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Isle of Wight

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329 Holiday homes

Filters applied: High chair available

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

(39) Excellent 

32

Holiday cottage rental

Isle of Wight / Shanklin

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“This is a Gem and ticks all the boxes!” This is an immaculately clean establishment offering the choice of both B&B and self catering. It is in a great position just a few minutes walk to the beach in one direction and the town in the other. It is in  …see more

from £65 / night

£450 - £695 / week

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from £65 / night

(5) Excellent 

15

Holiday chalet in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Child friendly, dog friendly, free parking, underfloor heating, seaview, amenities in walking distance, beach within walking distance, newly refurbished 2015 with new kitchen, bathroom and high spec fittings. Amazing seaside location. Free Wifi.<br />Dogs: well  …see more

from £95 / night

£567 - £1092 / week

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from £95 / night

(21) Excellent 

23

Holiday apartment in Shanklin

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely place and situation” We thoroughly enjoyed our stay. The place was spacey, nicely decorated, clean and comfortable. Lovely views of the sea. Nice to use hot tub on open balcony area. Nearby tea rooms and pubs - particularly liked the Crab Inn -  …see more

from £155 / night

£775 - £1975 / week

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from £155 / 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

24

Newchurch holiday cottage rental

Sandown / Newchurch

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Characterful cottage on the Garlic Farm on the Isle of Wight. Perfectly placed for walking, cycling and family holidays. Guests enjoy a 10% discount in our renowned restaurant, use of tennis court and football pitch. 10 minutes from the beach by car.<br />Peacocks  …see more

from £175 / night

£825 - £1925 / week

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from £175 / night

(6) Excellent 

63

Seaview holiday cottage rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Whatever your Isle of Wight holiday needs, from family stays to short breaks for couples, Seaview Holidays can accommodate them all.  …see more

from £88 / night

£379 - £799 / week

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from £88 / night

(1) Excellent 

11

Porchfield holiday cottage rental

Isle of Wight / Porchfield

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Ask about pets
Barn Owl Cottage is set in a beautiful country location, quiet and relaxing yet near the yachting town of Cowes and the market town of Newport. There are beaches, walks, cycling and natures reserves and all the attractions of the lovely Isle of Wight to explore.<br  …see more

from £350 / night

£450 - £840 / week

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from £350 / night

(10) Very Good 

17

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“A superb apartment in a great location. Perfect.” We new the apartment was impressive from the photo's,however they do the accommodation little justice as the place needs to be seen in person. With panoramic views of the entire sea front enables Ventn  …see more

from £145 / night

£750 - £1163 / week

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from £145 / night

(11) Excellent 

21

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
Stoneleigh Suite is a spacious apartment located in a historic stone building at the bottom of St Boniface Down. There is easy access to picturesque walking routes just across the road.  …see more

from £100 / night

£700 / week

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from £100 / night

(9) Excellent 

11

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Great location, lovely chalet, friendly and helpful owners” We stayed at seahorses with our 3 year old son and we had a fantastic trip. The location was perfect for us and we got very lucky with the weather! We loved seahorses and would recommend it  …see more

from £36 / night

£250 - £485 / week

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from £36 / night

(12) Excellent 

28

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“High quality, beautifully appointed holiday barn in a peaceful location.” The barn is in great location which leaves you close to any of the islands attractions or towns. It is beautifully appointed throughout with the bonus of a hot tub in the shared  …see more

from £130 / night

£580 - £1495 / week

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from £130 / night

(4) Excellent 

12

Holiday bungalow in Bembridge

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
This spacious detached bungalow is in a quiet residential area of the village of Bembridge. It is within walking distance of Forelands Beach, local pubs, shops and the countryside. Ideal for coastal and country walks, sailing and other activities.  …see more

from £97 / night

£675 - £1050 / week

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from £97 / night

(8) Excellent 

14

Brighstone Bay holiday caravan/mobile home rental

Brighstone / Brighstone Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Fantastic setting friendly staff, perfect for young family” Lovely little farm setting only a walk away from the pretty bay. The children loved getting up in the morning and feeding the goats, chickens, ducks etc and then watching all of the animals  …see more

from £74 / night

£445 - £1200 / week

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from £74 / 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

