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  • Isle of Wight
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  • Bembridge (45)
  • Bemridge Harbour (2)
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  • Calbourne (6)
  • Chale (3)
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  • Freshwater (29)
  • Godshill (3)
  • Gurnard (10)
  • Lake (2)
  • Merstone (1)
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  • Niton (6)
  • Porchfield (4)
  • Ryde (40)
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  • Seaview (11)
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  • Shorwell (6)
  • St Helens (9)
  • Totland Bay (8)
  • Ventnor (86)
  • Wellow (2)
  • Whippingham (3)
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  • Woodside Beach (1)
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552 Holiday homes

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

(2) Very Good 

1 / 18

The Brewhouse - Ventnor house sleeps 6

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
“The Brewhouse” is a delightful 160 year old Victorian character building, tastefully converted from an inn several years ago, which provides very comfortable, centrally-heated, well appointed and stylish all year round accommodation. Enjoying both sea and down-land  …see more

from £62 / night

£430 - £920 / week

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from £62 / night

(3) Excellent 

1 / 29

Titha's Cottage - Ventnor cottage sleeps 6

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
Titha's Cottage is a delightful holiday home, perfectly situated within walking distance of the sea.Titha's Cottage is suitable for both a family or three couples. The cottage has three bedrooms, one with bunk beds, one double with lovely seaviews from the picture windo  …see more

from £87 / night

£612 - £1094 / week

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from £87 / night

(1) Very Good 

1 / 12

Ocean View holiday bungalow - Freshwater bungalow sleeps 4

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.25 km; Child friendly ;
Situated in West Wight, one of the prettiest and most unspoilt parts of the island, our Ocean View holiday bungalow is located on the coastal path above the sandy beach of Colwell Bay. Offering spectacular views of the sea and the famous Needles Lighthouse, it is only a  …see more

from £30 / night

£190 - £570 / week

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from £30 / night

(1) Very Good 

1 / 17

Solent View - Seaview bungalow sleeps 6

Isle of Wight / Seaview

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
Solent View is a delightful bungalow (internal step in 3 places) situated within walking distance of Seagrove Bay. This spacious, accommodation is comfortably furnished throughout offering one double room with an ensuite shower room, another double room and one twin bed  …see more

from £64 / night

£445 - £945 / week

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from £64 / night

1 / 12

Luxury caravan thorness bay,isle of Wight - Cowes caravan/mobile home sleeps 8

Isle of Wight / Cowes

3 8 1 night min stay

  • 3 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Ask about pets;
Welcome to our page for the rental of a Vogue caravan with double glazing throughout and full central heating to make your stay more comfortable. Our caravan has 40inch TV , wifi,free veiw & DVD player It comprises of a kitchen/diner,3 bedrooms(1double en-suite with fit  …see more

from £100 / night

£475 / week

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from £100 / night

(1) Excellent 

1 / 14

New modern family beach holiday apartments - Shanklin apartment sleeps 5

Isle of Wight / Shanklin

2 5 2 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Nearest beach 0.1 km; Child friendly ; No pets allowed;
New modern holiday apartments Fantastic area 3 minutes walk to the beach Bus and train station and town and Shanklin old village and chine all within short walking distance All mod cons internet tvs in every room Power shower in a luxurious bathroom Kitchen all equ  …see more

from £69 / night

£495 / week

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from £69 / night

(2) Excellent 

1 / 18

The Haven - Bembridge cottage sleeps 4

Isle of Wight / Bembridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
A lovely Victorian cottage with character & charm. This appealing holiday home is situated along a quiet road within the village of Bembridge, which is situated on the eastern coast of the Isle of Wight. Coastal walks with wonderful sea views are on your doorstep & chil  …see more

from £65 / night

£310 - £750 / week

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from £65 / night

(1) Excellent 

1 / 10

Willow House - Bembridge house sleeps 8

Isle of Wight / Bembridge

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
A substantial modern detached family residence with spacious and flexible accommodation, it's particularly well maintained throughout and provides the ideal holiday retreat for parties of all sizes. There are four bedrooms upstairs, a lot more living space than you  …see more

from £111 / night

£775 - £1845 / week

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from £111 / night

(1) Good 

1 / 9

King Charles Court - Ventnor apartment sleeps 2

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Not suitable for children; No pets allowed;
Kings Charles Court is a fabulous one bedroom first floor apartment which has been furnished to a high standard and is comfortably furnished throughout. There's a double bedroom and bathroom with shower over. The apartment also comprises of lounge, kitchen and dini  …see more

from £90 / night

£345 - £545 / week

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from £90 / night

1 / 13

1 Roseberry Cottage - Freshwater Bay cottage sleeps 5

Freshwater / Freshwater Bay

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 0.7 km; Child friendly ; Car advised;
Roseberry Cottage is located within Freshwater Bay, just 800yds away from the bay itself & 250yds from Farringford House, the former home of Alfred Lord Tennyson. There are wonderful coastal & downland walks nearby, where you can enjoy panoramic views from the bay to 'T  …see more

from £68 / night

£315 - £725 / week

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from £68 / night

(2) Very Good 

1 / 24

Elizabeth Apartment - Shanklin apartment sleeps 2

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Suitable for children age 5+; No pets allowed;
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

