
Holiday rentals with a pool in Windsor
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Top-rated rentals with a pool in Windsor
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

3 Bedroom Lodge/Hotub/Pool in Horsley Surrey UK
We are offering our lovely cosy log cabin in beautiful surroundings, in the heart of Surrey. We have a stunning pool which is heated from May to October ( subject to availability) and in the winter months, a wonderful log burner, which makes our lodge super cosy. Hotub/Whirlpool available and can be used all year round. We also have a beautiful tranquil pond to sit by, with picnic areas if you are looking for some quiet time away from the hustle and bustle ! Just the perfect spot to unwind!

Tulana Taggs - floating home on idyllic island
Relax in this unusual setting of a floating home on the inner lagoon of Taggs Island situated on the river Thames, close to Hampton Court Palace, Richmond & Kingston. Tulana offers guests a singular experience of living in urban nature in London. A brand-new floating home completed May 2022, as featured on the Channel 4's 'My Floating Home' in August 2023. Come and slow down at Tulana, immerse yourself in a bit of luxury & enjoy the best of both worlds - London sights & communing with nature.

Two Bed Large Countryside Barn with Indoor Pool
‘The Clock Tower ’- is a unique and stylish converted barn with oak beams and high ceilings. This 2 bed (2 bath) is cosy and full of charm in the heart of the countryside, close to Henley-on-Thames. Indoor pool. Sleeps 4 (2 Large Doubles) Stunning views, beautiful walks, great pubs, restaurants, and historic places to visit only a short stroll or distance away. An ideal getaway for a weekend or longer stay in the Oxfordshire countryside. Henley-on-Thames 6 miles, Reading station 6.5 miles

Modern Escape-Jacuzzi & Ice Bath
Relax and unwind in our superbly located home with Spa Facilities. Inside you’ll find a fully-equipped kitchen that flows into an airy lounge and dining area. A garden at the back with hot & cold spas. Upstairs there's two spacious double bedrooms (one being a sofa bed), alongside a smaller child room and cot. Close to Woking Station, we're a short drive from Horsell Common and the River Wey with beautiful walks, great local food & entertainment. Suitable for 4 adults & one child/cot

Luxury barn with stunning outside swimming pool
Perfect for days spent exploring Henley on Thames and the Chiltern Hills Lazy days lounging beside the shared swimming pool with private outdoor seating area by pool Close to Henley on Thames with its many annual events... Henley Arts Trail - May Henley Royal Regatta - July Henley Festival - July Thames Traditional Boat Rally - July Rewind Festival - July Henley Literary Festival - September Christmas Festival - November .....and so much more to do and see in this fabulous Town.

The Cottage, Little Marlow
The Cottage is situated in the delightful village of Little Marlow with two friendly pubs which serve food and a 12th century church. It is set in a conservation area adjoining a nature reserve with a large lake and a footpath that leads you to the river Thames. The picturesque river towns of Marlow, Henley and Windsor are nearby and London is only half an hours train journey. Boats and paddle boards can be hired locally and the area is great for walking, cycling and bird watching.

Henley apartment with heated pool
Four Star rated first floor apartment in its own self-contained block with heated outdoor swimming pool in an area of outstanding natural beauty. While secluded and peaceful, it’s within easy level walking distance of Henley-on-Thames and its famous stretch of river. The property is ideal for couples or up to 3 guests. In the summer our wonderful HEATED (new for 2025) swimming pool is available to our guests. If you would like exclusive use of the pool please ask at no extra cost.

Luxury retreat with extensive leisure facilities
An opportunity for a relaxed and luxurious break in a large comfortable apartment. With the exclusive use of a fantastic pool, hot tub, games room and tennis court. Towels, gowns and spa slippers are provided, and massage and beauty treatments are also available. Surrounded by 4 acres of gardens and woods for walks, BBQs and chilling out. Great for families too with lots of play areas for kids with a football pitch, large trampoline, swings, slide, climbing wall and treehouse.

Spacious Home Heated Pool(April-Sep) in Tilehurst
Welcome to our spacious and comfortable home, perfect for families, groups, or business stays. Cook in the fully equipped kitchen, relax in the cosy living areas with TVs, and enjoy five bedrooms, four of which have their own TVs for private entertainment. Take a dip in the heated swimming pool (usually open from May to September), measuring 7.5m x 3.8m, with a shallow end of 3ft 8in sloping to a deeper end of 5ft 5in, maintained at a comfortable 27°C for year-round enjoyment.

Island Hideaway on the Thames
APOLOGIES: The Hideaway is not available during 2025. Please search for "Idyllic House on the Thames" for alternative accommodation on the Island. --------------------- A cosy escape for all seasons, the Hideaway is a self-contained 1 bedroom home in a converted hayloft on an Island in the Thames. Perfectly arranged for couples, or easily adapted to accommodate small families with one child. Experience a truly unique lifestyle on an Island in the Thames.

The Luxury Cottage – Surrey Countryside Retreat
The Luxury Cottage at Whitmoor Farm accommodates up to 8 guests with two bedrooms, each with a king bed and bunk beds, plus a lounge with Sky TV, Wi-Fi, and a fully equipped kitchen. Guests can enjoy the estate’s tennis court, trampoline, and shared outdoor swimming pool (heated May–Sept; open until 15 Oct). Set on 38 acres of woodlands between Guildford and Woking, with fast train access to London. Pets allowed — up to 2 small pets, £25 per pet for the stay.

The Coach House
The Coach House is a totally unique property, nestled in the peaceful surroundings of Chobham Common. Spread over two floors, this charming accommodation offers 2 bedrooms, 2 bathrooms, a sitting room, a dining room, a kitchen, & a utility room. There is also an outdoor seating area equipped with barbeque, perfect for unwinding. The quirky design & characterful features of this historic building add to its charm & make it a truly delightful place to stay.
Popular amenities for Windsor rentals with a pool
House rentals with a pool

Beautiful 5 bedroom family home

The Chiltern way - Annex w/ Kingsize Bed

Barn conversion, Henley-on-Thames

4 Bedroom Family Home with pool

Forest Getaway - Country Retreat near Windsor

Family Friendly Country House - Pool & tennis

Stylish home with heated pool in Marlow, sleeps 8

Surrey Cottage with indoor heated swimming pool
Other holiday rentals with a pool

Welcome to our new beautiful new Pool House.

Weston Cottage – Charming Countryside Retreat

Cosy Twin barns sleeps 8 with indoor pool

4 bedroom Lodge/Hotub-Pool in Surrey UK

The Coach House

Designed for Corporate, Contract & Project Stays

Stylish Island Home on the River Thames

Eagles Nest – Cosy Surrey Countryside Cottage
Quick stats about holiday rentals with a pool in Windsor

Nightly prices starting at
Windsor holiday rentals start at € 404 per night before taxes and fees

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Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Windsor rentals

4.8 Average rating
Windsor stays are highly rated by guests – averaging 4.8 out of 5!
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- Tower Bridge
- Big Ben
- Paddington
- British Museum
- London Bridge
- Covent Garden
- Natural History Museum
- Marble Arch
- Buckingham Palace
- Tottenham Court Road
- Hampstead Heath
- St Pancras International
- Kings Cross
- The O2
- Trafalgar Square
- Piccadilly Theatre
- Wembley Stadium
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Olympia Events
- Russell Square
- Borough Market




