Vacation rentals with a pool in Windsor

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Top-rated rentals with a pool in Windsor

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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, 67 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.

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, 40 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

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

4.92 out of 5 average rating, 143 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

Cottage in Little Marlow

4.9 out of 5 average rating, 51 reviews

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.

Top guest favorite

A clear blue swimming pool is set within a stone patio, surrounded by tall brick walls and lush greenery. Sunlight glimmers on the water's surface, emphasizing the pool's inviting shape and serene atmosphere. A corner plant adds a touch of natural beauty to the space.

Condo in Oxfordshire

4.94 out of 5 average rating, 49 reviews

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.

Superhost

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

4.88 out of 5 average rating, 92 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.

Top guest favorite

A wooden cabin is visible beside a heated pool, with large glass doors allowing views inside. Surrounding the pool are potted plants and a spacious stone patio. A pool cover is located along the edge of the turquoise water, which reflects the greenery beyond.

Guesthouse in Surrey

4.98 out of 5 average rating, 66 reviews

4 bedroom Lodge/Hotub-Pool in 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. Our cabin is separate to the house, and benefits from 2 free car parking spaces and a electric car charging point at extra cost . Other parking also available.

Top guest favorite

Farm stay in Guildford

4.97 out of 5 average rating, 139 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.

Top guest favorite

A bright yellow inflatable duck floats in a sparkling blue pool, surrounded by a well-kept outdoor area. Lush greenery and the inviting garden are visible in the background, along with a terrace and charming brick structure, creating a serene setting for relaxation.

Tiny home in Berkshire

4.98 out of 5 average rating, 90 reviews

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.

Top guest favorite

An indoor pool area is highlighted by a bright, open ceiling and soft lighting. The turquoise water is surrounded by stone tiles. Exercise equipment is visible on the wall, and comfortable seating is provided nearby, creating a functional and inviting space.

Cottage in Chobham

4.99 out of 5 average rating, 120 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 outdoor space featuring a large swimming pool surrounded by green artificial grass. Loungers are arranged along the poolside. A chalet structure in the background has large patio doors, providing a view of the pool area. Solar panels are visible on the nearby roof.

Farm stay in Chinnor

4.93 out of 5 average rating, 139 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

Barn in Abinger Hammer

5 out of 5 average rating, 57 reviews

Luxury home in the Surrey Hills

A unique, converted barn situated in large private grounds with direct access to the Surrey Hills AONB. The perfect family space with large open plan areas and cosy TV room. Traditionally fully furnished with every modern amenity including blue tooth speakers, wi-fi and underfloor heating throughout. Use of a private gym on site. Private terrace with outside dining area. Off road parking behind electric gates.