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Isle of Wight

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516 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.

(13) Excellent 

15

Holiday bungalow in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Bungalow with fabulous views” We had a very enjoyable weeks stay in July 2016. The holiday home is spacious, very clean and comfortable. It had everything needed for the four of us except I do think it should be made clear that Gary only provides hand  …see more

from £70 / night

£495 - £995 / week

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from £70 / night

(5) Very Good 

23

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“FABULOUS LOCATION” This was our second visit to Eliabeth House and we would hapily return there because the location is perfect, being close to both the sea and town centre. The views of the sea are brilliant. I spent most of my time there watching  …see more

from £50 / night

£350 - £795 / week

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from £50 / 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

(2) Very Good 

15

Holiday apartment rental

Cowes / West Cowes

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
Due its close location to the Red Jet terminal & town this property is perfect for those coming down to the Island who are not bringing a car. For those bringing a car parking can be made available nearby for a small additional cost.<br />This property is part  …see more

from £80 / night

£350 - £1400 / week

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from £80 / night

(8) Excellent 

28

Holiday home in Ventnor

Isle of Wight / Ventnor

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Lovely stay in a brilliant house in a great location.” Large, bright house with plenty of space for our group to have a very relaxing weekend. On entry house found to be very clean & tidy, rooms nicely decorated & furnished. Good range of Bedroom opti  …see more

from £155 / night

£620 - £1440 / week

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from £155 / night

(4) Excellent 

11

Holiday home letting

Isle of Wight / Newport

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Child friendly
  • Private garden
This spacious and comfortable semi-detached house is situated in a quiet residential neighbourhood within walking distance of Newport town centre. Situated at the top of a hill, the home boasts stunning views of the island and a well-kept private garden.  …see more

from £50 / night

£325 - £1930 / week

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from £50 / night

(8) Excellent 

14

Holiday apartment in Ventnor

Ventnor / Ventnor Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Brilliant apartment,brilliant location,brilliant views” Exactly what it says on'"the tin".Easy to book ,with confidence and all the support you would need-regular updates and support of "the lovely Lisa" on the island. Spacious and extremely well pre  …see more

from £145 / night

£750 - £1163 / week

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from £145 / night

(3) Excellent 

14

Cowes holiday home rental

Cowes / West Cowes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Fabulous property, fantastic location.” We thoroughly enjoyed our stay at Alban House. Beautiful property in excellent location with all amenities within short walking distance from the house. Views, especially from the master suite, are to die for.  …see more

from £800 / night

£2500 - £3500 / week

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from £800 / night

(24) Excellent 

23

Holiday home in Ventnor

Isle of Wight / Ventnor

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“great location. Great views.” The Perch provided myself, husband small child and mother in law with a comfortable and homely stay. The beds were comfortable and the rooms airy. The kitchen provided everything we needed and the garden although small h  …see more

from £150 / night

£500 - £895 / week

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from £150 / night

(8) Excellent 

8

Holiday apartment in Wootton Bridge

Wootton Bridge / Fishbourne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
Modern, well-equipped, purpose-built apartment.Fantastic superking fourposter bed in main bedroom.Free broadband WiFi.Convenient for Ryde and NewportNear car ferry terminals at Fishbourne (1 mile) and East Cowes (3 miles)<br />Sleeps six without having to use a so  …see more

from £69 / night

£295 - £875 / week

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from £69 / night

(14) Excellent 

10

Holiday cottage accommodation

Isle of Wight / Bembridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Highly recommended!! Gorgeous house. We want to live there.” A beautiful cottage that's deceptively large. 1 double bedroom downstairs, 1 double and a huge twin bedroom upstairs. Large downstairs wet room and a family bathroom upstairs. Kitchen is ve  …see more

from £72 / night

£500 - £900 / week

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from £72 / night

(13) Excellent 

12

Holiday townhouse rental

Cowes / West Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
“Fantastic weekend” Went with a large group of friends to celebrate a birthday. Very good for walking (to the New Inn in Shalfleet). Though a slight shame that parts of the coastal path were closed due to erosion you can't blame the house! Fantastic fa  …see more

from £200 / night

£795 - £3250 / week

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from £200 / night

(9) Excellent 

20

Holiday home rental

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“1 week stay all positives” Stayed for a week at Easter. Although compact and bijou, met all our needs. Natasha the owner answered all our questions very promptly. Very close to the town for the shops and restaurants. The accommodation included man  …see more

from £80 / night

£625 - £1120 / week

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from £80 / night

7

Holiday home in Bembridge

Isle of Wight / Bembridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
A very attractive period cottage in a convenient location, having easy access to the beach and local shops, and pleasant walks along lanes and footpaths to the harbour, local restaurants and village centre. Island Cottage is a quaint detached residence with beamed ceil  …see more

