Isle of Wright Holiday Rentals - Cottages, Apartments and Accommodation in Isle of Wright

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Isle of Wight

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776 Holiday homes

(3) Excellent 

18

Home rental in Newport

Isle of Wight / Newport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
This is an ideal retreat from the pressures of work, in civilised and comfortable surroundings. There are country walks and foodie pubs within easy reach and lots of local history and interesting geology. There are old railway lines as cycle paths and one still working!  …see more

from £80 / night

£245 / week

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from £80 / night

(3) Excellent 

15

Apartment rental in Shanklin

Shanklin / Old Village

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
“Superb” A very clean and comfortable apartment and beautiful gardens. Pam is a very nice and welcoming lady and nothing is too much trouble if you need anything. Will definitely be booking to go back next year at some point.  …see more

from £57 / night

£395 - £600 / week

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from £57 / night

(2) Very Good 

18

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Bywater Holiday Chalet. Welcome to our cosy, affordable 2-bedroom holiday chalet. A little home from home by the sea. Bywater is number 115 at the Brambles Chine holiday village, just a five-minute drive from the Port of Yarmouth with its busy harbour, shops, wide selec  …see more

from £54 / night

£300 - £550 / week

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from £54 / night

(7) Excellent 

17

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 £85 / night

£450 - £3250 / week

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from £85 / night

(20) Excellent 

35

Holiday cottage in Cowes

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Fantastic location, gorgeous home and lovely host” From the moment we arrived on the Ferry Jenny ensured we had all the information we needed which made our holiday so much easier. The cottage is super central and near some great bars and pubs. The co  …see more

from £145 / night

£495 - £1550 / week

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from £145 / night

(2) Excellent 

11

Holiday apartment in Cowes

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
Superb modern two bedroom apartment on the second floor of Marinus which is adjacent to Shepards Wharf marina. Relax on the balcony and enjoy the ever-changing scene across the harbour and Eastern Solent. 5 minutes walk from the centre of Cowes.  …see more

from £125 / night

£400 - £2200 / week

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from £125 / night

(14) Excellent 

24

Holiday penthouse with golf nearby in Cowes

Cowes / West Cowes

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Beautiful apartment” Beautiful apartment, very spacious and well located. We would use is again. The balcony and view of the Solent is excellent  …see more

from £175 / night

£875 - £1250 / week

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from £175 / night

(8) Excellent 

14

Ryde holiday cottage rental

Isle of Wight / Ryde

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Car not necessary
5-Star Gold Award winner, recommended in 'TOP 25 BRITISH HOLIDAY RENTALS' by the TIMES NEWSAPAPER. A beautifully presented 17th century barn conversion on a working farm, all rooms overlook MAGNIFICENT FAR REACHING VIEWS over fields and lakes.7 day holidays in the summe  …see more

from £72 / night

£500 - £1200 / week

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from £72 / night

(26) Excellent 

8

Ventnor holiday apartment accommodation

Ventnor / Ventnor Bay

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Car not necessary
“Great location, great views” This small apartment is a perfection destination for a romantic getaway for 2. Fantastic sea views and upper sun deck, with parking easy to find just a few minutes away. Not too far to Ventnor's amenities, with a lovely  …see more

from £65 / night

£299 - £470 / week

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from £65 / 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 £104 / night

£520 - £1700 / week

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from £104 / night

(1) Excellent 

20

Holiday cottage in Newchurch

Sandown / Newchurch

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 8 km
  • Child friendly
  • Ask about pets
Located on The Garlic Farm, nestled at the foot of Mersley Down. The farm lies at the hub of miles of foot paths and cycle ways for which the Island is famous. Guests to the farm enjoy discounts in our renowned farm shop and restaurant as well as open access to the farm  …see more

from £90 / night

£390 - £1100 / week

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from £90 / night

(3) Excellent 

23

Apartment letting in Wroxall

Isle of Wight / Wroxall

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
“A very relaxing place to stay” We have stayed at Lake View twice. The property is very comfortable with good beds and plenty of room to relax. It has a well appointed kitchen with built in appliances. We love all the farm animals especially the llamas  …see more

