Cottages with Outdoor Pools on the Isle of Wight

Cottages with Outdoor Pools on the Isle of Wight

Get ready for the ultimate summer getaway and book yourself a self-catering cottage with an outdoor swimming pool on the Isle of Wight. With each cottage handpicked onto our books, you can look forward to comfort, style and lots of luxury. Take a look through our collection of 6 properties with outdoor pools and take a step closer to an unforgettable retreat on the Isle of Wight. Read more

Wake up in your luxury haven on the Isle of Wight and start the day with a splash. Amongst our collection of self-catering cottages, we have properties with shared and private swimming pools so you can dive straight into the action. Play games, swim around or float tranquilly on an inflatable lilo under warm summer sunshine, hours of fun are waiting to be had. Whether you would like to revisit a firm favourite or discover a new, all of our cottages have been handpicked and personally inspected so your holiday is the best it can be. Get started on your next adventure and find your favourite cottage today. The holiday of a lifetime on the Isle of Wight is but moments away.

6 luxury self-catering cottages with outdoor pools on the Isle of Wight

Sunset Cottage is a 3 bedroom self catering cottage near Ventnor, Isle of Wight
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £985 *

Sunset Cottage

4319

3 bedroom self catering cottage near Ventnor, Isle of Wight


Looking for the ultimate homestay for a family holiday, a celebratory escape for a couple, or simply an excuse to get together with friends, Sunset Cottage has holiday luxury cover...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £985 *

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  • 30% off

    23 Feb 2024 - 1 Mar 2024

    £1266.00£886.20

  • 30% off

    1 Mar 2024 - 8 Mar 2024

    £1399.00£979.30

  • 30% off

    8 Mar 2024 - 15 Mar 2024

    £1399.00£979.30

Apt 1 Springfield Court is a 2 bedroom self catering apartment near the beach in Seaview.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £701

Apt 1 Springfield Court

3575

2 bedroom self catering apartment near the beach in Seaview.


Apt 1 Springfield Court is a luxurious, ground floor apartment, set in an exclusive development in the picturesque village of Seaview. It would suit a small family or a couple in n...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £701

3 Springfield Court is a 3 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £725

3 Springfield Court

3547

3 bedroom self catering apartment near the beach in Seaview, Isle of Wight.


With a comfortable interior, an unbeatable location, manicured grounds and the beach within easy reach, 3 Springfield Court has it all. This delightful holiday home would suit a fa...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £725

The Drey is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £780

The Drey

5139

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight


Located in the grand building that is Springfield Court, guests staying in this lovely holiday home can take full enjoyment of the grounds during their stay. Comfortably furnished ...

  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £780

Shore House is a 3 bedroom self catering cottage with sea views in Seaview, Isle of Wight
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1118

Shore House

3778

3 bedroom self catering cottage with sea views in Seaview, Isle of Wight


A seaside sanctuary, Shore House is a beautifully decorated three-storey house, with its own private heated swimming pool. Making the most of the far reaching views over the Solent...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1118

Little Forelands is a 5 bedroom self catering cottage with sea views in Bembridge, Isle of Wight
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £2397

Little Forelands

4474

5 bedroom self catering cottage with sea views in Bembridge, Isle of Wight


This absolutely lovely family home in Bembridge, on the east coast of the Isle of Wight, has a large garden and stunning sea views. With a gated entrance Little Forelands is privat...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £2397