Cycling holiday villas and apartments Isle of Wight

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Isle of Wight

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351 Holiday homes

Filters applied: Cycling holidays

(3) Very Good 

11

Holiday lodge with golf nearby in Ryde

Isle of Wight / Ryde

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km

from £40 / night

£280 - £425 / week

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from £40 / night

(10) Excellent 

16

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
“Perfect family escape!” We really enjoyed our weekend here with our nine month old. Loved that it was a bungalow so no stairs to worry about. Wish we booked longer as we didn't want to come home! Really clean and had everything we would need. Perfect
…see more

from £70 / night

£390 - £520 / week

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from £70 / night

(5) Very Good 

9

Holiday apartment rental

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Fantastic apartment” The apartments location is fantastic with less than a minutes walk to the town and the sea front! The apartment is immaculate..hats off to the housekeepers!! Although there is no allocated parking we didn't have any issues fin
…see more

from £86 / night

£308 - £563 / week

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from £86 / night

Featured properties

(7) Very Good 

14

Brighstone Bay holiday cottage rental

Brighstone / Brighstone Bay

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Fabulous, spotless, friendly holiday farm!” This was a great place to stay, we stayed in the converted stables and it was beautiful. 3 good sized bedrooms, very comfortable lounge with satalite tv and a well equipt kitchen with everything you could ne
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from £89 / night

£535 - £1510 / week

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from £89 / night

(22) Excellent 

24

Holiday home with golf nearby 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
“Exceeded our expectations” Very well equipped house well situated near the centre of West Cowes. Garden well laid out for barbecue dinners.
…see more

from £225 / night

£700 - £2700 / week

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from £225 / night

(1) Excellent 

13

Shanklin holiday home rental

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary

from £70 / night

£650 - £750 / week

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from £70 / night

19

Sandown holiday apartment let

Isle of Wight / Sandown

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children age 5+

from £60 / night

£295 - £500 / week

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from £60 / night

(3) Excellent 

15

Holiday home in Bembridge

Bembridge / Bembridge Village

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £100 / night

£595 - £995 / week

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from £100 / night

(3) Excellent 

7

Holiday apartment in Wroxall

Isle of Wight / Wroxall

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km

from £75 / night

£450 - £575 / week

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from £75 / night

(1) Excellent 

10

Wroxall holiday home rental

Isle of Wight / Wroxall

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Private garden

from £50 / night

£250 - £475 / week

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from £50 / 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
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from £235 / night

£900 - £4600 / week

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from £235 / night

(7) Excellent 

14

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“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
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from £80 / night

£560 / week

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from £80 / night

(11) Excellent 

20

Holiday cottage in Yarmouth

Yarmouth / Fort Victoria

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £85 / night

£595 - £1245 / week

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from £85 / night

(9) Very Good 

13

Holiday chalet in Yaverland

Sandown / Yaverland

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £100 / night

£485 / week

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from £100 / night

(22) Excellent 

23

Holiday apartment in Shanklin

Isle of Wight / Shanklin

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect comfort for a large group” I stayed here with 3 generations of my family (which - let's face it - can be trying). This apartment was perfect: a separate room for everyone who wanted one, all en suite; a spacious kitchen/sitting room; large pat
…see more

from £170 / night

£845 - £2150 / week

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from £170 / night

(1) Very Good 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly

from £30 / night

£190 - £590 / week

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from £30 / 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
“Lovely house, great location, would stay again” Just back from 5 nights in Seawinds. The house is lovely, modern, well equipped and we all loved it. A really nice back garden, perfect for BBQ and kids playing, all enclosed so no worries about them bei
…see more

from £105 / night

£515 - £1300 / week

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from £105 / 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

from £65 / night

£625 - £895 / week

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from £65 / night

22

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £54 / night

£307 - £679 / week

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from £54 / night

(4) Very Good 

12

Holiday apartment in Bembridge

Bembridge / Bembridge Harbour

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £100 / night

£295 - £525 / week

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from £100 / night

(17) Excellent 

30

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“Great holiday cottage” The Dairy was very well presented, extremely clean and very comfortable for our family with two young children. It is very well equipped with everything you need for a self catering holiday. We especially loved the hot tub, e
…see more

from £115 / night

£450 - £795 / week

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from £115 / night

(2) Very Good 

39

Holiday cottage in Seaview

Isle of Wight / Seaview

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £116 / night

£499 - £1015 / week

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from £116 / night

(11) Very Good 

27

Holiday cottage letting

Isle of Wight / Bembridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £100 / night

