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259 Holiday homes in Isle of Wight

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  • Bembridge (37)
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  • Cowes (52)
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  • Gurnard, Isle of Wight (2)
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  • Newport, Isle of Wight (7)
  • Ryde (21)
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  • Shanklin (13)
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  • St Helens, Isle of Wight (5)
  • Totland (9)
  • Ventnor (36)
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259 Results  |  
20 Photos

House | 3 Bedrooms | sleeps 8

Excellent 5/5 

Short stays welcome

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from £69 /night

£480 - £2600 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Lovely victorian terraced house, 5 minutes walk to Cowes town centre, ideal for a family holiday, crew or a corporate shore base. Sleeps 8 in 3 bedrooms 2 bathrooms, onsite parking and can also be rented with similar adjacent property to accommodate larger groups. This lovely seaside home also has a lovely relaxing garden on 2 levels, great for eating out.  …see more

24 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

1 night min stay

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from £93 /night

£650 - £4250 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Elegant and spacious 200 year old semi-detached Georgian house offering accommodation for up to 10 people. Cliffhanger is in a prime location near the sea front on the edge of Cowes old town with panaromic views of Cowes harbour and across the Solent to the mainland. A beautiful house with luxury accomodation for couples or groups of up to 10 people in Cowes, Isle of Wight.  …see more

17 Photos

House | 3 Bedrooms | sleeps 8

Very Good 4.5/5 

2 Nights min stay

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from £68 /night

£475 - £1350 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
A light and spacious cottage only a short walk from Yarmouth. Sleeps 6 people with 3 bedrooms and 3 en-suites. Will sleep 8 people if two or more are young children. Secluded garden. Open plan kitchen, dining room, sitting room. Off street parking for two cars. Linen and bath towels only provided for 6 people, unless requested.  …see more

Featured properties

11 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £182 /night

£1272 - £1537 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Beautiful 4 bedroom Victorian House with panoramic sea views sleeps 8 + baby Ideal for families.  …see more

20 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £125 /night

£875 - £1500 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
EASTER : 10% DISCOUNT. Prime Waterfront Location. Wonderful modern property in small mews development with balcony and fantastic views over the harbour and Solent beyond. Accommodation of very good standard in contemporary style. Very comfortable for 6 or 8 guests.  …see more

18 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £129 /night

£900 - £1600 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • No pets allowed
Fantastic contemporary property in prestigious waterside development with great views over the Solent and only a short walk away from the Royal yacht clubs and Cowes town centre.  …see more

20 Photos

House | 4 Bedrooms | sleeps 9

3 Nights min stay

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from £122 /night

£850 - £1200 / week

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Key info:

  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
A 4 bedroom / 3 bathroom house that sleeps 8-9. Stylishly renovated with some lovely individual touches. Central location, situated just a few yards from Cowes High Street and in close proximity to Cowes Yacht Haven. 1st floor terrace with views to the Solent.  …see more

22 Photos

House | 6 Bedrooms | sleeps 12

Excellent 5/5 

Short stays welcome

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from £172 /night

£1200 - £2800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
5 Star Gold Award Georgian detached house offering comfortable, spacious accommodation. Ideal for large parties or families holidaying together. Spectacular rural views. Ten minutes walk to the village or the sea. Private, enclosed gardens.  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £115 /night

£800 - £1800 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.025 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Modern, luxuriously and delightfully appointed spacious 3 double bedroom home on the edge of the Solent with panoramic views, ten minutes walk along beach to historical harbour town of Yarmouth FEBRUARY & MARCH prices reduced to £650 excl 15 Feb Short stays (min 3 nights) avail out of season  …see more

7 Photos

House | 4 Bedrooms | sleeps 11

Short stays welcome

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from £63 /night

£435 - £3763 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Ideally situated 4 bedroom house in Cowes, Isle of Wight. Minutes from the beach and Cowes Marina.  …see more

14 Photos

House | 5 Bedrooms | sleeps 10

1 night min stay

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from £167 /night

£1166 - £2735 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Hydehill house offers stunning views over countryside, whilst being within walking distance of the sea. The house has 5 bedrooms (3 en suite), spacious kitchen, living room and dining room. Includes luxury sauna, solarium, conservatory and balcony with seating area.  …see more

24 Photos

House | 8 Bedrooms | sleeps 20

Very Good 4.5/5 

2 Nights min stay

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from £250 /night

£1750 - £3600 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Spacious 8 bedroom house ,With new hot tub , 6 en-suite bedrooms, gym, and large wet room. close to shanklin old village and 5 minutes to the local beach. off road private parking for up to 10 cars.Perfect for families and friends wanting to holiday together. 8 Bedroom house, Perfect for large families or groups.Sleeps 20+ 2 cots New just fitted * HOT TUB* seats 7  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £200 /night

£1400 - £5000 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Stunning Waterfront House Sleeping Ten Guests In Five Bedrooms With Magnificent Terrace Overlooking The Solent Modern comforts include: wi-fi, DVD player, Cable TV, dishwashers and a microwave.  …see more