from £150 / night

£900 / week

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from £150 / night

6

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Lyon Court is a beautiful country house in a lovely countryside setting, tastefully converted into individual apartments. It overlooks Shanklin Down, yet is close to bus & train routes, and only 10 minutes walk to the town centre or Shanklin Old Village. The beach is  …see more

from £170 / night

£675 / week

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from £170 / night

(36) Excellent 

23

Holiday cottage rental

Shanklin / Old Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
Honeysuckle Cottage is one of four cottages within Chestnut Mews, it is positioned on the quiet outskirts of Shanklin Old Village on the Isle of Wight. Honeysuckle Cottage is ideally located only a few minutes walk from the heart of the Old Village with its pretty th  …see more

from £62 / night

£430 - £1220 / week

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from £62 / night

18

Holiday home in Ventnor

Ventnor / St Lawrence, Ventnor

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
This luxurious detached house in Ventnor is in the south of the Isle of Wight, in an area known for its Mediterranean type climate. Secluded Steephill Cove is a 5 minute stroll away and Ventnor Botanical Gardens are just a 2 minute walk.  …see more

from £303 / night

£1234 - £3133 / week

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from £303 / night

24

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 0.1 km
  • Child friendly
NEWLY LISTED JULY 2016. Luxurious and spacious ground floor apartment with private entrance and walled garden. TWO bedrooms Master bedroom vi spring kingsize bed, bedroom two two Vi spring single beds or zip and link Super King bed., TWO bathrooms. Newly listed and ren  …see more

from £135 / night

£769 - £1538 / week

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from £135 / night

23

Rookley holiday barn rental

Isle of Wight / Rookley

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 10 km
  • Child friendly
  • Private garden
Disabled facilities. Fully accessible. Rural and peaceful. Countryside location. Wet rooms. Electric profiling beds. Wildlife haven with red squirrels and barn owls. Great wildlife photography potential. Hoists and hot tub hire available on request. Amazing welcome pack  …see more

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Pricing unknown

(8) Excellent 

39

Holiday cottage in Seaview

Isle of Wight / Seaview

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
"The perfect self-catering holidays in Seaview on the Isle of Wight" Seaview Holidays offer luxury self-catering accommodation in a stunning, secluded location overlooking the beautiful Hersey Nature Reserve on the Isle of Wight..... We offer 2, 3 and 4 bedroom holida  …see more

from £135 / night

£579 - £1499 / week

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from £135 / night

13

Bembridge holiday cottage rental

Bembridge / Bembridge Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
These delightfull. newly built cottages are set in the heart of Bembridge village. When you walk in to the cottage, you get an immediate feeling that everything has been catered for.  …see more

from £50 / night

£395 - £695 / week

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from £50 / night

(6) Excellent 

21

Holiday bungalow rental

Freshwater / Freshwater Bay

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Robinhill holiday bungalow is situated in the West which is a beautiful part of the island. The bungalow is in a very quiet and relaxing location, sandy Colwell Bay beach is within a few minutes walk. Walking and cycling holidays can be enjoyed any time of the year.A ro  …see more

from £36 / night

£250 - £480 / week

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from £36 / night

(9) Excellent 

15

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

£575 - £975 / week

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from £75 / night

19

Holiday cottage in Bembridge

Isle of Wight / Bembridge

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
A super little cottage with plenty of quirky charm & character. Situated right in the heart of the village, there are plenty of local shops close to hand including a general store, fish shop (wet), fish & chip shop, butchers, chemists, popular pubs, cafes/restaurants &  …see more

from £70 / night

£325 - £500 / week

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from £70 / night

15

Holiday home in Cowes

Isle of Wight / Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
This delightful Victorian town house has recently been refurbished to a high standard & provides accommodation for up to 10 people & benefits from large rooms & with its flexible layout & 2 shower rooms & 1 bathroom its is well suited for sailing crews, corporate, its s  …see more

from £125 / night

£550 - £3300 / week

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from £125 / night

(12) Excellent 

24

Holiday home in Yarmouth

Isle of Wight / Yarmouth

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Lovely cottage in peaceful location” Beautiful cottage with all that you need for a relaxing holiday.Perfect for adults and children alike. Bedroom is pretty and spacious.  …see more