(1) Very Good 

24

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
All amenities are within walking distance including beach ,paddling pool, play park/green and Shops.  …see more

from £85 / night

£370 - £625 / week

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from £85 / night

(12) Excellent 

13

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Beautiful” Such a beautiful chalet with lots of space. Excellent location for children as they could just play out on the green. Lovely decor and a well equipped kitchen. Cannot find any faults at all, will hope to come back again next year..  …see more

from £36 / night

£250 - £485 / week

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from £36 / 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

(5) Excellent 

29

Holiday cottage in Ventnor

Isle of Wight / Ventnor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Beautiful cottage, stunning views” We couldn’t have been happier with our choice to stay in Tithas Cottage. The cottage is beautifully decorated, extremely clean and Pati and Garry have made sure that there is everything you could possibly need to ma  …see more

from £87 / night

£612 - £1100 / week

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from £87 / night

(14) Excellent 

13

Holiday home rental

Ventnor / Ventnor Bay

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Comfortable beautiful house” The perfect stay 3 generation family trip all had fun Well equipped house , perfect location great views , everything spot on  …see more

from £120 / night

£600 - £1700 / week

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from £120 / night

(9) Excellent 

14

Home rental in Ryde with golf nearby

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly
“A lovely place to stay” We had a very nice stay at the Auction House it was the best place we have stayed in during our travels in all our 55 years of married life. It we well equipted spotlessly clean and very comfortalble, The owners were very hel  …see more

from £75 / night

£600 - £975 / week

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from £75 / night

(4) Average 

11

Holiday home rental

Bembridge / Bembridge Beach

3 6 Min stay varies

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

from £100 / night

£510 - £1890 / week

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from £100 / night

(12) Excellent 

25

Holiday home rental

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
This property is aimed at the 5 star market and is one of our premium properties. It has frontline unobstructed amazing sea views of the Bay.This house contains 4 bedrooms, 2 ensuites and 1 1/2 bathrooms.This property also has Luxury furniture and fittings.<  …see more

from £200 / night

£950 - £2500 / week

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from £200 / night

(5) Excellent 

14

Villa rental in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
“Holiday Villa with perfect view.” Had brilliant long weekend, the holiday villa was very clean with everything you needed, situated in an area with a brilliant view. The only down fall was the steep climb up to the top of the road and no parking right  …see more

from £99 / night

£450 - £821 / week

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from £99 / night

22

Holiday home in Seaview

Isle of Wight / Seaview

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
5* GOLD AWARD luxury 4-bed holiday home with direct access to the much sought after Seagrove Bay beach. Sleeps 8. 42" SKY+ in lounge and SKY in Study and Master Bedroom. Huge open plan ground floor opening onto terrace and garden stretching down to the sea.  …see more

from £354 / night

£1520 - £4650 / week

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from £354 / night

(6) Very Good 

15

Holiday bungalow in Nettlestone

Isle of Wight / Nettlestone

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Amazing!!!” Lovely place to stay, close to beach and a local shop, short drive to anywhere else on the island. Views from lounge and balcony were great, sunrise, sunset, stars and moonrise over the sea. The busy shipping channel kept my 7yr old grands  …see more

from £65 / night

£450 - £1050 / week

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from £65 / night

(22) Excellent 

20

Home rental in Yarmouth

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.025 km
  • Child friendly
“Great house - awesome view” Group of four chaps just spent four nights at Waters Edge, as a base for a walking short-break. Great house - exactly as described, really lovely. View over the Solent from the balcony constantly changes with the weather  …see more

from £120 / night

£840 - £1800 / week

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from £120 / night

(4) Excellent 

13

Shanklin holiday home rental

Shanklin / Luccombe Village

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Rural Location, Sea Views, Seaside location, Large house, private village, character house, House, Isle of Wight, log burner, open fires, private parking, town near, town in walking distance, BBQ house, Animal watching<br />Catering can be provided for parties, we  …see more

from £200 / night

£1300 - £1995 / week

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from £200 / night

24

Holiday home rental

Isle of Wight / Bembridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
HOME DESCRIPTION Wow...much closer to the sea & you will need a boat! A super holiday home situated right next to the picturesque harbour of Bembridge, with lovely beaches practically on your doorstep. A real must is the tranquil walk across the old mill 'caus  …see more

