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Results: 158 Rentals

  • Sun Rise
    From $1145 per night (USD)

    VRBO

    Sun Rise

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Sun Rise features a spacious, open-plan living area designed to showcase stunning sea views. Relax on the luxurious sofa ...

    From $1145 per night (USD)

    VRBO

    Details
  • 21 CAULKERS REST, family friendly, with a garden in Bembridge
    From $165 per night (USD)

    VRBO

    21 CAULKERS REST, family friendly, with a garden in Bembridge

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    21 Caulkers Rest in Bembridge, Isle of Wight sleeps four people in two bedrooms. New 21 Caulkers Rest has one double wi ...

    From $165 per night (USD)

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    Details
  • Chalet, Sea Views
    From $188 per night (USD)

    VRBO

    Chalet, Sea Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Anstey Cove chalet is a delightful holiday home, perfectly situated within a few minutes walking distance of the beach, ...

    From $188 per night (USD)

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    Details
  • Littlestairs
    From $824 per night (USD)

    Expedia

    Littlestairs

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Littlestairs is a stunning holiday home is situated in the seaside town of Shanklin with glorious sea views from the mas ...

    From $824 per night (USD)

    Expedia

    Details
  • 2 LINDEN TERRACE, pet friendly, character holiday cottage in Brading
    From $267 per night (USD)

    VRBO

    2 LINDEN TERRACE, pet friendly, character holiday cottage in Brading

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This three-storey terraced cottage rests in Brading, Isle of Wight and can sleep six people in three bedrooms. 2 Linden ...

    From $267 per night (USD)

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    Details
  • WEE COT, pet friendly, character holiday cottage in Brading
    From $182 per night (USD)

    VRBO

    WEE COT, pet friendly, character holiday cottage in Brading

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This cottage is located in the village of Brading near Sandown and can sleep four people in two bedrooms. Wee Cot is a ...

    From $182 per night (USD)

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    Details
  • Lovely Bright Garden Apartment With WiFi & Spa overlooking RSPB reserve. Brading
    From $134 per night (USD)

    VRBO

    Lovely Bright Garden Apartment With WiFi & Spa overlooking RSPB reserve. Brading

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Foinavon – Your perfect holiday home, whatever the season, whatever the weather. You'll have plenty of space to yoursel ...

    From $134 per night (USD)

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    Details
  • 3 bedroom accommodation in Bembridge, near Sandown
    From $168 per night (USD)

    Expedia

    3 bedroom accommodation in Bembridge, near Sandown

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    This delightful, single-storey holiday home is sited in an idyllic location, overlooking the beautiful Whitecliff Bay wi ...

    From $168 per night (USD)

    Expedia

    Details
  • Downedge -  a house that sleeps 13 guests  in 6 bedrooms
    From $588 per night (USD)

    VRBO

    Downedge - a house that sleeps 13 guests in 6 bedrooms

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    13

    Downedge is approached via its own private driveway to a large turning circle with plenty of space for cars to park. Ins ...

    From $588 per night (USD)

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    Details
  • WHITE HAVEN, pet friendly, character holiday cottage in Sandown
    From $233 per night (USD)

    VRBO

    WHITE HAVEN, pet friendly, character holiday cottage in Sandown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This cosy apartment is located in Sandown, Isle of Wight and can sleep four people in two bedrooms. White Haven is a re ...

    From $233 per night (USD)

    VRBO

    Details
  • This fantastic conversion is moments away from the beach.
    From $441 per night (USD)

    VRBO

    This fantastic conversion is moments away from the beach.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This fantastic conversion is moments away from the beach. Ideal for two small families to enjoy the wonderful Isle of Wi ...

    From $441 per night (USD)

    VRBO

    Details
  • 4 THE OLD POST OFFICE MEWS, family friendly, with a garden in Brading
    From $272 per night (USD)

    VRBO

    4 THE OLD POST OFFICE MEWS, family friendly, with a garden in Brading

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Sleeping four people in two bedrooms, this mews cottage is in Brading, on the Isle of Wight. 4 The Old Post Office Mews ...

    From $272 per night (USD)

    VRBO

    Details
  • Fabulous bed and breakfast lodge with views of the marsh
    From $157 per night (USD)

    VRBO

    Fabulous bed and breakfast lodge with views of the marsh

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Lodge has a double bedroom with king sized double bed, shower room and separate sitting room with kitchenette. A co ...

    From $157 per night (USD)

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    Details
  • 3 Bedroom “Home from Home”
    From $207 per night (USD)

    VRBO

    3 Bedroom “Home from Home”

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    There is a master bedroom with double bed and two bedrooms with 2 single beds, that move together as double beds if wan ...

    From $207 per night (USD)

    VRBO

    Details
  • 3 bedroom accommodation in Shanklin
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    VRBO

    3 bedroom accommodation in Shanklin

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    A stunning period conversion with off road parking and an enclosed garden, minutes from the beach and town centre.. Grou ...