from £85 / night

£350 - £600 / week

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from £85 / night

(2) Very Good 

13

Cowes holiday home let

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Excellent location” We are a large family consisting of three couples and two children. Ample room in the property for us all to be comfortable. Everything you can think of in property to make stay as near to home from home as possible. Location excel  …see more

from £115 / night

£495 - £3900 / week

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from £115 / night

(1) Excellent 

10

Holiday home with golf nearby in Cowes

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
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.  …see more

from £125 / night

£569 - £4000 / week

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from £125 / night

(3) Very Good 

21

Holiday apartment with golf nearby in Ryde

Isle of Wight / Ryde

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Private garden
If you wish to leave your car in the apartments own parking space you are just a short walk from the Hover terminal,passenger ferry,bus terminal & train station.The apartment has quality linen & towels supplied for your comfort & the double bed has memory fo  …see more

from £43 / night

£300 - £466 / week

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from £43 / night

8

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Lyon Court is a beautiful country house in a lovely countryside setting, tastefully converted into 5 individual apartments. It overlooks Shanklin Down, yet is close to bus & train routes, and only 10 minutes walk to the town centre or Shanklin Old Village. Flat 1 is a  …see more

from £170 / night

£675 / week

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from £170 / 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

(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

£420 - £890 / week

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from £105 / night

(5) Excellent 

4

Holiday caravan/mobile home in Cowes

Isle of Wight / Cowes

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
“A relaxing stay.” We had a lovely holiday in this caravan and it was nice to be greeted with a homemade cake from Clare, milk and teabags. Our little boy loved staying on the farm and being shown the calves by "a real farmer". Owners are friendly but  …see more

from £50 / night

£150 - £500 / week

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from £50 / night

(7) Excellent 

20

Holiday apartment in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 km
  • Suitable for children age 5+
  • Car not necessary
“Great Location and Facilities” This modern and luxurious fully equipped apartment was ideal for our stay with our 87 year old Mother, 5 mins walk from centre of Cowes, with a balcony overlooking the Harbour and a designated on site parking space. Ca  …see more

from £100 / night

£370 - £2300 / week

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from £100 / night

(14) Excellent 

22

Ventnor holiday apartment rental

Ventnor / Ventnor Bay

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Private garden
“Lovely Apartment” Stayed at Clarence House some years ago and now under new management the apartments have been very tastefully refurbished. We stayed in Osborne Apartment with one bedroom. Very comfortable and amazingly quiet considering all the othe  …see more

from £82 / night

£398 - £549 / week

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from £82 / night

(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

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
For seaside holidays at their best!Weekend Nights are Friday, Saturday and Sunday. Weekday Nights are Monday, Tuesday, Wednesday and Thursday  …see more

from £39 / night

£156 - £715 / week

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from £39 / 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

(13) Very Good 

21

Chalet rental in Yaverland with golf nearby

Sandown / Yaverland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Home From Home” This is ideal for a short stay. It's like a tardis inside, and has everything you need. You can walk into Sandown from here if you wish. Sandown Zoo is only minutes away, as is a small golf course. The chalet was spotless on our arriva  …see more

from £25 / night

£450 / week

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from £25 / night

(1) Excellent 

6

Holiday apartment in Wroxall

Isle of Wight / Wroxall

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Private garden
Spectacular scenery, easy access to footpaths, cycle paths, bridleways., Fabulous apartment, mod cons, luxurious touches. Home from home!A short drive takes you to the nearby beaches of Shanklin, Ventnor or Sandown.  …see more

from £135 / night

£750 - £850 / week

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from £135 / night

(15) Excellent 

24

Holiday bungalow in Yarmouth

Isle of Wight / Yarmouth

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
“All 14 of us said we wanted to come back...” Rented Orchard Lee and Tudor Lee for my sister's hen party, and really could not have asked for more. There was ample space for 10 in Orchard Lee and 4 in Tudor Lee. Both of them were very clean and tidy. O  …see more

from £90 / night

£600 - £1950 / week

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from £90 / night

13

Cowes holiday apartment rental

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 200 km
  • Child friendly
This stunning 2 bedroom apartment is perfect for all holiday goers. With views of the amazing River Medina and outdoor seating means you can always dine alfresco while watching the boats in the Marina. The apartment has 2 bedrooms, one with a Double bed and attached en  …see more

from £96 / night

£384 - £2895 / week

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from £96 / night