from £100 / night

£650 - £1950 / week

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from £100 / night

(18) Excellent 

39

Holiday apartment in Shanklin

Shanklin / Old Village

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
“Excellent” Our stay here was perfect,the apartment is of a very high quality with everything one needs to make the stay comfortable. It's a lovely old house which has been converted into very stylish apartments.It has a lovely raised decking area whic  …see more

from £60 / night

£340 - £625 / week

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from £60 / night

(13) Very Good 

27

Freshwater holiday apartment rental

Freshwater / Freshwater Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
MARCH 1st to 18th - REDUCED PRICES ON REMAINING DATES FOR STAYS OF 3 NIGHTS OR MORE (2 nights at the advertised prices). PLEASE EMAIL ME FOR A QUOTE FOR THE NUMBER OF NIGHTS YOU ARE INTERESTED IN. PLEASE NOTE - I have 2 discount vouchers left for 20% off the Red Funne  …see more

from £70 / night

£320 - £895 / week

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from £70 / night

(2) Very Good 

9

Apartment accommodation in Bembridge

Bembridge / Bembridge Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
2 Driftwood is a charming 1 bedroom apartment with fantastic views of the sea that sleeps up to 4 people. The property is set in a unique position in Bembridge, seconds from the coastline with magnificent views of the solent.  …see more

from £100 / night

£265 - £490 / week

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from £100 / night

(4) Excellent 

21

Holiday chalet in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
A unique self catering holiday in an old train ! Great for exploring the Island or just relaxing around the house watching the wildlife and the tide.Comfortable all year round and close to amenities. Off peak short lets available, please contact for more details! The pr  …see more

from £130 / night

£910 / week

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from £130 / night

(3) Very Good 

26

Home letting in Bembridge

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Set in its own large enclosed gardens, Hedgerow is a charming, cosy and well maintained cottage, comfortably sleeping up to 10 people. Set in a quiet unmade road, Hedgerow is only a short walk from both the sea and the amenities of the lovely village of Bembridge.  …see more

from £180 / night

£773 - £2040 / week

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from £180 / night

(10) Excellent 

26

Holiday chalet in Yaverland

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“A delightful and restful holiday that is free from worry.” We were delighted with the chalet. Not only was it clean and newly decorated, it was fully equipped with washing machine, new cooker, power shower and electric heating and hot water. The own  …see more

from £50 / night

£200 - £495 / week

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from £50 / night

(7) Very Good 

23

Holiday cottage in Ventnor

Isle of Wight / Ventnor

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Very homely and comfortable” Very nice, very clean, good towels and bedding sheets. Good situation, very pretty house and Garden. Lots of nice details, detergent, coffee, tea, bread, butter, milk, chocolates, a welcome pack. No parking outside the ho  …see more

from £95 / night

£525 - £995 / week

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from £95 / night

(12) Excellent 

18

Holiday cottage rental

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
“Truly a home from home” A wonderful break. Carlton Cottage is beautifully decorated, perfectly located. High attention to detail with everything thought about to make a memorable stay. With much thanks we hope to return soon.  …see more

from £180 / night

£760 - £2600 / week

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from £180 / night

(1) Very Good 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly
Spectacular Sea Views and only 1 minutes walk to the beach.Fully equipped 2 bedroom holiday bungalow suitable for up to 2 adults and 2 children.Wifi is available.<br />The bungalow will be ready for guests from 2 pm onwards. Check out on day of departure is by 10  …see more

from £30 / night

£190 - £590 / week

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from £30 / night

(1) Excellent 

7

Holiday home in Seaview

Isle of Wight / Seaview

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Montrose is a carefully renovated detached family home. Within the village of Seaview close to the local restaurants and shops and a short walk to the beach and Yacht club. With lots of the character retained it has the modern facilities for all the generations of the  …see more

from £140 / night

£1000 - £1750 / week

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from £140 / night

(2) Excellent 

10

Holiday apartment in Brook

Isle of Wight / Brook

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
Brook is a lovely little village in the beautiful and rural West Wight. It can offer you the perfect place for a relaxing holiday. At Brook House, we have 3 self-catering holiday properties. Northbrook, our smallest property, will give you a charming and character  …see more

from £90 / night

£300 - £995 / week

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from £90 / night

(5) Excellent 

20

Holiday apartment with golf nearby in Shanklin

Isle of Wight / Shanklin

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Child friendly
Alexandra apartment is on the first floor, iKitchen, Lounge, Bathroom with shower over bath, 2 bedrooms, main bedroom with.standard double bed and and second bedroom with two 3ft single beds, Beach is about a 10 minute walk from the apartment.  …see more