£350 - £800 / week

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from £100 / night

(4) Excellent 

27

Holiday cottage rental

Freshwater / Freshwater Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children

from £72 / night

£360 - £560 / week

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from £72 / night

15

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £110 / night

£500 - £1000 / week

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from £110 / night

(35) Very Good 

21

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Excellent accommodation - location and local people” Good walks at rear and front of the property on this dog friendly island. Property overlooks the sea with fenced green area (for Victoria cottages residents) where rabbits and children can play. In
…see more

from £75 / night

£395 - £1245 / week

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from £75 / night

(20) Excellent 

19

Cowes holiday cottage rental

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Homely little cottage in the heart of Cowes” A beautiful little cottage right in the heart of Cowes, within easy walking distance to all shops, pubs and resteraunts. Beautifully decorated and very comfortable accommodation. The only drawback is the p
…see more

from £60 / night

£1575 / week

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from £60 / 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

from £88 / night

£379 - £799 / week

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from £88 / night

10

Newport holiday home rental

Isle of Wight / Newport

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £86 / night

£600 - £950 / week

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from £86 / night

(1) Excellent 

12

Bonchurch holiday cottage rental

Isle of Wight / Bonchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Private garden

from £108 / night

£350 - £600 / week

Enquire View

from £108 / night

(5) Excellent 

20

Cottage rental in Whitwell

Isle of Wight / Whitwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“A wonderful holiday in a beautiful cottage” We had a fantastic week at Maytime Cottage this August. The cottage was clean and fresh when we arrived and it is airy and spacious with loads of character. It made you feel right at home. There was good inf
…see more

from £105 / night

£450 - £890 / week

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from £105 / night

23

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

from £282 / night

£925 - £2025 / week

Enquire View

from £282 / night

(33) Excellent 

32

Holiday apartment in Shanklin

Shanklin / Luccombe Village

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
“Pleasant Stay and wonderful location” We had wonderful stay in this gorgeous flat... the flat was very clean and welcoming. Maria was quite helpful during the booking stage and stay as well. The location was quite convenient to go around the island. w
…see more

from £80 / night

£560 / week

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from £80 / night

(12) Excellent 

18

Holiday cottage rental

Cowes / West Cowes

3 7 Min stay varies

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

from £185 / night

£760 - £2600 / week

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from £185 / night

(1) Excellent 

16

Bungalow rental in Ventnor

Ventnor / Ventnor Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden

from £375 / night

£800 - £1550 / week

Enquire View

from £375 / 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) Very Good 

17

Holiday studio in Shanklin

Isle of Wight / Shanklin

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely little hideaway.” We had a great few days away in Shanklin and stayed there with our toddler. We'd definitely stay in this studio apartment again. Many thanks for everything.
…see more

from £45 / night

£230 - £585 / week

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from £45 / night

(1) Excellent 

10

Shanklin holiday apartment rental

Isle of Wight / Shanklin

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Amazing Apartment” We stayed at this "apartment" without realising that it was actually larger in size than our 3 bedroom house! Obviously the owners have furnished it to their personal standards, and just about everything we needed was there ( inclu
…see more

from £122 / night

£850 - £1250 / week

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from £122 / night

(1) Very Good 

8

Holiday cottage in Gurnard

Isle of Wight / Gurnard

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly

from £65 / night

£450 - £840 / week

Enquire View

from £65 / night

(5) Excellent 

22

Barn rental in Ryde

Isle of Wight / Ryde

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“Fabulously spacious barn on working farm sleeping 12 with amazing views and” Really enjoyable stay at Kemphill Farm. Very spacious and incredibly well equipped with everything you could need. Plenty of space to sleep 12 of us young and old and each of
…see more

from £210 / night

£980 - £2400 / week

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from £210 / night

1