List your home
Apply filters
£ to

Price

£10 - 500+

Price per night

£ to per night

Location

  • England Clear
  • Isle of Wight Clear

Location

Isle of Wight

  • Show all locations
  • Bembridge (20)
  • Bonchurch (7)
  • Brighstone (4)
  • Calbourne (1)
  • Chale (1)
  • Cowes (40)
  • East Cowes (2)
  • Freshwater (8)
  • Godshill (1)
  • Gurnard (11)
  • Nettlestone (1)
  • Newport (5)
  • Ryde (17)
  • Saint Helens (1)
  • Sandown (38)
  • Seaview (10)
  • Shanklin (9)
  • St Helens (1)
  • Totland Bay (6)
  • Ventnor (42)
  • Whippingham (4)
  • Whitwell (2)
  • Woodside Beach (2)
  • Wootton Bridge (3)
  • Wroxall (1)
  • Yarmouth (16)

more +

less -

Bedrooms

Show all

  • Show all
  • Studio
  • 1 Bedroom
  • 2 Bedrooms
  • 3 Bedrooms
  • 4 Bedrooms
  • 5 Bedrooms
  • 6 Bedrooms
  • 7 Bedrooms
  • 8 Bedrooms
  • 9 Bedrooms
  • 10 Bedrooms
  • 11 Bedrooms
  • 12 Bedrooms
  • 13 Bedrooms
  • 14 Bedrooms
  • 15+ Bedrooms

more +

less -

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

Filters applied: Tennis in town (253)

32 of 253 Results

Sort by: Default

  • Default
  • Price low to high
  • Price high to low
  • Reviews

from £108 / night

£750 - £1200 / week

View

(4) Excellent 5/5 

1 / 24

Home rental in Isle of Wight with golf nearby

Isle of Wight / Ventnor

House / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over 5
  • Car essential

Excellent 5/5 

Add to shortlist

from £108 / night

£750 - £1200 / week

View

Beautiful Victorian family holiday home over looking Bonchurch and Ventnor with fabulous sea views and backing onto St Boniface Downs. Off road parking, close to town and beach. Terraced garden with double BBQ and wonderful wildlife on your doorstep! To enjoy the location of this property you will need a car.  …see more

from £58 / night

£400 - £1140 / week

View

(8) Excellent 5/5 

1 / 22

Holiday barn with golf nearby in Isle of Wight

Freshwater / Freshwater Bay

Barn / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

from £58 / night

£400 - £1140 / week

View

4 Star Visit England, barn conversion set in 3 acres located in an Area of Outstanding Natural Beauty. Beach, pub, supermarket 15-20 minute walk. The farm is rural but also close to amenities, walks, cycle tracks and many other attractions. Families welcome. Stable Cottage is in the grounds of a listed Georgian Farmhouse but offers modern comforts and outdoor space  …see more

from £38 / night

£260 - £500 / week

View

(7) Very Good 4.5/5 

1 / 20

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

Bungalow / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car essential
  • No pets allowed

Very Good 4.5/5 

Add to shortlist

from £38 / night

£260 - £500 / week

View

Newly refurbished bungalow on a site offering large lawned areas, swings for children and a pitch and putt golf course. Colwell Bay beach, which is closest to the site, is very safe (especially for children) and has souvenir shops, cafes, paddle boats and windsurfing.  …see more

Featured properties

from £47 / night

£325 - £1450 / week

View

(6) Very Good 4.5/5 

1 / 16

Home rental in Cowes with golf nearby

Cowes / West Cowes

House / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

Add to shortlist

from £47 / night

£325 - £1450 / week

View

Union Villas is a well presented 2 bedroom victorian cottage a few yards from Cowes High Street, shops, bars, a supermarket and the marinas. Ideal for holidays or sailing regattas. Minutes from the marinas, High Street and central Cowes. Long lets available. Please ask for details.  …see more

from £36 / night

£250 - £400 / week

View

(2) Excellent 5/5 

1 / 58

Holiday chalet in Isle of Wight

Isle of Wight / Freshwater

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £36 / night

£250 - £400 / week

View

Spacious, self catering, semi detached holiday chalet in Brambles Chine, Isle Of Wight. Accommodating up to 4 people. Recently fully refurbished. Modern and Fully Furnished. Only 150 meters from the beach. Great value for money. Families, couples or friends all welcome.  …see more

from £50 / night

£350 - £600 / week

View

(1) Very Good 4/5 

1 / 23

Holiday apartment in Ventnor

Isle of Wight / Ventnor

Apartment / 1 Bedroom / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Very Good 4/5 