from £41 / night

£245 - £572 / week

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from £41 / night

(13) Very Good 

15

Chalet letting in Cowes with shared pool

Cowes / Gurnard Pines

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Lovely chalet, good facilities.” A lovely home from home. We stayed for 4 nights over the weekend of the Isle of White Festival. We didn't want to camp at the festival & this chalet was the perfect alternative on a budget. With 4 adults and a 5 month  …see more

from £80 / night

£300 - £600 / week

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from £80 / night

(6) Very Good 

26

Holiday apartment letting

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Comfortable, spotlessly clean, hot tub all towels including beach towels, and all linen, bedding and tea towels included free of charge.Central heating and hot water included.The sandy beach is a ten minute walk.  …see more

from £35 / night

£200 - £380 / week

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from £35 / night

(22) Excellent 

20

Holiday cottage in Freshwater

Freshwater / Moons Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Little Moon Cottage is a bright and sunny home in a beautiful rural location. Set on a leafy lane at the foot of Tennyson Down in an AONB with wonderful views, it is pet friendly, excellent for walking and cycling with lovely beaches and a pub with good food close by.  …see more

from £40 / night

£280 - £780 / week

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from £40 / night

(5) Excellent 

13

Gurnard holiday cottage rental

Isle of Wight / Gurnard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
All bookings come with 15% discount of Red Funnel ferries.free Courtesy bus for sailing events or those coming on foot. Parking for 3 cars.<br />Part of the Cowes Holiday Homes portfolio where quality matters  …see more

from £120 / night

£500 - £1300 / week

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from £120 / night

(4) Excellent 

17

Home rental in Ventnor

Isle of Wight / Ventnor

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
Chelsea Cottage, with its fabulous view overlooking the English Channel, is extremely comfortable and well-equipped, and has been comprehensively renovated and redecorated to a high standard throughout. The lounge, front bedroom and patios face south east and command a  …see more

from £95 / night

£450 - £900 / week

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from £95 / night

(31) Excellent 

22

Holiday home in Yarmouth

Isle of Wight / Yarmouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Wonderful holiday rental!” A lovely, spacious comfortable house with fantastic countryside views. We travelled with our young family and friends and all enjoyed staying at Three Gables. The kids loved the garden and played golf and boules (all provid  …see more

from £200 / night

£850 - £1775 / week

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from £200 / night

(9) Excellent 

24

Holiday manor house in Wroxall

Isle of Wight / Wroxall

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Property is well equipped, free WiFi throughout, comprehensive selection of Wii/ board games and you can even borrow a dog to walk...There is safe secure bike storage, drying room for outdoor gear and bike wash down facilities. A warm welcome awaits you!<br />Cycl  …see more

from £280 / night

£1875 - £2750 / week

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from £280 / night

(10) Excellent 

14

Whitwell holiday cottage rental

Whitwell / Nettlecombe

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
These delightful cosy cottage is set within the attractive grounds at a retired Victorian Station and still has the atmosphere of a bygone era. There is a small Vineyard within the peaceful gardens its just a short walk to the village pub & rural life..<br />W  …see more

from £90 / night

£340 - £900 / 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 £36 / night

£207 - £447 / week

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from £36 / night

(13) Excellent 

23

Sandown holiday apartment rental

Isle of Wight / Sandown

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“A first rate holiday with first rate accommodation” We were made to feel very welcome from the very first phone call. Everything pre-arrival was handled extremely well, and when we arrived there was somebody to meet and greet us, and there was somebod  …see more

from £35 / night

£200 - £380 / week

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from £35 / night

(28) Excellent 

8

Cottage rental in Newport

Isle of Wight / Newport

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“A home away from home” This property has been beautifully refurbished and is stylish yet very homey. The beds are exceptionally comfortable which is a must after a long day trekking around the island. It is with in walking distance to the local town f  …see more

from £80 / night

£560 - £1100 / week

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from £80 / night

(39) Excellent 

10

Holiday bungalow in Gurnard

Isle of Wight / Gurnard

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
“VIP festival experience” This is the only way to enjoy the best festival in the UK on the most beautiful island. The property is set in an idyllic setting and boasts amazing sunsets. The house has everything you need for a home from home experience. I  …see more

from £105 / night

£515 - £1300 / week

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from £105 / night

(8) Excellent 

18

Holiday townhouse in East Cowes

Isle of Wight / East Cowes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Lovely family home” Having not been to the Isle of Wight before, was clueless where to stay. As it turns out, it doesn't really matter where you stay as nothing is very far away. Our hostess was lovely and was on hand any time. Fortunately we didn  …see more

from £58 / night

£400 - £900 / week

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from £58 / night

(4) Excellent 

16

Holiday home in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Central location close to town centre, beach, pier, restaurants and public houses.  …see more

from £56 / night

£240 - £631 / week

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from £56 / night