Windsor and Maidenhead rentals with pool

We found 72 rentals with pool — enter your dates for availability

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Dates

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Flexible dates

September 2025

13

October 2025

Explore Windsor and Maidenhead rentals with pools

Interior

Quaint bungalow with Swimming Pool and lovely garden

Sleeps 5 · 2 bedrooms · 1 bathroom

Outdoor dining

Stunning Designer's Residence In Ascot with Jacuzzi, Cinema Room for up to 16

Sleeps 16 · 7 bedrooms · 6 bathrooms

Find spaces that suit your style

Rentals with Pool in Windsor and Maidenhead

Rentals with Pool in Ascot

Rentals with Pool in Windsor

Rentals with Pool in Maidenhead

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