellent 

16

Holiday apartment with golf nearby in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Nice and warm apartment, perfect for families with children.” We traveled to Ventnor in November which was cold and windy. The apartment is nice cosi and warm, well equipped and safe for children. Highly recommend. It is a pity we couldn't use the fro  …see more

from £85 / night

£420 - £790 / week

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from £85 / night

(3) Excellent 

22

Holiday chalet in Yaverland

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary
“Lovely chalet on a good site.” Excellent accommodation with everything provided for a stress free holiday on a site that's very convenient for getting about the island,buses stop just past the entrance to the site when you want to take a bre  …see more

from £50 / night

£200 - £495 / week

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from £50 / night

(8) Excellent 

22

Cowes holiday home rental

Cowes / West Cowes

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.18 km
  • Child friendly
“Christmas in Cowes” Great house. We were a group of 9 adults and 5 children all 2 and under. This house was the perfect place to spend christmas, plenty of room and a great kitchen with everything you need including a stocked pantry, which is always h  …see more

from £295 / night

£2065 / week

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from £295 / night

(17) Excellent 

20

Studio rental in Ventnor with golf nearby

Isle of Wight / Ventnor

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
“Perfect - Fresh and light an enjoyable holiday” Excellent location, with stunning views. Apartment well looked after, clean and tidy. A delightful holiday with all the necessary facilities. 5 Minute walk to the seaside. 5 Stars  …see more

from £80 / night

£400 - £675 / week

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from £80 / night

(6) Very Good 

11

Holiday barn in Shorwell

Shorwell / Billingham

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 6 km
  • Ask about pets
  • Private garden
Bucks Farm Cottages was set up to compliment the growing desire to get out & enjoy your surroundings! We have a huge barn to store all your kit/bikes/boards etc & 'workshop' facilities should you need to upgrade anything!!  …see more

from £70 / night

£450 / week

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from £70 / night

(23) Very Good 

22

Cowes holiday cottage rental

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“A lovely terrace cottage near the centre of Cowes” A very comfy cottage with a very well spec'ed out kitchen and lovely shower-wash room. Full SkyTV and wireless broadband access. The landlords communication was very clear, concise and timely.  …see more

from £100 / night

£600 - £1300 / week

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from £100 / night

(2) Excellent 

9

Holiday apartment in Ryde

Isle of Wight / Ryde

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Flatlet 6 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 6 comprises of a full size pull down double bed with a separate bedro  …see more

from £59 / night

£235 - £495 / week

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from £59 / night

(14) Excellent 

24

Holiday penthouse with golf nearby in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Beautiful apartment” Beautiful apartment, very spacious and well located. We would use is again. The balcony and view of the Solent is excellent  …see more

from £175 / night

£875 - £3125 / week

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from £175 / night