Book Luxury Holiday Rentals in Isle of Wight

Award-winning homes from £98

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Home spotlights in Isle of Wight

The Colour of Glass

The Colour of Glass

  • 16 guests

  • 6 bedrooms

Shanklin, Isle of Wight

Modern-day Gatsbys should feel right at home at this glorious art-deco manor. You'll find it in the south of the Isle of Wight, with an unbeatable clifftop location and extraordinary views down to the wind-whipped coastline.

Tea Up

Tea Up

  • 8 guests

  • 4 bedrooms

Hersham, Surrey

English charm and elegance await at this pretty seventeenth-century cottage in the countryside. Grade II listed but modernised to create a comfortable home with all modern conveniences, it's a beautiful place to relax with family and friends.

Under the Stars

Under the Stars

  • 4 guests

  • 1 bedrooms

Amport, Andover

Glamping never looked so good than at this charming cabin nestled within a wild-flower meadow of a 2500-acre family-owned farm estate. Don't be fooled by its unassuming aluminum exterior.

Dapple Cottage

Dapple Cottage

  • 4 guests

  • 2 bedrooms

Brighstone, Newport

Set within the Isle of Wight’s Area of Outstanding Natural Beauty – there are only forty-six such awarded regions across the entire country – this retreat is truly located in the landscape of dreams. Five minutes on foot from the rugged Brook coastal path and its picturesque beach, you’ll love coming home to this cosy, cottage-like apartment after a windswept day by the shores.


We selected the top 3% holiday homes in Isle of Wight Holiday Rentals

Explore the 838 most perfect homes in our collection

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Most popular homes in Isle of Wight

Palomino Cottage

Palomino Cottage

  • 2 guests

  • 1 bedrooms

Brighstone, Newport

Hare & Hound

Hare & Hound

  • 8 guests

  • 5 bedrooms

Beaulieu, Brockenhurst

Shingle Beach

Shingle Beach

  • 2 guests

  • 1 bedrooms

Milford on Sea, Hampshire

What a Day for a Daydream

What a Day for a Daydream

  • 2 guests

  • 1 bedrooms

Hascombe, Godalming

Happy Cove

Happy Cove

  • 4 guests

  • 2 bedrooms

Weymouth, Dorset

The Granaries

The Granaries

  • 4 guests

  • 2 bedrooms

Wroxall, Isle of Wight

Lighthouse Tales

Lighthouse Tales

  • 5 guests

  • 3 bedrooms

Niton, Ventnor

Manor Farm

Manor Farm

  • 9 guests

  • 5 bedrooms

Hamble-le-Rice, Hampshire

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Isle of Wight. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Isle of Wight has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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