(3) Excellent 

1 / 11

2 Bed Apartment in the Luxurious Clarence House - Ventnor apartment sleeps 4

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Car essential;
FREE FERRY OFFER !!!!! Book 2 weeks in any of our apartments at any time of the year and we will give you a FREE return ferry crossing. We are partnered with both Wightlink and Red Funnel ferry companies, so can always offer you a better discounted ferry crossing rate  …see more

from £80 / night

£420 - £725 / week

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from £80 / night

(11) Excellent 

1 / 19

Claremonte - Ryde house sleeps 10

Isle of Wight / Ryde

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Child friendly ;
Claremonte self catering holiday home is situated 1 minute level walk from the safe sandy beaches of Ryde, Isle of Wight. It is a beautiful Victorian house retaining many of its original features, with high ceilings, large bright spacious rooms and original fireplaces.  …see more

from £90 / night

£550 - £950 / week

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from £90 / night

(1) Excellent 

1 / 7

Cowes - Sailing Crew, Festival Goers and Families! - Cowes house sleeps 8

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 10 km; Child friendly ; Car not necessary;
Located within a short walk from Cowes High Street, the marina and the Redjet. With the added bonus of walking past M&S on your way back home! We love to explore, travel and find new places. A few years back we rediscovered the delights of Cowes, mainly due to getting  …see more

from £100 / night

£500 - £750 / week

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from £100 / night

(9) Excellent 

1 / 23

Norton Brook - Fort Victoria house sleeps 10

Yarmouth / Fort Victoria

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Child friendly ;
Norton Brook is a lovely 4 bed, 3 bath cottage, situated on the west side of the Isle of Wight within a short walk or drive from the colourful village of Yarmouth. Free wifi and SKY channels. Close to the bays and beaches of Colwell and Totland. The cottage is furnishe  …see more

from £150 / night

£800 - £1750 / week

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from £150 / night

(2) Excellent 

1 / 22

65 York St - West Cowes townhouse sleeps 10

Cowes / West Cowes

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; No pets allowed; Private garden;
This Cowes Holiday homes listing is a 3 storey townhouse in the very popular York St which is a 2 minute walk from the Marinas & town so with its 10 singles in 3 bedrooms & 1 main bathroom & 2 shower rooms this property makes a fantastic crew house for sailing events or  …see more

from £105 / night

£395 - £2900 / week

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from £105 / night

(16) Very Good 

1 / 17

Battenburg Studio Apartment - Shanklin studio sleeps 2

Isle of Wight / Shanklin

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
Located on the ground floor this studio apartment can accommodate 2 peopleLounge DinerWith kitchen area with gas hob, gas oven, fridge with freezer compartment, dishwasher and combined washing machine and tumble dryer. Bed settee option for sleeping an additional 1-2 pe  …see more

from £45 / night

£230 - £585 / week

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from £45 / night

1 / 10

A spacious one bedroom ground floor flat - Ventnor apartment sleeps 2

Isle of Wight / Ventnor

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
This ground floor flat is set within a Victorian villa situated at Bonchurch Beach, and just a stones throw from the sea. The flat has gas central heating, and comprises of 1 large bedroom, which has the capacity to sleep 2 people; there is a double and single bed. Adja  …see more

from £56 / night

£390 - £400 / week

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from £56 / night

(6) Excellent 

1 / 23

Montagu Luxury Apartment - Shanklin apartment sleeps 8

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
This large 3 bedroom self catering apartment on the upper ground floor offers you spacious and luxurious accommodation for between 6 + 2 people and your own private outdoor 5 person hot tub.Your apartment consists of:Master Bedroom; With pillow top superking size double  …see more

from £155 / night

£775 - £1975 / week

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from £155 / night

(3) Very Good 

1 / 8

Three bedroom cottage in the heart of Cowes - West Cowes cottage sleeps 8

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Suitable for children age 5+;
A period terraced cottage, located in central Cowes, just 3 minutes walk from the RedJet, just off the High Street. An excellent base for sailing, exploring the island or just enjoying the local amenities, of which there are numerous restaurants, bars, cafes and a high  …see more

