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Vacation rentals with a pool in Windsor

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Windsor

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
The image showcases a serene outdoor swimming pool surrounded by a spacious patio area. A pool house and lounge chairs are visible beside the pool, framed by lush greenery and mature trees. The clear water reflects the bright blue sky, creating a tranquil atmosphere.
Barn in Buckinghamshire
4.98 out of 5 average rating, 123 reviews

Period barn, private heated swimming pool, hot tub

This magnificent country property, complete with an award winning heated pool complex is set high in the chiltern hills, bordering an area of outstanding natural beauty yet located only half a mile from the London Underground Met Line and Waitrose! Explore acres of orchards, formal and walled gardens, a lake, pergolas, and wild meadows, surrounded by ancient woodland and farmland. Escape to heaven in this spa like tranquil retreat. Leave your stress behind and visit this high tech masterpiece.

Top guest favorite
The floating home features a green rooftop adorned with lounge chairs and a patterned rug. A wooden deck extends towards the water, while a hot tub is visible on an adjacent patio. A small boat rests alongside the structure, surrounded by greenery.
Island in Hampton
5 out of 5 average rating, 75 reviews

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.

Top guest favorite
The exterior of a converted barn is visible, showcasing a rustic structure with a clock tower. Large windows framed in wood offer glimpses of the welcoming interior. Well-maintained greenery and flower beds surround a gravel courtyard, creating a tranquil outdoor space.
Barn in Henley-on-Thames
4.98 out of 5 average rating, 48 reviews

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

Guest favorite
A stylish open-plan living area features a sophisticated teal blue kitchenette with modern appliances. A cozy sofa in rich green is complemented by yellow accent chairs and a round coffee table. A decorative screen provides separation from the bedroom area, enhancing the space's design.
Apartment in Kensington
5 out of 5 average rating, 6 reviews

Club Original

Located throughout the House, our well proportioned Club Flats have a UK king bed (US queen), fully equipped kitchenette, open-plan sitting / dining area, large wardrobe, desk, en-suite shower room, Wi-Fi and AC. Signature interior design features a sophisticated teal blue, burgundy or deep green colour palette, layered with velvets, tweeds and bold botanical prints, with a beautiful decorative screen, separating the living area from the bedroom. Sleeps 2 UK | UK King Bed | 23 - 27 Sqm

Top guest favorite
An indoor swimming pool is highlighted with a clear blue surface, surrounded by warm wooden paneling. Skylights allow natural light to fill the space, while a hot tub sits to one side. Large windows offer views of the surrounding greenery.
Cottage in Surrey
4.93 out of 5 average rating, 149 reviews

Delightful Cottage 15 Acre Estate + Pool + Hottub

The cottage is situated on a private estate with complete solitude in 15 acres of orchards and fields. Guests are able to use our indoor swimming pool and hot tub at no charge. This is on the left of our family house 2 minutes walk from the cottage The 2 floor cottage has recently been fully renovated and you will find it to be warm, welcoming and decorated and furnished beautifully with full SKY TV, SKY Movies and Netflix available. Our family home is very close by if you need us

Guest favorite
An indoor pool features a striking wooden ceiling with exposed beams. The tiled area includes a hot tub and a spacious swimming pool, both surrounded by large windows that allow natural light to fill the space. Scenic wall murals enhance the relaxation atmosphere.
Guesthouse in Buckinghamshire
4.89 out of 5 average rating, 98 reviews

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.

Guest favorite
A comfortable lounge area is furnished with a brown leather sofa, two blue armchairs, and a wooden coffee table. Decor includes woven rugs and decorative baskets. A large television is positioned against the wall, with light streaming in through French doors.
Farm stay in Guildford
4.97 out of 5 average rating, 146 reviews

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.

Guest favorite
A sunlit terrace is showcased, featuring a table with two chairs and potted plants. A rustic wooden chair with a cozy throw is positioned nearby, offering a relaxing spot. Lush greenery surrounds the area, complementing the vibrant blue door in the background.
Guesthouse in Surrey
4.96 out of 5 average rating, 26 reviews

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.

Top guest favorite
An outdoor seating area features a circular table surrounded by dark wooden chairs. A barbeque grill stands nearby, and the surrounding garden is lush with greenery. The unique architecture of the property includes charming brick walls and vibrant green doors, framed by foliage.
Cottage in Chobham
4.99 out of 5 average rating, 130 reviews

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.

Top guest favorite
An aerial view captures the Pool House surrounded by lush greenery. A modern pool and hot tub are positioned alongside comfortable loungers on a spacious patio. The sliding glass doors of the house provide access to an inviting indoor area.
Guesthouse in Garsington
4.94 out of 5 average rating, 464 reviews

The Pool House

Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.

Top guest favorite
The spacious outdoor area features a serene swimming pool surrounded by artificial grass. A hot tub and loungers are visible beside the pool, with a patio table and chairs positioned nearby. The charming chalet stands in the background, showcasing large glass doors.
Farm stay in Henton
4.93 out of 5 average rating, 140 reviews

The Pool House at Upper Farm (near Thame/Oxford)

Enjoy the tranquillity and seclusion of our spacious pool house chalet, complete with private seasonally heated (1 May to 30 September) outdoor swimming pool and all year round hot tub Jacuzzi spa, located on our 30 acre farm and equestrian centre in the rural hamlet of Henton on the outskirts of Chinnor, Oxfordshire. The Pool House is an ideal location for couples, families, walkers, cyclists, coarse/carp anglers and business travellers.

Top guest favorite
An indoor pool is surrounded by elegant columns and mirrors, reflecting the calming blue water. Natural light enters through windows, illuminating the space. Potted plants are placed strategically, adding a touch of greenery to the tranquil setting.
Home in Englefield Green
5 out of 5 average rating, 12 reviews

South Wing of Country House

Kick back and relax in this calm, stylish space. Only 35 mins by train from Central London, 8 miles from Heathrow. A small country estate with stunning gardens and 15 acres of land. Secure off street parking. Plenty of tourist attractions in locality, plus easy access to UK motorways for trips further afield. Pool, Jacuzzi and sauna are for your sole use and available between 9a.m - 12 noon, and 4 - 8.30p.m.

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