Holiday cottages with pools on the Isle of Wight

Holiday cottages with pools on the Isle of Wight

Complete your holiday to the Isle of Wight with the added luxury of a swimming pool. Whether you choose indoor or outdoor, you’ll wonder how you enjoyed your past holidays without one. We have 8 holiday cottages with pools to enjoy on the Isle of Wight.Read more

The ultimate family friendly holiday needs a swimming pool. Splash around with the kids on rainy days to tire them out or get into the routine of an evening swim for everybody. If you’re on holiday with a big group this is a lovely way to gather everyone together to catch up. Get the kids to entertain themselves by practicing handstands, playing games in the water and fetching heavy objects from the bottom of the pool. They’ll spend hours bobbing up and down, giving you some time to relax with a good book while watching them enjoy the waters.

A romantic couples holiday can be made by a pool. Relax by the poolside together, spending mornings gliding through the calm waters before heading back to your holiday cottage only a stone’s throw away to enjoy breakfast together. A pool will get you out of the cottage without needing to hop in the car saving you the stress of trying to navigate an area you might not be familiar with.

Whatever you’re looking for from your holiday on the Isle of Wight, a pool gives you an extra option for something to do without having to leave your cottage.

We have 8 luxury self catering cottages with pools to rent on the Isle of Wight

Driftwood is a 2 bedroom, dog friendly holiday cottage near the beach in Freshwater, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1018

Driftwood

5613

2 bedroom, dog friendly holiday cottage near the beach in Freshwater, Isle of Wight.


Whisk yourself away to this pretty retreat on the glorious Isle of Wight, perfect for couples and families and your four-legged companions who love to explore as there is plenty to...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1018

View
  • 25% off

    29 Mar 2024 - 5 Apr 2024

    £1443.00£1082.25

  • 25% off

    5 Apr 2024 - 12 Apr 2024

    £1443.00£1082.25

Escape Away is a 2 bedroom self catering cottage near the beach in Freshwater.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1018

Escape Away

5612

2 bedroom self catering cottage near the beach in Freshwater.


Close to the beach and not far from the iconic Needles, Escape Away is the perfect retreat to base yourself for a peaceful holiday. Whisk yourself away to the glorious Isle of Wigh...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1018

View
  • 25% off

    29 Mar 2024 - 5 Apr 2024

    £1443.00£1082.25

  • 25% off

    5 Apr 2024 - 12 Apr 2024

    £1443.00£1082.25

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

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

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

7 nights from £782 *

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 £782 *

View
  • 20% off

    5 Apr 2024 - 12 Apr 2024

    £1100.00£880.00

  • 50% off

    12 Apr 2024 - 19 Apr 2024

    £1565.00£782.50

  • 50% off

    19 Apr 2024 - 26 Apr 2024

    £1575.00£787.50

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

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 £641

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 £641

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