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    Details
  • Flat 1 Portman House
    From $206 per night (USD)

    Expedia

    Flat 1 Portman House

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Just 500 yards from the beach, this lovely apartment is perfectly based to explore all that the Isle of Wight has to off ...

    From $206 per night (USD)

    Expedia

    Details
  • 1 bedroom accommodation in Brading
    From $136 per night (USD)

    VRBO

    1 bedroom accommodation in Brading

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Seaside towns of Sandown and Ryde close by, with sandy beaches and family entertainment, scenic walks to stunning coastl ...

    From $136 per night (USD)

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    Details
  • 2 bedroom accommodation in Brading, near Sandown
    From $188 per night (USD)

    Expedia

    2 bedroom accommodation in Brading, near Sandown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Greenwood Cottage is a spacious first floor apartment, ideal for couples looking for a getaway on the eastern side of th ...

    From $188 per night (USD)

    Expedia

    Details
  •  Rural getaway ideal for walking & cycling, golf & beaches nearby
    From $231 per night (USD)

    VRBO

    Rural getaway ideal for walking & cycling, golf & beaches nearby

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Mulberry Cottage is located in an area of outstanding natural beauty. Tucked discreetly down an unmade country Lane, sur ...

    From $231 per night (USD)

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    Details
  • Fabulous Holiday Cottage - Sandown
    From $13088 per night (USD)

    VRBO

    Fabulous Holiday Cottage - Sandown

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Relax… Enjoy… Explore… Brand new in 2020, local business AV8 Europe offer the fabulous Goldcrest bungalow to enjoy on ...

    From $13088 per night (USD)

    VRBO

    Details
  • Luxury Art Deco,  Award Winning and truly iconic for up to 16 guests
    From $1636 per night (USD)

    VRBO

    Luxury Art Deco, Award Winning and truly iconic for up to 16 guests

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    14

    The Art Deco HouseUK offers luxury self catering family holiday accommodation for up to 16 guests. A wonderful original ...

    From $1636 per night (USD)

    VRBO

    Details
  • 1 bedroom accommodation in Sandown
    From $106 per night (USD)

    Expedia

    1 bedroom accommodation in Sandown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Apple Tree Cottage is a delightfully cosy, detached chalet, great for couples, it’s pet friendly too, making it the perf ...

    From $106 per night (USD)

    Expedia

    Details
  • Black Pan Holiday Cottage
    From $130 per night (USD)

    VRBO

    Black Pan Holiday Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This comfortable apartment is a great base as a romantic getaway or to explore the south east of the Isle of Wight.. 1 s ...

    From $130 per night (USD)

    VRBO

    Details
  • 62 Sandown Bay
    From $553 per night (USD)

    Expedia

    62 Sandown Bay

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This one-of-a-kind property in Yaverland, near Sandown Bay, combines rustic charm with industrial-inspired design, offer ...

    From $553 per night (USD)

    Expedia

    Details
  • The Haven
    From $553 per night (USD)

    VRBO

    The Haven

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Escape to coastal bliss at Sandown Bay, a beautifully refurbished self-catering holiday chalet set in a peaceful cliffto ...

    From $553 per night (USD)

    VRBO

    Details
  • The Hayloft
    From $592 per night (USD)

    Expedia

    The Hayloft

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Nestled in the serene hamlet of Queens Bower, a picturesque location home to the famous Red Squirrels, The Hayloft is a ...

    From $592 per night (USD)

    Expedia

    Details
  • 5 Old School Mews
    From $646 per night (USD)

    VRBO

    5 Old School Mews

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to 5 Old School Mews, a stunning holiday retreat nestled in the charming seaside town of Shanklin, Isle of Wight ...

    From $646 per night (USD)

    VRBO

    Details
  • 2 bedroom accommodation in Sandown
    From $530 per night (USD)

    Expedia

    2 bedroom accommodation in Sandown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Nestled in a vibrant holiday park, this charming caravan boasts cosy accommodation and easy access to amenities while en ...

    From $530 per night (USD)

    Expedia

    Details
  • 117 CROSSWINDS, pet friendly, with open fire in Bembridge
    From $458 per night (USD)

    VRBO

    117 CROSSWINDS, pet friendly, with open fire in Bembridge

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    117 Crosswinds in Hillway, Isle of Wight sleeps six guests in three bedrooms. 117 Crosswinds consists of an open-plan l ...

    From $458 per night (USD)

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    Details
  • Coastal Soul - UK43464
    From $482 per night (USD)

    Expedia

    Coastal Soul - UK43464

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A beautiful two bedroom holiday home, nestled in a village between two popular holiday resorts.. Ground Floor: Open pla ...