from £64 / night

£450 - £950 / week

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from £64 / night

14

Holiday chalet in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
A well-presented and newly re-furnished holiday chalet offering comfortable accommodation that comprises of two bedrooms (one double and one with bunk bed), an open plan lounge, kitchen and bathroom with shower over bath. Facilities include a HD television with DVD play  …see more

from £48 / night

£330 - £470 / week

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from £48 / night

(3) Average 

16

Wootton Bridge holiday cottage rental

Isle of Wight / Wootton Bridge

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Free broadband WiFi. Quiet location with the Island's renowned red squirrels frequent visitors. Wootton Bridge offers easy access to the Island's two main towns of Ryde and Newport, but also convenient for seaside locations and the more remote but beautiful We  …see more

from £125 / night

£875 / week

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from £125 / night

(13) Very Good 

8

Shanklin holiday apartment accommodation

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Contemporary and comfortable” A modern, spotless apartment on ground floor, close to the town and the beach. A huge, comfortable bed and small, but well equipped, kitchen. Would definitely stay here again.  …see more

from £70 / night

£345 - £880 / week

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from £70 / night

(13) Very Good 

26

Holiday home with golf nearby in Cowes

Cowes / West Cowes

7 17 Min stay varies

  • 7 bedrooms
  • Sleeps 17
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Perfect retreat for a big family get together” An ideal house for a large group plenty of room and facilities. Communication with the owner was good and informative, helpful regarding our room arrangments and arrival times. We had a great time over th  …see more

from £315 / night

£1800 - £9000 / week

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from £315 / night

(38) Excellent 

34

Bungalow rental in Ryde

Ryde / Appley

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Wonderful holiday home. Couldn't ask for more.” This was the 3rd time that we've stayed at Wightsands and it was just as fabulous as always. Wightsands is a comfortable home from home which is beautifully decorated. Everything you could ever need is p  …see more

from £100 / night

£475 - £995 / week

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from £100 / night

(4) Excellent 

22

Home rental in Shanklin

Isle of Wight / Shanklin

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“fabulous house” Stunning house with lovely grounds, Perfect for families with children of all ages. In a lovely location. Would highly recommend.  …see more

from £300 / night

£1800 - £2200 / week

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from £300 / 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

(24) Excellent 

22

Home rental in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Well equipped clean Family holiday home” Firstly, Amanda, the owner, made the initial enquiry and booking VERY easy. She's a genuine person!! The house is clean, very well equipped and spacious. Almost too much room for the five of us. The welcome pa  …see more

from £150 / night

£750 - £2500 / week

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from £150 / night

(6) Excellent 

12

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Wight Holiday Cottages Wight self catering Country cottage Private and peaceful<br />The Cote is available for 1 week rentals during peak season (and short breaks during the rest of the year).  …see more

from £58 / night

£400 - £1100 / week

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from £58 / night

(3) Very Good 

7

Holiday caravan/mobile home in Shanklin

Isle of Wight / Shanklin

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Lovely week” The caravan is in a lovely plot which is quiet and private. The site is clean and tidy although we only used the caravan to sleep and spent the days out exploring. We have a 2 year old and claire sorted out a travel cot and everything w  …see more

from £50 / night

£300 / week

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from £50 / night

(3) Excellent 

19

Holiday home with golf nearby in Sandown

Isle of Wight / Sandown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
This is a luxury new 3 bedroom house aimed at the 5 star market. The Cove has much class, with the usual modern amenities. Positioned in the area of Station Avenue within a few minutes walk to sandy beaches and many restaurants. Large lcd tv with dvd, Wii games co  …see more

from £125 / night

£500 - £1200 / week

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from £125 / night

(7) Excellent 

24

Bungalow rental in Yarmouth

Isle of Wight / Yarmouth

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
Large bungalow with peaceful country views near beaches. 2 downstairs bedrooms and downstairs shower room accessible for restricted mobility. 2 ensuite upstairs bedrooms, for 3 generations or 2 families.Sunny private patio provides outdoors dining and relaxing area. Geo  …see more

from £120 / night

£650 - £1750 / week

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from £120 / night