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Isle of Wight

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382 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.

(7) Excellent 

20

Holiday cottage rental

Freshwater / Moons Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
Sunbeam 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 - £720 / week

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from £40 / 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

(8) Excellent 

23

Cowes holiday home let

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Private garden
As a dedicated holiday home this property has a versatile bed layout with the use of zip & link beds, for crews there is also a tenth pull out bed & with its 4 piece bathroom, Jack & Jill shower room & downstairs clock room , it can cater for large group  …see more

from £90 / night

£440 - £3400 / week

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from £90 / 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

(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

(3) Excellent 

23

Cowes holiday home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden
“Superb!!!” We stayed at the lovely Sun Hill in August for a couple of nights and as a family we were so happy. The house is immaculately clean and is equipped with everything that you could need. The owners kept us well informed and were so helpful  …see more

from £150 / night

£900 - £2400 / week

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from £150 / night

(3) Excellent 

16

Holiday cottage with golf nearby in Totland

Totland Bay / Totland Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Unique, charming & stylish cottage with contemporary furnishings, period features, fireplace with a wood burning stove. Toys, films, books, music & games provided. Well equipped kitchen. Pretty Bedrooms, bathroom with rural views & separate WC. Sunny & e  …see more

from £70 / night

£350 - £850 / week

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from £70 / night

11

Holiday cottage in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
Nestling peacefully in a rural hamlet location, adjacent to a quiet country lane opposite fields, these beautifully presented holiday properties provide a wonderful retreat from which to discover the delights of the island. Situated in the grounds of a Grade II listed t  …see more

from £60 / night

£450 - £695 / week

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from £60 / night

(5) Excellent 

21

Bembridge holiday home let

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Lovely holiday home offering peace and quiet just minutes from the beach” Lovely 3-bedroomed holiday home in a quiet lane, just minutes from the beach. Very convenient with convenience store just round the corner. Would definitely recommend the prope  …see more

from £86 / night

£600 - £1250 / week

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from £86 / night

(8) Excellent 

10

Cottage rental in Whippingham

Isle of Wight / Whippingham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 10 km
  • Child friendly
  • Private garden
Self-catering countryside cottage, equipped to a high standard, with excellent views across fields. Located along a private lane, very secluded - the base for great holidays on the Isle of Wight - great for chilling out!! Ideal for couple & families seeking relaxati  …see more

from £49 / night

£340 - £625 / week

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from £49 / night

16

Holiday cottage in Ventnor

Ventnor / Niton, Isle of Wight

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden
In association with Trinity House, Rural Retreats are pleased to present St Catherine's Lighthouse. Situated just outside the hamlet of Niton, approximately 10 minutes' drive from the popular coastal resort of Ventnor, the southern most point of the Isle of Wi  …see more

from £126 / night

£878 - £1933 / week

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from £126 / night

(11) Very Good 

9

Home rental in Cowes

Cowes / West Cowes

3 6 Min stay varies

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

from £90 / night

£450 - £1600 / week

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from £90 / night

(13) Very Good 

17

Holiday home in Bonchurch

Isle of Wight / Bonchurch

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Charlton House is a beautiful home set in a private and tucked away location on the edge of the highly sought after and picturesque village of Bonchurch, adjacent to the very popular Victorian town of Ventnor. Bonchurch & Ventnor has had a fair bit of media attentio  …see more

from £250 / night

£1100 - £1995 / week

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from £250 / night

(13) Very Good 

14

Holiday cottage letting

Whitwell / Nettlecombe

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“An excellent holiday stay” First time me and my husband have ever been to the Isle of White and totally fell in love with the place. We loved it so much even thinking of moving there within few years. Whitwell Station was a lovely accommodation and  …see more

from £90 / night

£470 - £1080 / week

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from £90 / night

(2) Excellent 

15

Apartment rental in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
47 Marinus: Prestigious Oceanfront position 3 bedroom 2 bath luxury modern apartment Marinus was built as a Cowes premier apartment complex in 2008. The apartment is situated on the first floor at the front of the south wing of the complex and has 2 balconies north &am  …see more

from £140 / night

£625 - £1500 / week

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from £140 / 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

(9) Excellent 

21

Shanklin holiday studio rental

Isle of Wight / Shanklin

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
“Excellent” very comfortable room, very clean, and all you need for a great stay. thank you. will stay again. Location perfect.  …see more

from £45 / night

£230 - £585 / week

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from £45 / night

(5) Excellent 

11

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Private garden
“Same High Standard” We stayed in Carisbrooke last year and loved it and really wanted to try the newly released Albert apartment after it's extensive renovations. In fact we booked a week over the Easter holiday without even seeing any photo's. We wer  …see more

from £80 / night

£475 - £745 / week

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from £80 / night

22

Holiday cottage in Newchurch

Sandown / Newchurch

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Tennis court, football pitch, table tennis - Discounted ferry crossings available  …see more

from £120 / night

£575 - £1275 / week

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from £120 / night

(4) Excellent 

16

Holiday townhouse rental

Isle of Wight / Cowes

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary
“This place is so great we have been back again!” I have stayed here twice with extended family. The house is spacious and comfortable with great style. The property is located in a great spot with easy walking access to Cowes, a variety of shops, pubs  …see more