    From $482 per night (USD)

    Expedia

    Details
  • 2 Bedroom Caravan SHS3, Sandhills, Bembridge
    From $111 per night (USD)

    VRBO

    2 Bedroom Caravan SHS3, Sandhills, Bembridge

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This 2-bedroom caravan sleeps 4 people. The master bedroom is a double bedroom with wardrobes and an en suite toilet. ...

    From $111 per night (USD)

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    Details
  • Lovely one bedroom apartment, Isle of Wight
    From $148 per night (USD)

    VRBO

    Lovely one bedroom apartment, Isle of Wight

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Lovely one bedroom apartment on the second floor, part of the old rectory in the historic town of Brading on the Isle of ...

    From $148 per night (USD)

    VRBO

    Details
  • 31 CROSSWINDS, country holiday cottage, with pool in Bembridge
    From $137 per night (USD)

    VRBO

    31 CROSSWINDS, country holiday cottage, with pool in Bembridge

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    31 Crosswinds rests in Bembridge and can sleep four guests in two bedrooms. 2 The Stables has one double with en-suite ...

    From $137 per night (USD)

    VRBO

    Details
  • 48 CROSSWINDS, luxury holiday cottage, with pool in Bembridge
    From $249 per night (USD)

    VRBO

    48 CROSSWINDS, luxury holiday cottage, with pool in Bembridge

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    48 Crosswinds in Bembridge, Isle of Wight, sleeps six in three bedrooms. This single-storey lodge consists of an open-p ...

    From $249 per night (USD)

    VRBO

    Details
  • 5 THE MALL, family friendly, character holiday cottage in Sandown
    From $293 per night (USD)

    VRBO

    5 THE MALL, family friendly, character holiday cottage in Sandown

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This delightful detached house rests in Sandown, on the Isle of Wight and can sleep eight people in four bedrooms. 5 Th ...

    From $293 per night (USD)

    VRBO

    Details
  • CROSSWINDS 67, pet friendly, with pool in Bembridge
    From $348 per night (USD)

    VRBO

    CROSSWINDS 67, pet friendly, with pool in Bembridge

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Crosswinds 67 is a single-storey lodge resting in Bembridge, Isle of Wight, sleeping six people in two bedrooms. The l ...

    From $348 per night (USD)

    VRBO

    Details
  • Coastal Caravan Retreat - Child & Pet Friendly
    From $250 per night (USD)

    VRBO

    Coastal Caravan Retreat - Child & Pet Friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy our caravan located in stunning Bembridge on the Whitecliff Bay Park. The caravan provides unsurpassed guest fac ...

    From $250 per night (USD)

    VRBO

    Details
  • Private Beach Family & Pet Friendly,  On - site Activities, Pools
    From $217 per night (USD)

    VRBO

    Private Beach Family & Pet Friendly, On - site Activities, Pools

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    "Harvey's Hideaway " is a Superior grade caravan with the benefit of both double glazing and central heating with radiat ...

    From $217 per night (USD)

    VRBO

    Details
  • Harvey’s Hideaway Lodge - 6Berth(Superior), Child & Pet Friendly, Private Beach
    From $182 per night (USD)

    VRBO

    Harvey’s Hideaway Lodge - 6Berth(Superior), Child & Pet Friendly, Private Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Family & Pet Friendly 6 Berth Superior Lodge With Access To The Sites Own Beach. An easily accessible Lodge with access ...

    From $182 per night (USD)

    VRBO

    Details
  • 2 bedroom accommodation in Shanklin
    From $624 per night (USD)

    Expedia

    2 bedroom accommodation in Shanklin

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Old School Mews Too is brand new for summer 2023. Situated in a fabulous location moments away from the coastal path and ...

    From $624 per night (USD)

    Expedia

    Details
  • Christie Mansion - Luxury Cottages
    From $1745 per night (USD)

    VRBO

    Christie Mansion - Luxury Cottages

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    At a glance An iconic and historic house with a green tiled roof and amazing stained glass windows throughout Multiple ...

    From $1745 per night (USD)

    VRBO

    Details
  • 15% Ferry Discount.  15 minutes to beach.  5 bed house with 22 sqm equipped gym.
    From $599 per night (USD)

    Expedia

    15% Ferry Discount. 15 minutes to beach. 5 bed house with 22 sqm equipped gym.

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Maycliffe is located in a quiet cliff top cul-de-sac location in Shanklin. Red Funnel Ferry discount when you book this ...

    From $599 per night (USD)

    Expedia

    Details
  • Charnwood Cottage
    From $192 per night (USD)

    VRBO

    Charnwood Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Historic town of Brading, one of the Islands oldest towns, this delightful holiday home can comfortably a ...