Add to shortlist

from £50 / night

£350 - £600 / week

View

Sea View is situated on Ventnor Esplanade with a soft sand shingle beach and marina, amusements with several public houses and restaurants all serving excellent food. Ventnor Town is a 5 minute stroll with supermarkets, pubs, restaurants, cafe's and local shops. There are beautiful coastal and rural walks in the surrounding area and Shanklin and Sandown are very near.  …see more

from £29 / night

£200 - £525 / week

View

(6) Excellent 5/5 

1 / 23

Holiday bungalow in Isle of Wight

Isle of Wight / Shanklin

Bungalow / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Not suitable for children
  • Car not necessary

Excellent 5/5 

Add to shortlist

from £29 / night

£200 - £525 / week

View

Travel here by train. Very central. Comfortable, warm modern bungalow, 5 mins to stunning sandy beaches, country walks, shops, pubs, trains and buses 2 mins. Easy walking and relaxation, Shanklin Old Village, beach, travel the Island by bus. Wi Fi available. Booking Form will be sent and then easy payment by cheque.  …see more

from £65 / night

£450 - £980 / week

View

(5) Very Good 4.5/5 

1 / 8

Cottage rental in Isle of Wight

Isle of Wight / Newport

Cottage / 3 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Very Good 4.5/5 

Add to shortlist

from £65 / night

£450 - £980 / week

View

Just across the road is the cycle path route No.4 which takes you to Sandown via the picturesque village of Newchurch where you can find Pointers Inn Public House for refreshments. Walk towards Newport to find ruins of a Roman Villa. Don`t want to drive? Nearby Newport Bus Station you can travel all around the island, with a Rover ticket.  …see more

from £169 / night

£1178 - £1558 / week

View

(1) Excellent 5/5 

1 / 12

Holiday apartment rental

Isle of Wight / Ventnor

Apartment / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car advised
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £169 / night

£1178 - £1558 / week

View

30PS is the ideal place for a break with family or friends on the Isle of Wight, located just a stone's throw of the stunning Ventnor sea front, and within easy reach of the islands award winning beaches, leading attractions, breathtaking cycle tracks and much more.  …see more

from £169 / night

£1178 - £1558 / week

View

(1) Excellent 5/5 

1 / 17

Hotel apartment rental in Ventnor with golf nearby

Isle of Wight / Ventnor

Hotel apartment / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £169 / night

£1178 - £1558 / week

View

The Stables has a calm, modern environment, which still offers the luxury of the Hillside Hotel and its services. The Stables has its own entrance - backed by St. Boniface down and the holm oak forrest which provide a perfect setting for this qauint yet stylish retreat.  …see more

from £42 / night

£290 - £1000 / week

View

(5) Excellent 5/5 

1 / 21

Holiday apartment in Isle of Wight

Isle of Wight / Cowes

Apartment / 1 Bedroom / sleeps 3

  • Beach / lakeside relaxation
  • Suitable for children over 5
  • Car not necessary
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £42 / night

£290 - £1000 / week

View

Sea Views Modern Quiet unique property clean Great Location Convenient for those without a car on road parking or in nearby car parks close to cycle track and coastal path five minutes from Red Jet by foo perfect for a romantic break A fun weekend get away I can accommodate four by prior arrangement The Loft is a BT hotspot wifi voucher available Access Stairs  …see more

from £49 / night

£342 - £828 / week

View

(6) Very Good 4.5/5 

1 / 14

Holiday home in Isle of Wight

Isle of Wight / Totland

House / 3 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

Add to shortlist

from £49 / night

£342 - £828 / week

View

Easter Holidays Availability......Monday 6th April - Saturday or Sunday 11th/12th April - £66 pn Long Winter let available 4 September - 4 March - please enquire Please always enquire - we are happy to help.  …see more

from £35 / night

£245 - £465 / week

View

(3) Very Good 4.5/5 

1 / 20

Gurnard holiday chalet rental

Isle of Wight / Gurnard

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Great for children of all ages

Very Good 4.5/5 

Add to shortlist

from £35 / night

£245 - £465 / week

View

A 2 bedroom privately owned holiday chalet at Gurnard, near Cowes, it's in a sunny spot overlooking a green. The chalet is an ideal base to explore the island & its attractions, relax on the nearby beaches, or unwinding at the holiday village pool & leisure complex.  …see more

from £58 / night

£400 - £850 / week

View

(19) Excellent 5/5 

1 / 20

Holiday home in Isle of Wight

Isle of Wight / Ventnor

House / 3 Bedrooms / sleeps 7

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

Not on the map

from £58 / night

£400 - £850 / week

View

House to rent with wonderful sea views in Ventnor on the Isle of Wight. Situated approximatley 5 minutes walk from the town centre, seafront and costal path. The property Sleeps 7 plus cot [plus sofabed] and has a safe pretty garden that welcomes children an pets.  …see more

