Rent Windsor Homes with Swimming Pools

We selected the 146 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Windsor

The Fairest Of Seasons

The Fairest Of Seasons

  • 6 guests

  • 3 bedrooms

Kingham, Chipping Norton

It's impossible to choose our favourite thing about this cosy Cotswolds cottage. We adore the warm and inviting living area – original wood floors and traditional beams meet modern upgrades like underfloor heating – and with a collection of books, board games and children's toys, there's plenty to keep the whole family busy on rainy days.

Manor House Marvel

Manor House Marvel

  • 26 guests

  • 7 bedrooms

Chiddingstone, Edenbridge

Nestled on the High Weald, this mediaeval manor house promises fun for all the family – or a large group of friends – on the Kent and Sussex border. Sure, if you’re a large group, a fair number of guests will be sleeping on sofa beds, but with spacious rooms, we don’t think it’ll be a problem.

The Simple Magic

The Simple Magic

  • 10 guests

  • 5 bedrooms

Fritwell, Oxfordshire

Located in the heart of Oxfordshire, this home makes the ideal setting for a quintessential countryside retreat. There’s a private heated swimming pool, a waterlily pond with a rowing boat and a games barn with table tennis and a small gym.

English Splendour

English Splendour

  • 14 guests

  • 7 bedrooms

Itchen Valley, Hampshire

Beautiful inside and out. This villa's contemporary 1950's Italian-inspired interior gives way to sprawling Hampshire farmland.


We selected the top 3% holiday homes in Windsor Homes with Swimming Pools

Explore the 146 most perfect homes in our collection

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Most popular homes in Windsor

A Hint of Oak

A Hint of Oak

  • 14 guests

  • 6 bedrooms

Radlett, Hertfordshire

Needlework

Needlework

  • 8 guests

  • 4 bedrooms

Chipping Norton, Oxfordshire

Cory's Retreat

Cory's Retreat

  • 15 guests

  • 6 bedrooms

Soberton, Southampton

Cosy Cotswolds

Cosy Cotswolds

  • 4 guests

  • 2 bedrooms

Kingham, Chipping Norton

Meadowbrook House

Meadowbrook House

  • 16 guests

  • 9 bedrooms

Broughton, Stockbridge

Alhambra

Alhambra

  • 6 guests

  • 3 bedrooms

Kingham, Chipping Norton

Heart of Home

Heart of Home

  • 14 guests

  • 6 bedrooms

Potters Bar, Hertfordshire

Hanging Wisteria

Hanging Wisteria

  • 4 guests

  • 2 bedrooms

Chipping Norton, Oxfordshire

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Check upcoming rates & availability for Windsor Homes with Swimming Pools


Frequently asked questions

You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Windsor. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Windsor Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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