Book Family Friendly Rentals in Isle of Wight

We selected the 738 homes worth renting in this location

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Home spotlights in Isle of Wight

Sweet Like Taffy

Sweet Like Taffy

  • 6 guests

  • 3 bedrooms

Weymouth, Dorset

Step through this cottage's pink front door and you'll find breezy living spaces bathed in light and more than enough room for the whole family to spread out. The pared-back design has some subtle coastal influence – no surprise, given the proximity to Weymouth Harbour – and features like traditional ornamental fireplaces and vintage furniture add just a touch of character.

A Royal Flush

A Royal Flush

  • 10 guests

  • 4 bedrooms

Bruton, Somerset

Buzzy Bruton life is on your doorstep at this Grade II listed Georgian townhouse, set right along the well-heeled high street. Mingle with the movers, shakers, and millionaires in its gastropubs, independent shops, and art galleries.

Bay Cottage

Bay Cottage

  • 6 guests

  • 3 bedrooms

Brighstone, Newport

This pretty farm building conversion offers all the independence of a private cottage with its own garden, with the added bonus of communal grounds where children can run free. Ideal for families, it's part of a small complex of similar homes just a five-minute walk from the nearest beach.

Lighthouse Calling

Lighthouse Calling

  • 5 guests

  • 3 bedrooms

Niton, Ventnor

Nestled in Niton on the Isle of Wight, this restored heritage building is an ideal getaway for families or groups of friends. While the garden is shared with neighbouring cottages, a private courtyard awaits your alfresco dinners.


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

Explore the 738 most perfect homes in our collection

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Most popular homes in Isle of Wight

Hare & Hound

Hare & Hound

  • 8 guests

  • 5 bedrooms

Beaulieu, Brockenhurst

Pier I Am

Pier I Am

  • 12 guests

  • 6 bedrooms

Southsea, England

Happy Cove

Happy Cove

  • 4 guests

  • 2 bedrooms

Weymouth, Dorset

The Riding House

The Riding House

  • 18 guests

  • 8 bedrooms

Wimborne Saint Giles, Wimborne

Lighthouse Tales

Lighthouse Tales

  • 5 guests

  • 3 bedrooms

Niton, Ventnor

Stiffkey Blue

Stiffkey Blue

  • 6 guests

  • 3 bedrooms

Lymington, Hampshire

Channelling the Sea

Channelling the Sea

  • 6 guests

  • 3 bedrooms

Selsey, West Sussex

The Hamble Anchorage

The Hamble Anchorage

  • 9 guests

  • 5 bedrooms

Bursledon, Southampton

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Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Isle of Wight, England, United Kingdom. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Isle of Wight Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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