    From $192 per night (USD)

    VRBO

    Details
  • BAY VIEW, family friendly, country holiday cottage in Bembridge
    From $283 per night (USD)

    VRBO

    BAY VIEW, family friendly, country holiday cottage in Bembridge

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Bay View, Hillway near Bembridge, Isle of Wight, sleeps four in two bedrooms. Bay View is a single-storey property and ...

    From $283 per night (USD)

    VRBO

    Details
  • Ivy Cottage
    From $776 per night (USD)

    VRBO

    Ivy Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Located in the heart of the renowned and historical village of Brading, this characterful two bedroom, property is Dog f ...

    From $776 per night (USD)

    VRBO

    Details
  • Captivating 2-Bed 2021 caravan in Isle of Wight
    From $128 per night (USD)

    Expedia

    Captivating 2-Bed 2021 caravan in Isle of Wight

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This authentic caravan located in a lovely spot is equipped with everything you'll need for a relaxing time away. In a ...

    From $128 per night (USD)

    Expedia

    Details
  • Adgestone Villa
    From $737 per night (USD)

    VRBO

    Adgestone Villa

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    6

    PET FRIENDLY - New for 2024, Adgestone Villa, a Luxury rural Bungalow in an area of Outstanding Natural Beauty! Interio ...

    From $737 per night (USD)

    VRBO

    Details
  • 2 bedroom accommodation in Sandown
    From $178 per night (USD)

    Expedia

    2 bedroom accommodation in Sandown

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This stunning lodge, set in a fantastic holiday park, offers a heated swimming pool, clubhouse, and top amenities. Just ...

    From $178 per night (USD)

    Expedia

    Details
  • The Hayloft, former countryside milking parlour
    From $97 per night (USD)

    VRBO

    The Hayloft, former countryside milking parlour

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Nestled in the serene Queens Bower, this idyllic country retreat is a haven for Red Squirrels, cherished by both Islande ...

    From $97 per night (USD)

    VRBO

    Details
  • Caravan with one double and one twin.
    From $98 per night (USD)

    Expedia

    Caravan with one double and one twin.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Caravan with one double and one twin. Shower. Open plan kitchen, living and dining area.. Enjoying a tranquil rural sett ...

    From $98 per night (USD)

    Expedia

    Details
  • Spacious 12ft wide caravan with one double and one twin.
    Click For Pricing

    VRBO

    Spacious 12ft wide caravan with one double and one twin.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Spacious 12ft wide caravan with one double and one twin. Shower. Open plan kitchen, living and dining area. . Enjoying a ...

    Click For Pricing

    VRBO

    Details
  • Cosy caravan with one double and one twin.
    From $98 per night (USD)

    Expedia

    Cosy caravan with one double and one twin.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Cosy caravan with one double and one twin. Shower. Open plan kitchen, living and dining area. . Enjoying a tranquil rura ...

    From $98 per night (USD)

    Expedia

    Details
  • Spacious modern caravan with one double and two twin.
    From $131 per night (USD)

    VRBO

    Spacious modern caravan with one double and two twin.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Spacious modern caravan with one double and two twin. Family bathroom. Open plan kitchen, living and dining area. Double ...

    From $131 per night (USD)

    VRBO

    Details
  • Culver Down Manor - Seven Bedroom Villa, Sleeps 14
    From $1374 per night (USD)

    Expedia

    Culver Down Manor - Seven Bedroom Villa, Sleeps 14

    Bedrooms:
    6
    Bathrooms:
    7
    Sleeps:
    14

    One of the Isle of Wight's most exceptional properties, Culver Down Manor is an elegant art-deco mansion overlooking San ...

    From $1374 per night (USD)

    Expedia

    Details
  • CROSSWINDS 68, family friendly, with a garden in Bembridge
    From $211 per night (USD)

    VRBO

    CROSSWINDS 68, family friendly, with a garden in Bembridge

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Crosswinds 68 is a contemporary single-storey holiday home resting on Whitecliff Bay Holiday Park in Bembridge on the Is ...

    From $211 per night (USD)

    VRBO

    Details
  • 1 bedroom accommodation in Sandown
    From $196 per night (USD)

    Expedia

    1 bedroom accommodation in Sandown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Sunny South Lodge is a stunning house situated on the coastal path, between the southerly resorts of Sandown and Shankli ...

    From $196 per night (USD)

    Expedia

    Details
  • Caravan with one double and two twin.
    From $113 per night (USD)

    VRBO

    Caravan with one double and two twin.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Caravan with one double and two twin. Shower. Open plan kitchen, living and dining area.. Enjoying a tranquil rural sett ...

    From $113 per night (USD)

    VRBO

    Details
  • Badgers Run - Simultaneously beautiful and functional
    From $450 per night (USD)

    VRBO

    Badgers Run - Simultaneously beautiful and functional

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    The Badgers Run is a modern contemporary home in Sandown, a seaside town with award-winning beaches. This four-bedroom, ...

    From $450 per night (USD)

    VRBO

    Details