from £85 / night

£350 - £750 / week

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from £85 / night

1 / 24

Crab Cottage - Ventnor house sleeps 8

Isle of Wight / Ventnor

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
Golden sand, blue sea, beach huts and deck chairs. Enjoy the fabulous beachside fun or head out along the coastal path to take in the spectacular scenery. After your healthy walk or swim treat yourself to a cooling drink at one of the cafes or bars along the seafront.Si  …see more

from £83 / night

£575 - £1752 / week

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from £83 / night

(4) Excellent 

1 / 12

The Cote - Ryde cottage sleeps 4

Isle of Wight / Ryde

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
The Cote is a beautifully presented converted Cart House/Piggery that is completely self-contained. It has its own PRIVATE WALLED COURTYARD with steps up to a secluded fenced decking terrace and lawn. Ideal for visitors with YOUNG CHILDREN or PETS, or those who just lik  …see more

from £72 / night

£500 - £900 / week

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from £72 / night

(14) Excellent 

1 / 24

Shenstone - Ventnor house sleeps 8

Isle of Wight / Ventnor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.75 km; Suitable for children age 5+;
Welcome to our exclusive family house in it's unique position over looking Bonchurch and Ventnor on the Isle of Wight. The house boasts fabulous sea views, and backs onto St Boniface Down with private gated access. Only a ten minute walk to Ventnor town centre and  …see more

from £165 / night

£750 - £1200 / week

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from £165 / night

(4) Excellent 

1 / 20

Glen Rosa - West Cowes townhouse sleeps 11

Cowes / West Cowes

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Child friendly ; Ask about pets; Private garden;
This delightful Victorian townhouse is situated in the popular Denmark road which is only a stones throw from the centre of town & marina's. Perfect for large sailing crews, large or 2 families, corporate or festivals. 1 double & 9 singles Layout Ground Floor : Open  …see more

from £100 / night

£500 - £3600 / week

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from £100 / night

1 / 11

Veryan - Ventnor Bay house sleeps 10

Ventnor / Ventnor Bay

4 10 7 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
Built in the early 1800's, Veryan is a Grade 11 Listed, Four Star Gold, 4 storey house, full of character and charm.During the mid 1800's, it was for many years a Victorian School for Young Gentlemen. All rooms have stunning views along with the comfort and re  …see more

from £179 / night

£1250 - £1520 / week

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from £179 / night

1 / 18

Belharbour - Cowes house sleeps 11

Isle of Wight / Cowes

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
HOME DESCRIPTIONBelharbour is situated in a private drive & approached via an electrically operated gated entrance. Lovely sea views stretching across The Solent towards Southampton Water & continuing along the Hampshire coastline can be enjoyed from the fronta  …see more

from £179 / night

£825 - £1985 / week

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from £179 / night

(16) Excellent 

1 / 35

Central Cowes cottage. Great location. Sleeps 4+2. - Cowes cottage sleeps 6

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car not necessary;
Sat 3rd-Sat 10th Sept still available! Enquire on last minute prices. Location, location, location is the key with this stylish cosy 2 bedroom Victorian fishing cottage situated on a quiet cobbled cul de sac, one road back from the vibrant hustle and bustle of Cowes Hig  …see more

from £145 / night

£495 - £1550 / week

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from £145 / night

(4) Excellent 

1 / 32

Quality by Appley beach,Toy playden, wifi, parking - Ryde bungalow sleeps 5

Isle of Wight / Ryde

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.3 km; Child friendly ;
Appleysands is a detached, modern property set in a very quiet Close just a 5 minutes stroll down a leafy lane to a FAB soft, sandy beach. See 'Wightsands' website for more pictures and information. May consider a Saturday-Saturday stay just ask :-) There is a child saf  …see more

from £125 / night

£450 - £995 / week

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from £125 / night

1 / 20

Sandy Shores holiday chalet with WiFi in Yaverland - Yaverland chalet sleeps 6

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 0.5 km; Child friendly ; Car not necessary;
Sandy Shores is our most recent acquisition and only went on the rental market in June after we gave it a complete make-over to the same high standard as our other 3 successful chalets, all with 5 star reviews. It is a south-facing end chalet, right next door to our cha  …see more

from £50 / night

£200 - £495 / week

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from £50 / night

(2) Excellent 

1 / 17

Grange Farm Bed and Breakfast is to be recommened - Wootton Bridge b&b sleeps 6

Isle of Wight / Wootton Bridge

5 6 1 night min stay

  • 5 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 4 km; Child friendly ;
Grange Farm is a beautiful friendly property with many visitors returning year after year ,with a private drive leading to the farm house making it a peaceful holiday ,and yet close to ferry terminals beaches and the main shopping centre Newport just an 8 min drive .To  …see more