14 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £79 /night

£550 - £600 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Attractive four bed modern home close to all amenities with four bedrooms and two bathrooms  …see more

17 Photos

House | 5 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £136 /night

£950 - £5000 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Situated in the popular York St in central Cowes. Perfect family holiday home or regatta rental. Flexible accommodation with annexe. Newly decorated and furnished with pretty garden.  …see more

24 Photos

House | 7 Bedrooms | sleeps 17

Very Good 4.5/5 

3 Nights min stay

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from £258 /night

£1800 - £9500 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Gracious, detached, 7 bedroom property in it's own grounds. All amenities including WIFI and music system. Lovely, large gardens with BBQ, dining area, parking for 10 plus cars and patio areas. Perfect for families, corporate guests and careful crews. Prices October, November and Dec (not Christmas, New Year or Half Terms) from £500 a weekend/£700 a week.  …see more

8 Photos

House | 3 Bedrooms | sleeps 10

3 Nights min stay

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from £86 /night

£600 - £3600 / week

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Key info:

  • Nearest beach 0.8 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
4 Storey town house in Old Cowes with stunning sea views. Sleeping up to 10 (6 - 8 Preferably) in three bedrooms with one bathroom and one shower room. Huge flat roof terrace with sea views, BBQ and seating.  …see more

8 Photos

House | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £93 /night

£650 - £4000 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
  • Private garden
Four bedroom house sleeping ten seconds from the marinas and High Street with sea views.  …see more

8 Photos

House | 4 Bedrooms | sleeps 7

Very Good 4.5/5 

3 Nights min stay

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from £72 /night

£500 - £2700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Four bedroom semi-detached town house in Old Cowes near to the Yacht Squadron with sea views and unusually for Old Cowes parking.  …see more

12 Photos

House | 4 Bedrooms | sleeps 9

3 Nights min stay

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from £93 /night

£650 - £4000 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Situated in the popular Beckford Road in central Cowes. Seconds walk from the High Street with it's large choice of pubs, restaurants and shops. Perfect family holiday home or regatta rental. Newly renovated/decorated (April 2011) and furnished with pretty garden. Situated in the popular Beckford Road in central Cowes. seconds walk from the marina and Shops.  …see more

13 Photos

House | 4 Bedrooms | sleeps 10

Very Good 4.5/5 

3 Nights min stay

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from £158 /night

£1100 - £5500 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Wonderful, high ceilings, classic, Grade II listed Victorian house in the centre of old Cowes. Full of period features. Dining for 10 also sleeps up to 10. Sea views. A stone's throw from the water. This house has it all.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £79 /night

£550 - £4500 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Huge rooms & great views as well as extensive decked area near the Royal Yacht Squadron. Ideal for corporate,boat owners or for families wanting loads of space. With a classic AGA in the huge kitchen. Unusually for this part of Cowes there is also parking.  …see more

13 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £93 /night

£650 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A stylish New England Townhouse, just a 5 minute walk from Ventnor's golden beach. Awarded 4 stars.  …see more

14 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £115 /night

£800 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A pretty, classical detached victorian villa. Set in its own garden this large airy house has plenty of parking and makes a fantastic holiday destination. The house is located on a private road and although only minutes from the high street is quiet and secluded.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £64 /night

£445 - £985 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Stylish, peaceful detached cottage in the pretty coastal village of Bembridge. Less than 5 mins walk to beach and 2 mins waik to shops. Perfect mini break or holiday retreat. Wifi is now installed at Chantries.  …see more

9 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £36 /night

£249 - £455 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Just a short stroll from the sea, this impressive five bedroom holiday cottage in Ryde sleeps up to ten people.  …see more

10 Photos

House | 4 Bedrooms | sleeps 8

1 night min stay

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from £43 /night

£300 - £2700 / week

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Key info:

  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Delightful family holiday home ideal for larger families or for more than one family sharing. The house is situated in an excellent location just a few minutes walk from, Cowes town centre and Yacht Haven.  …see more

14 Photos

House | 4 Bedrooms | sleeps 10

Very Good 4/5 

1 night min stay

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from £43 /night

£300 - £2995 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Delightful family holiday home ideal for larger families or for more than one family sharing. The house is situated in a quiet location just a few minutes walk from, Cowes town centre and Yacht Haven.  …see more

12 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £90 /night

£625 - £1195 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Solent View is a modern property with all the facilities. It is in a quiet position close to the harbour, a stroll up to the shop or a walk across the mill wall to the beach.  …see more

11 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £44 /night

£308 - £795 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
This well-presented cottage is nestled perfectly at the foot of St Catherine's Down, within a quiet hamlet of privately owned barn conversions and can sleep four people in two bedrooms.  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £56 /night

£390 - £899 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • No pets allowed
  • Private garden
This detached cottage sleeps four people in two bedrooms.  …see more

17 Photos

House | 2 Bedrooms | sleeps 2

Short stays welcome

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from £44 /night

£302 - £707 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Sleeping two people in one bedoom, this wonderful studio apartment in Ventnor offers stunning sea views.  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £40 /night