from £89 / night

£620 - £1390 / week

View

(5) Excellent 5/5 

1 / 17

Holiday home in Ventnor

Isle of Wight / Ventnor

House / 4 Bedrooms / sleeps 11

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £89 / night

£620 - £1390 / week

View

This deceptively spacious house is perfectly located with spectacular sea views, close to the shops and a short stroll to the beach. It is stylishly furnished, the rooms are large and the house is ideal for families sharing. Green opposite for games. The rear courtyard garden offers a sheltered deck area with a BBQ for alfresco cooking and dining.  …see more

from £35 / night

£245 - £475 / week

View

(1) Very Good 4/5 

1 / 15

Chalet rental in Yaverland

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed

Very Good 4/5 

Add to shortlist

from £35 / night

£245 - £475 / week

View

The Chalet have been newly renovated to a high standard creating a relaxing location away from the hustle and bustle of everyday life.  …see more

from £36 / night

£250 - £475 / week

View

(5) Excellent 5/5 

1 / 11

Holiday chalet with golf nearby in Isle of Wight

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £36 / night

£250 - £475 / week

View

•Beach / lakeside relaxation •Suitable for children of all ages •Car advised •No pets allowed  …see more

from £82 / night

£570 - £800 / week

View

(9) Very Good 4.5/5 

1 / 24

Holiday home in Isle of Wight

Totland / Totland Bay

House / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

Add to shortlist

from £82 / night

£570 - £800 / week

View

Craiglea is a peaceful, self-catering holiday cottage on the Isle of Wight sleeping up to six adults. Centrally located in Totland Bay, on the West coast of the Isle of Wight, our holiday accommodation is just 5 minutes’ walk from the beach. Great for couples, families and groups. Your favourite pet too. Wifi, Wii, lots of games & flat satellite TV  …see more

from £57 / night

£395 - £1115 / week

View

(32) Excellent 5/5 

1 / 19

Yarmouth holiday cottage rental

Yarmouth / Fort Victoria

Cottage / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

Late Deal: save up to £156

from £57 / night

£395 - £1115 / week

View

Two bedroom Victorian cottage overlooking the beach on one side and a woodland conservation area on the other, and a short walk away from the pretty harbour town of Yarmouth. Wi-fi, TV & DVD, open fire. Recently refurbished to a very high standard.  …see more

from £54 / night

£377 - £707 / week

View

(3) Excellent 5/5 

1 / 24

Home letting in Isle of Wight

Bembridge / Bembridge Village

House / 3 Bedrooms / sleeps 6

  • Nearest beach 1 km
  • Great for children of all ages
  • No pets allowed
  • Private garden

Excellent 5/5 

Add to shortlist

from £54 / night

£377 - £707 / week

View

Inver Cottage (1 York Cottages) is located a two minute walk from the centre of Bembridge with its pubs, shops, restaurants, small harbour and beaches. The cottage is a semi detached victorian terrace cottage that sleeps six in 3 bedrooms.  …see more

from £50 / night

£350 - £550 / week

View

(6) Excellent 5/5 

1 / 12

Holiday log cabin with golf nearby in Isle of Wight

Isle of Wight / Whippingham

Log cabin / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Not suitable for children

Excellent 5/5 

Add to shortlist

from £50 / night

£350 - £550 / week

View

Timber cabin sleeps 2 people with private alfresco dining and shared use of heated swimming pool and surrounding gardens. (shared with owners and adjacent cottage which sleeps max. 5 persons) The cabin and facilities are for the use of the guests on the booking form. The change over day for weekly bookings is Friday  …see more

from £35 / night

£245 - £475 / week

View

(2) Very Good 4/5 

1 / 16

Chalet rental in Isle of Wight

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Very Good 4/5 

Add to shortlist

from £35 / night

£245 - £475 / week

View

The Chalet have been newly renovated to a high standard creating a relaxing location away from the hustle and bustle of everyday life.  …see more

from £83 / night

£575 - £995 / week

View

(8) Excellent 5/5 

1 / 24

Isle of Wight holiday cottage rental

Godshill / Roud

Cottage / 4 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £83 / night

£575 - £995 / week

View

Our aim is to make your holiday at Rose Cottage as carefree as possible. For that reason whilst we are next door we are there to give advice on any thing that you may need to know about the cottage or to recommend places of interest should you need to know.ci Rose Cottage and its garden pool etc. are for the exclusive use of our guests,  …see more

