
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.

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

Attractive, 7+bed stay with pool & mature garden
Surround yourself with style in this standout space. A unique 5+ bedroom property plus 1 bed log cabin within the town of Iver Heath, with the added bonus of pool and hot tub! Recently refurbished to a modern standard mixing the old with the new, it provides a luxury get away for family and friends alike. Iver Heath is a 5 minute drive away from the underground station giving you direct access to London or a 15 minute car ride gets you to historic Windsor. Suitable for 8-14 guests.

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.

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.

Wellness Escape by River: Sauna, Pool, Hot Tub
Welcome to your ultimate riverside retreat! - Two cozy bedrooms and a single bathroom create an intimate escape. - The open-plan living space is perfect for unwinding with loved ones. - Enjoy a private sauna, hot tub, and cold plunge pool for ultimate relaxation. - Stunning river views from the master bedroom enhance tranquility. - A nearby utility room adds convenience with laundry facilities. - This stunning two-bedroom haven blends natural beauty with serene comfort.

The Luxury Cottage
Whitmoor Farm, Whitmoor Lane, GU47QB is in the heart of Surrey. The accommodation offers 2 bedrooms both with double beds and bunk beds. A lounge with Sky TV, WIFI internet. Tennis court, trampoline and swimming pool. The swimming pool is a communal pool, heated from 1 May to 30 September and remains open for use until 15 October. The property is set on 38 Acres of land and woodlands between the Historic Town of Guildford and Woking with fast train access to London.

Forest Getaway - Country Retreat near Windsor
Relax with the whole family or a group of friends at this peaceful place near London! Spend your day sightseeing or designer shopping and explore the beautiful English countryside. Stay with us and visit some of the country's best restaurants. Remember to pack your swimsuit to enjoy the facilities that this house has to offer. Indulge yourself to a tailor made aromatherapy or a full day mindfulness retreat. Celebrate a special occasion with a private photoshoot.

Cosy Coach House near Henley & Marlow
The Coach House is a stylish one bedroom studio overlooking a beautiful informal walled garden. In summer, guests are welcome to use the outside pool. There is also a BBQ & fire pit to enjoy. Situated near the beautiful villages of Wargrave, Twyford, Henley-On-Thames & Marlow, it is a perfect location for exploring the area or simply a lovely base to unwind. There are many lovely walks, activities & fabulous restaurants to explore as well as the River Thames.

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 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

Country House, 5bed, large garden, heated pool

Cosy family home, 4 bedrooms, pool, hot tub & gym

Spacious 6 bedroom home.

The Coach House

4 Bedroom Family Home with pool

Family Friendly Country House - Pool & tennis

Surrey Cottage with indoor heated swimming pool

The Pool House
Apartment rentals with a pool

Lovely Flat Zone 2 close to DLR

Hampstead Luxury Apartment- Opulent Split Level

Private apartment - over garden quiet central

Large apartment - pool & gym next door - HYDE PARK

Luxury Battersea studio w open fire, close to Park

Soho House Luxury large 1 bd Gym/Pool/Cinema/

3 Bedroom Vault

Countryside Apartment - Heated Pool & Woodland
Other holiday rentals with a pool

Luxury retreat with extensive leisure facilities

Relaxing pool house

Tulana Taggs - floating home on idyllic island

The Coach House

Two Bed Large Countryside Barn with Indoor Pool

Island Hideaway on the Thames

The Cottage

Luxury Barn
Quick stats about holiday rentals with a pool in Windsor

Nightly prices starting at
Windsor holiday rentals start at $627 SGD per night before taxes and fees

Verified guest reviews
Over 30 verified reviews to help you choose

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
- British Museum
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