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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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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.

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.

5 out of 5 average rating, 72 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.

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

A comfortable lounge area features a spacious sectional sofa accented with decorative pillows. A round, metallic coffee table sits on a patterned rug, highlighting the warm wood floor. Natural light filters through the window, illuminating the green walls and indoor plant.

4.92 out of 5 average rating, 12 reviews

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

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.

4.89 out of 5 average rating, 97 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 charming log cabin is nestled among greenery, with a gravel pathway leading to its entrance. Flowering plants are positioned around the cabin, and a tree provides shade in the foreground. The structure features large windows that invite natural light.

4.99 out of 5 average rating, 74 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.

A cozy living space features a dark sofa paired with a round wooden coffee table, illuminated by soft lighting. A dining area with a round table and green chairs is present, alongside glass doors that open to a green outdoor space, creating a welcoming atmosphere.

5 out of 5 average rating, 3 reviews

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.

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.

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.

A vibrant yellow pool float rests in a clear blue pool, surrounded by a spacious patio area. Lush greenery and a garden can be seen in the background, alongside a rustic brick building. A cozy seating area is positioned near the pool, offering a relaxing outdoor space.

4.97 out of 5 average rating, 92 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.

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.

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.

4.99 out of 5 average rating, 129 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

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.

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.

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Popular amenities for Windsor rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious kitchen/diner is featured, with a large dining table that accommodates twelve. Modern appliances and sleek cabinetry complement the open layout illuminated by natural light from above. The room opens to a well-maintained garden, providing an inviting space for dining and gatherings.

5 out of 5 average rating, 9 reviews

Spacious & stylish family home

A vase with dried pampas grass is positioned on a windowsill. Outside the window, a scenic view reveals a gravel path leading towards a gated entrance, surrounded by green trees and open fields under a partly cloudy sky.

5 out of 5 average rating, 4 reviews

The Chiltern way - Annex w/ Kingsize Bed

Top guest favorite

A spacious country house is set amidst a well-manicured lawn, featuring a variety of architectural details with a mix of white walls and red roof tiles. Surrounding greenery enhances the inviting aesthetic of the open outdoor space.

5 out of 5 average rating, 37 reviews

Country House, 5bed, large garden, heated pool

An outdoor dining area features a large, woven rattan table set for several guests, with decorative tableware arranged neatly. In the background, a serene swimming pool is framed by lush greenery, creating a perfect setting for alfresco dining.

4.57 out of 5 average rating, 35 reviews

Spacious 6 bedroom home.

The exterior of the barn conversion features a charming mix of stone and timber. Large glass doors invite access to the interior, while a spacious dining table is set outside on a well-maintained lawn, surrounded by open green space.

4.87 out of 5 average rating, 230 reviews

Barn conversion, Henley-on-Thames

The backyard showcases a curved swimming pool surrounded by a stone patio, with deck chairs positioned nearby. Lush greenery and trees frame the property, enhancing the serene environment. The house features multiple windows and an inviting outdoor area with steps leading to manicured gardens.

4.8 out of 5 average rating, 5 reviews

Forest Getaway - Country Retreat near Windsor

A living room features a spacious grey sectional sofa adorned with a yellow throw pillow. A round mirror is mounted above a wooden fireplace, while a small side table with a lamp and decorative items is positioned nearby. A doorway leads to an adjoining area.

4.88 out of 5 average rating, 8 reviews

Cozy Cottage-House

The spacious family home features a brick exterior and large windows, showcasing a well-maintained garden. A patio area is visible, with outdoor seating. The bottom images display a bright swimming pool surrounded by greenery and a tennis court bordered by shrubs, offering opportunities for recreation.

4.88 out of 5 average rating, 8 reviews

Family Friendly Country House - Pool & tennis

Other vacation rentals with a pool

The exterior of the house features a charming Tudor-style design with decorative woodwork. A clear swimming pool is set on a wooden deck surrounded by a green lawn and outdoor seating. Large glass doors provide access to the spacious indoor areas, enhancing connectivity with the outdoors.

5 out of 5 average rating, 5 reviews

Large period 5 bedroom home with pool SW London

A well-maintained swimming pool is situated within a private outdoor space. Surrounding the pool are four reclining loungers arranged on a stone patio. Lush greenery towers in the background, while a wooden slide and climbing structure can be seen nearby.

4.75 out of 5 average rating, 8 reviews

Spacious Home with Heated Pool in Tilehurst

A modern studio room features a spacious bed covered in white linens, accompanied by a decorative cushion. A stylish sofa is positioned nearby, and a large bookshelf lines the wall, filled with books. Soft lighting illuminates the space, adding a cozy ambiance.

4.83 out of 5 average rating, 23 reviews

Independent studio sleeps up to 1-4

New place to stay

Stunning period house sleek contemporary design

A spacious living area features a comfortable gray sofa adorned with colorful cushions. A cozy brown armchair with a union jack design complements the space. Framed photographs and art pieces on the walls enhance the inviting atmosphere, while natural light filters through the blinds.

4.83 out of 5 average rating, 6 reviews

Modern 1-bed home with free parking

An open-plan studio is equipped with a spacious bed dressed in blue and gray linens. A sofa bed is present, along with a desk and chair. Natural light enters through multiple windows, illuminating the modern space featuring decorative wall art and wooden furnishings.

New place to stay

Contemporary Spacious Studio Apartment Kew Gardens

4.92 out of 5 average rating, 62 reviews

Major part of idyllic home

A spacious family home is framed by a welcoming front garden, featuring a mix of traditional and modern architecture. The house presents a combination of brick and render exteriors, with large windows that allow natural light to fill the interiors, complemented by a driveway for off-road parking.

4.88 out of 5 average rating, 8 reviews

4 Bedroom Family Home with pool

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