from £68 / night

£475 - £900 / week

View

(2) Very Good 4/5 

1 / 11

Holiday bungalow in Isle of Wight

Sandown / Yaverland

Bungalow / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed

Very Good 4/5 

Add to shortlist

from £68 / night

£475 - £900 / week

View

A CHARMING BUNGALOW, TRULY A HOME FROM HOME. WILL APPEAL TO OLD AND YOUNG ALIKE. THE TREASURES OF THE ISLE OF WIGHT ARE JUST A STEP AWAY. FULLY EQUIPED FOR YOUR EVERY HOLIDAY NEED, NEAR TO SHOPS, BEACH, BARS AND CAFES. SANDOWN ZOO, AND DINOSAUR ISLAND ARE WITHIN MINUTES  …see more

from £43 / night

£300 - £945 / week

View

(1) Excellent 5/5 

1 / 13

Newport holiday b&b rental

Isle of Wight / Newport

B&B / 1 Bedroom / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Ask owner if suitable for children
  • Car essential

Excellent 5/5 

Add to shortlist

from £43 / night

£300 - £945 / week

View

A semi-rural area within walking distance to Newport, the Island's county town with its many pubs and restaurants 3 miles from Cowes, the international yachting centre Easy access to all parts of the Island by car or bus Near to both IW Festival and Bestival sites For cyclists, sailors, sunbathers, walkers and workers. Bookings taken for 1 day to longer term contracts  …see more

from £133 / night

£925 - £1150 / week

View

(9) Excellent 5/5 

1 / 18

Holiday home rental

Isle of Wight / Ventnor

House / 4 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £133 / night

£925 - £1150 / week

View

Unique 4-bedroom holiday character property on the Isle of Wight with established gardens and views across the English Channel. Secluded, yet walking distance from the beach and Ventnor town with its restaurants and bars. Ideal for family holidays any time of the year.  …see more

from £32 / night

£220 - £450 / week

View

(11) Very Good 4.5/5 

1 / 20

Isle of Wight holiday chalet rental

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

Add to shortlist

from £32 / night

£220 - £450 / week

View

Welcome to Seaspray Chalet at Sandown Bay Holiday Centre. Situated alongside the coast and Culver Down, an area of outstanding natural beauty. Within minutes walk of a lovely sandy beach and close to the seaside town of Sandown. Prices included Electric and bed linen. Seaspray Chalet is set in a peaceful location ideal for families and people wanting to relax .  …see more

from £56 / night

£390 - £2200 / week

View

(3) Excellent 5/5 

1 / 16

Cowes holiday townhouse rental

Cowes / West Cowes

Townhouse / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

from £56 / night

£390 - £2200 / week

View

Lovely relaxing townhouse, right overlooking the marina, in the heart of Cowes. 3 bedrooms, 2 bathrooms, spacious sitting room, well equipped kitchen; lovely sea views. Freeview tv's, wifi, tasteful neutral décor, equipped to high standard. Weekends, weeks or midweek breaks - anything you need - we always aim to be really flexible & helpful !  …see more

from £72 / night

£500 - £2600 / week

View

(14) Excellent 5/5 

1 / 28

Holiday home with golf nearby in Isle of Wight

Cowes / West Cowes

House / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

from £72 / night

£500 - £2600 / week

View

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

from £71 / night

£495 - £995 / week

View

(1) Excellent 5/5 

1 / 15

Holiday home in Isle of Wight

Bembridge / Bembridge Village

House / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden

Excellent 5/5 

Add to shortlist

from £71 / night

£495 - £995 / week

View

Anchor House is a beautifully presented and spacious semi detached property located in the very heart of Bembridge.  It benefits from having all local amenities on the door step with a short walk to the beach and the yacht club makes it a superb holiday setting.    …see more

from £143 / night

£995 - £2495 / week

View

(2) Very Good 4/5 

1 / 13

Holiday home accommodation

Bembridge / Bembridge Beach

House / 6 Bedrooms / sleeps 12

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Very Good 4/5 

Add to shortlist

from £143 / night

£995 - £2495 / week

View

• 4 Double rooms, 1 x en suite • 2 twin rooms • 1 downstairs double room • 2 bathrooms upstairs, i shower room downstairs • study/quiet room • panoramic sea views • access to private beach • extensive gardens • ample parking • balcony • Stair Lift PLEASE SEE MAIN DESCRIPTION ABOVE FOR VISITOR RECOMMENDATIONS.  …see more

from £75 / night

£525 - £1350 / week

View

(17) Excellent 5/5 

1 / 24

Holiday cottage rental

Ventnor / St Lawrence, Ventnor

Cottage / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £75 / night

£525 - £1350 / week

View

Breakers sound is a 200 year old, grade two listed thatched cottage, with stunning sea views across the english channel. Situated within ¾ of an acre of mature manicured gardens. Complimentary broadband wi-fi connection now available March 2015, newly decorated interiors with new carpets and new curtains throughout  …see more

Also consider

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page