£279 - £714 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Sleeping four people in two bedrooms, this mews cottage is in Brading, on the Isle of Wight.  …see more

17 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £126 /night

£878 - £2671 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A spacious rural retreat with heated swimming pool and parking for 4 cars. A four bedroom house sleeping 6/8, ideally suited for 6 adults and 2 children. Large rear garden with stunning countryside views. Heated swimming pool available from April to September.  …see more

12 Photos

House | 1 Bedroom | sleeps 2

Short stays welcome

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from £32 /night

£224 - £475 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
This single storey romantic base sleeps two people in one bedroom and is in Fishbourne on the Isle of Wight.  …see more

20 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £77 /night

£536 - £1407 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A spacious 4 bedroom house set over 4 floors, sleeps 8. Two balconies benefitting from estuary and sea views. Furnished to a high standard throughout. A short walk to The Duver with its sandy beach. Off-street parking for two cars.  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £62 /night

£433 - £1312 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 34 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A fantastic rural setting in the grounds of a working water mill. A luxury 3 bedroom eco-house, sleeps 6. Set within the grounds of Calbourne Water Mill. Use of the fantastic on-site facilities at The Water Mill. Balcony with furniture ideal for al fresco dining.  …see more

21 Photos

House | 1 Bedroom | sleeps 4

3 Nights min stay

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from £56 /night

£391 - £943 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Le Bel Vie is a stylish one bedroom annexe set in a tranquil three acres of land with paddocks and gardens. The property perfectly combines contemporary, high specification design with environmental sensitivity.  …see more

24 Photos

House | 4 Bedrooms | sleeps 7

Short stays welcome

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from £68 /night

£475 - £1248 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
This property is an annexe to a thatched cottage and sleeps seven people.  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

Short stays welcome

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from £80 /night

£558 - £1479 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • No pets allowed
  • Private garden
This lovely cottage is situated in Yarmouth, on the Isle of Wight, and sleeps ten people in five bedrooms.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

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from £52 /night

£359 - £951 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • No pets allowed
  • Private garden
This end-terrace cottage is set within walking distance of Freshwater Bay and sleeps six people in three bedrooms.  …see more

23 Photos

House | 1 Bedroom | sleeps 2

Short stays welcome

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from £39 /night

£271 - £644 / week

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Key info:

  • Suitable for over 5s only
  • No pets allowed
  • Private garden
This ground floor barn conversion is located near to Ryde on the Isle of Wight and can sleep three people in one bedrooms.  …see more

15 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £70 /night

£485 - £1521 / week

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Key info:

  • Nearest beach 4 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
A reverse level 3 bedroom house sleeping 6 +2. Situated in a Grade I listed Victorian Fort furnished to a high standard. Landscaped communal rooftop garden offering 360 degree views over the Solent, English Channel and rolling countryside.  …see more

24 Photos

House | 5 Bedrooms | sleeps 9

Short stays welcome

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from £107 /night

£745 - £2059 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • No pets allowed
  • Private garden
A five bedroom cottage sleeping nine people, in Yarmouth, on the Isle of Wight.  …see more

19 Photos

House | 1 Bedroom | sleeps 3

Short stays welcome

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from £38 /night

£261 - £617 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
This cottage is located near Freshwater Bay on the Isle of Wight and can sleep three people in one double bedroom and on one single sofa bed in the sitting area.  …see more

19 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £181 /night

£1265 - £2587 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A wonderful house a mile from the centre of Ryde, on the Isle of Wight, sleeping up to ten people in five bedrooms.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £56 /night

£391 - £1044 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Traditional semi-detached 3 bedroom house, sleeps 6. Beautiful modern kitchen. Close to Freshwater Bay and Colwell Beach. Wi-Fi internet access avaliable. Off-street parking available for 2 cars.  …see more

15 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £90 /night

£630 - £1645 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A 4 bedroom house, sleeps 8. Furnished to a high standard throughout. Enclosed garden and decking area accessed via the kitchen and living area. Central location, situated just 100 yards from Cowes High Street. In close proximity to Cowes Marina, near to the town’s prem  …see more

19 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £118 /night

£826 - £1987 / week

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Key info:

  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A modernised and renovated 4 bedroom house, sleeps 8. Open plan living with luxury fitted kitchen. South West facing garden complete with decking and garden. Positioned in the centre of the village and close to the beach.  …see more

24 Photos

House | 7 Bedrooms | sleeps 14

Excellent 5/5 

3 Nights min stay

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from £216 /night

£1510 - £3924 / week

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Key info:

  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
An exclusive 7 bedroom barn conversion, sleeps 14. Set within a 250 acre estate of farmland and woodlands. Spacious accommodation with 3 reception rooms and 7 en-suite bedrooms. Ideal retreat for family reunions or corporate events.  …see more

Offering over 500 miles of footpaths, and stretches of stunning coastline, the Isle of Wight is perfect for a walking holiday or a family break. Enjoy the unspoilt scenery, or have an activity filled vacation with sailing, windsurfing and paragliding all on offer locally. The island is famous for the annual Cowes week event in late August, and in May it hosts the largest walking festival anywhere in the UK.