from £45 / night

£280 - £1855 / week

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from £45 / night

(7) Very Good 

1 / 25

9 fife court - West Cowes townhouse sleeps 10

Cowes / West Cowes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; No pets allowed;
This Fabulous 5 bedroom, 4 bathroom town house, within a 5 minute walk of all the amenities that Cowes has to offer. With its ability to sleep 10 in a flexible format & with the luxury of 2 main bathrooms & 2 en suite shower rooms Its ideally suited for larger family h  …see more

from £130 / night

£600 - £4100 / week

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from £130 / night

(1) Excellent 

1 / 14

Charming Percy Cottage, Shanklin, Isle of Wight - Old Village house sleeps 4

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Car not necessary;
DISCOUNT APPLIED TO SEPTEMBER 2016 RATES. You can book for 5 nights or more from £534. The cottage has been advertised for 2016 following a break, discount rate already applied. Percy cottage (Self-catering. Sleeps 4 in total. (2 bedrooms) is nestled in the picture  …see more

from £65 / night

£455 / week

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from £65 / night

(7) Excellent 

1 / 23

63 York street - West Cowes house sleeps 9

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Child friendly ; No pets allowed; Private garden;
This delightful 4 bedroom victorian terrace has a modern spacious feel & is located in very popular road which is a stones throw from all the marine & Cowes town facilities. It has been beautifully refurbished as a dedicated holiday home & benefits from a lovely open pl  …see more

from £90 / night

£425 - £3400 / week

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from £90 / night

(5) Excellent 

1 / 10

Eversley Luxury Apartment - Shanklin apartment sleeps 8

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
A Luxurious 4 bedroom self catering holiday apartment, providing accommodation for 6 + 2 people with private roof terrace and 6 person hot tub.Located on the first and second floors this apartment offers en-suites to 3 of the bedrooms.Master Bedroom: Located on the seco  …see more

from £140 / night

£695 - £1775 / week

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from £140 / night

(10) Very Good 

1 / 15

Holiday Chalet in Gurnard with shared pools - Gurnard Pines chalet sleeps 5

Cowes / Gurnard Pines

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
We are pleased to advertise our immaculate and well maintained two bedroom Chalet in the Gurnard Pines Holiday Village that can sleep up to five persons. This Chalet comes fully equipped with all the necessary items to make your stay as close to home as possible.The mai  …see more

from £42 / night

£290 - £550 / week

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from £42 / night

(9) Excellent 

1 / 14

Luxurious Park Side Apartment - The Carisbrooke - Ventnor Bay apartment sleeps 5

Ventnor / Ventnor Bay

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Not suitable for children; No pets allowed;
FREE FERRY OFFER !!!!! Book 2 weeks in any of our apartments at any time of the year and we will give you a FREE return ferry crossing. We are partnered with both Wightlink and Red Funnel ferry companies, so can always offer you a better discounted ferry crossing rate  …see more

from £95 / night

£495 - £795 / week

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from £95 / night

1 / 5

1 Church House - Totland cottage sleeps 7

Isle of Wight / Totland Bay

4 7 7 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; No pets allowed;
1 Church House is a detached church conversion in the village of Totland just one mile from Freshwater. The cottage sleeps seven people and has two super-king size double bedrooms (zip/link, can be twin on request) with en-suite wet rooms, one super-king size double wit  …see more

from £86 / night

£600 - £1042 / week

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from £86 / night

1 / 14

CULVER COTTAGE - Shanklin house sleeps 7

Isle of Wight / Shanklin

3 7 7 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
Directly opposite Sandown's popular sandy beach and offering superb far reaching sea views, this delightful terraced Victorian former coastguard's cottage is one of a row of similar properties set back from the road which leads to the town in one direction and  …see more

from £58 / night

£403 - £1296 / week

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from £58 / night

(2) Excellent 

1 / 18

Lobster Lodge - Ventnor house sleeps 8

Isle of Wight / Ventnor

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.01 km; Child friendly ;
You couldn't be nearer to Ventnor beach than in this brand new, immaculate town house. Be the first visitors to enjoy the superb views and unbeatable location. All the stuff of holiday dreams is on your doorstep with a variety of cafes, bars and restaurants, freshl  …see more

from £83 / night

£575 - £1752 / week

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from £83 / night

(4) Very Good 

1 / 21

Victoria Apartment - Shanklin apartment sleeps 2

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 0 km; Ask owner if suitable for children; No pets allowed;
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

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