from £235 / night

£795 - £4600 / week

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from £235 / night

(10) Very Good 

22

Cottage rental in Bembridge

Bembridge / Bembridge Beach

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Fabulous” Me and my family had a fantastic time at Nonsuch cottage its very clean and spacious and lots to do for the kids. and meet more than our expectation. It's also great that it's in walking distance to the beach and a pub that serves great f  …see more

from £120 / night

£795 - £1995 / week

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from £120 / night

(2) Excellent 

10

Holiday lodge in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
This is a barrier free brand new build. Suitable for wheel chair users. Sleeps 5 to 6. All on one level with car parking and garden. The Lodge comprises of a Large wet room, en-suite double room and two twin rooms, Large kitchen / diner lounge. A veranda to the front  …see more

from £65 / night

£595 - £895 / week

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from £65 / night

(6) Very Good 

24

Holiday home in Newport

Newport / Island Harbour

4 8 Min stay varies

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

from £150 / night

£750 - £2400 / week

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from £150 / night

(7) Excellent 

18

Cowes holiday bungalow rental

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect in every way!” We knew as soon as we arrived we had made an excellent choice, the views from the bungalow were fabulous, the garden was amazing and we have never felt so comfortable and at home. The bungalow is very spacious, well set out, hug  …see more

from £90 / night

£450 - £3250 / week

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from £90 / night

(6) Excellent 

19

Holiday home rental

Isle of Wight / Shanklin

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Enjoy time with family or friends in this newly renovated, spacious Edwardian villa, light and airy, with high ceilings and period features. It sleeps 9 in 4 bedrooms. Enjoy a game of pool or table tennis or play the piano in the games room. The house has BT Infinity  …see more

from £150 / night

£700 - £1880 / week

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from £150 / night

(3) Very Good 

12

Holiday barn in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

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

from £130 / night

£900 - £2250 / week

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from £130 / night

(8) Excellent 

19

Holiday home in Ventnor

Ventnor / Niton, Isle of Wight

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Kildare is an elegant 18th Century Georgian style holiday home which sleeps 10+, retaining many original features. Located on the southern tip of the Isle of Wight in an Area of Outstanding Natural Beauty, in the beautiful village Niton.<br />The perfect retreat f  …see more

from £115 / night

£800 - £1500 / week

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from £115 / night

(21) Excellent 

21

Holiday apartment with golf nearby in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Perfect holidays - nice and well equipped appartment” On arrival we immediately felt at home at Royal Marine House. 1st floor appartment is well equipped with washing machine, dishwasher, TV/DVD and of course WIFI. We loved the view from the windows  …see more

from £80 / night

£400 - £790 / week

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from £80 / night

18

Niton holiday home rental

Isle of Wight / Niton

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Woodington is an attractive Victorian property in an idyllic setting with breathtaking cliff views. Providing spacious accommodation it is well presented throughout, with four double bedrooms and one twin bedroom. The family bathroom comprises of bath, wash hand basin w  …see more

from £220 / night

£875 - £2025 / week

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from £220 / night

(30) Excellent 

24

Holiday home in Cowes

Cowes / West Cowes

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“There is not a one single word to describe how much my family enjoyed this property” This house is absolutely gorgeous. I booked it for my family - a group of 10 people. The views are stunning from within the property and the house is maintained in an  …see more

from £220 / night

£650 - £5000 / week

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from £220 / 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

(5) Very Good 

18

Holiday home in Ryde

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
A former Gentleman's residence situated just 76yds from the sea. Sit on the balcony listening to the waves & breathing in that lovely sea air! Dine al-fresco on the patio within the enclosed & private garden. A truly unique home with lots of character &  …see more

from £46 / night

£325 - £830 / week

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from £46 / 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

(6) Very Good 

13

Shanklin holiday home rental

Isle of Wight / Shanklin

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Furze Hill is a stunning 4 bedroom property located in the seaside town of Shanklin. The house holds 1 master bedroom and 3 twin bedrooms, the property also comes with a beach hut on Shanklin beach, making Furze hill the place for an ideal family holiday.  …see more

from £214 / night

£1495 / week

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from £214 / night

19

Holiday home rental

Isle of Wight / Totland Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Child friendly
Situated in a quiet little close, this modern family home is located on the western coastline of the Isle of Wight. The popular beaches at Totland Bay & Colwell Bay are close-by, both being only around a ten minute walk away - the 'Waterfront' pub/restaura  …see more

from £71 / night

£495 - £1100 / week

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from £71 / night

(3) Excellent 

11

Bungalow rental in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Fantastic location,very well equipped property.” Everything about our stay was first class,even the weather!The property was spotless.Everything you could possibly want whilst staying there was provided.If you have children,the choice of games,toys,dv  …see more

from £60 / night

£180 - £580 / week

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from £60 / 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

(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

(31) Excellent 

23

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 £195 / night

£800 - £1775 / week

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from £195 / 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

£450 - £995 / week

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from £100 / night