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Vacation rentals with a pool in Windsor

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at G$119,083 GYD per night before taxes and fees

  • Verified guest reviews

    Over 40 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!

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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Superhost
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.
Home in Windsor
5 out of 5 average rating, 7 reviews

Wellness Escape by River: Sauna, Pool, Hot Tub

Tucked away in nature, this serene retreat offers two cosy bedrooms and a single bathroom, creating a peaceful and intimate escape. Complete with a private sauna, hot tub, and cold plunge pool, it provides a rejuvenating sanctuary perfect for couples or small groups seeking ultimate relaxation and tranquillity. Welcome to your ultimate riverside retreat! This stunning two-bedroom haven blends natural beauty with serene comfort, offering an unforgettable escape from the everyday. Step inside to

Superhost
Home in Nuptown
5 out of 5 average rating, 10 reviews

3 miles to Royal Ascot, pool, sleeps 12 in 2 acres

Escape to this private Berkshire retreat, perfect for Legoland, Lapland UK, Ascot, and Windsor. Set in 2 acres of secluded rural beauty, enjoy a 35ft heated pool, hammocks, football, and table tennis. Spacious main house + separate annex—ideal for families, weddings, or contractors. Minutes from the M3/M4/M25, Heathrow, and London. Serene country living with city-access convenience. Your ultimate summer/festive getaway. Near Lexicon: Millions spent on top shops, dining & cafes on your doorstep.

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 Richmond upon Thames
5 out of 5 average rating, 93 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
4.99 out of 5 average rating, 72 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 natural swimming pond is surrounded by lush wildflowers and vibrant greenery. Wooden platforms extend over the water, providing seating areas amidst a tranquil landscape that invites relaxation and exploration.
Cottage in Saunderton
4.93 out of 5 average rating, 210 reviews

Idyllic escape - wild swimming, stunning walking

Tucked into the Chilterns, The Old Stable is a bright, vaulted 17th Century barn conversion. Lavished with love & attention to detail - inside you'll find a king sized bed, a huge power shower, underfloor heating, a fully equipped kitchen (with Nespresso and dishwasher) and Smart TVs with Netflix. Step outside to find a croquet lawn, tennis court, hammocks and a natural swimming pond. Footpaths run straight from the property. We were on BBC's Countryfile! 3rd May on BBC iPlayer for a peek.

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.
Condo in High Wycombe
4.88 out of 5 average rating, 113 reviews

Country 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
Barn in Woking
4.96 out of 5 average rating, 162 reviews

The Barn – Surrey Countryside Escape

The Barn at Whitmoor Farm is set in the peaceful Surrey countryside and accommodates up to 8 guests, making it ideal for families. It offers two bedrooms — the first with a king bed and bunk beds, and the second with a king bed — plus two single beds in the living area. Enjoy Sky TV, Wi-Fi, and a private indoor grill area. Guests also have shared access to a tennis court, trampoline, and outdoor swimming pool (heated May–September; open unheated until mid-October).

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, 163 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.

Guest favorite
Guesthouse in Surrey
5 out of 5 average rating, 11 reviews

2 Bedroom Pool House in Surrey UK Pool and Hotub

We are offering our lovely pool house in beautiful surroundings in the heart of Surrey. Nestled between our wonderful pond and stunning pool, which is heated from May to October, our pool house is perfect for relaxing, taking in nature and chilling out. There is a hot tub available all year round. This is separate from our beautiful lodge and benefits from free parking. The pond and waterfall is just perfect to sit and reflect or picnic by.

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 Chinnor
4.93 out of 5 average rating, 146 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, 18 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. Many 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 - 7.00pm.

Top guest favorite
The image captures a nighttime scene featuring a heated swimming pool with LED lighting. Nearby, a stylish cabin is illuminated with soft red light, showcasing its modern design. A hot tub is visible, surrounded by lush greenery and outdoor lights, creating a serene ambiance.
Cabin in Chesham
4.99 out of 5 average rating, 342 reviews

Romantic hot tub, and private heated pool retreat.

The retreat cabin is a place for couples to genuinely switch off from the outside world. Relax in private luxury with a fantastic teak hot tub and award winning luxury heated swimming pool just feet from your door. Underfloor heating is also fitted as is air conditioning and electric privacy blinds. This entire area and listing is completely private and not shared with other guests.

Popular amenities for Windsor rentals with a pool

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