
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 $570 per night before taxes and fees

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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.

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
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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.
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Family friendly - rural, detached, home from home
The Gardener's Cottage is a delightful, family friendly retreat with private garden. Set in the grounds of a Queen Anne Rectory, it has 17th Century charm with the convenience & comfort of modern fittings. We are on the Ridgeway, in a picturesque rural setting. The Far Kingdom was recently on BBC's Countryfile! Search for 3rd May episode on BBC iPlayer for a sneak peek. We have a second cottage if you are looking for something a bit different. https://www.airbnb.com/h/old-rectorycottages
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Private Spa Suite with Refreshing 12m Indoor Pool
A unique private spa studio in West London featuring a 12 metre indoor heated swimming pool and sauna. Sleeps up to 6, ideal for couples, small groups, families or executive stays. Includes a fully equipped kitchen, bathroom with walk in shower, flexible comfortable sleeping plus private parking. Designed as a calm, high-spec retreat within the city (Zone 2), offering a rare and distinctive alternative to exclusive hotels near Notting Hill, Paddington and central London transport links.
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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.
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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.
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The Luxury Cottage – Surrey Countryside Retreat
The Luxury Cottage at Whitmoor Farm accommodates up to 8 guests with two bedrooms, each with a king bed and bunk beds, plus a lounge with Sky TV, Wi-Fi, and a fully equipped kitchen. Guests can enjoy the estate’s tennis court, trampoline, and shared outdoor swimming pool (heated May–Sept; open until 15 Oct). Set on 38 acres of woodlands between Guildford and Woking, with fast train access to London. Pets allowed — up to 2 small pets, £25 per pet for the stay.
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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.
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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.
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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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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.
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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.
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Popular amenities for Windsor rentals with a pool
House rentals with a pool

Spacious Home Heated Pool(April-Sep) in Tilehurst
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5-Bedroom Family Home with Garden, nr Notting Hill

Barn conversion, Henley-on-Thames
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The Pool House
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Gardens, Swimming Pool & Hot Tub I Pass The Keys
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Forest Getaway - Country Retreat near Windsor
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Four bed house in Aldershot
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Glorious Gardens
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Condo rentals with a pool

Henley apartment with heated pool
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1 Br Apartment Near Middlesex University London

Sleeps 8 | 2 Bathrooms | FREE Secure Parking!
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Prem 3Bed,2bedroom, 2Bath+Balcony+Gym&Sauna access
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2 bedroom flat, 3 mins walk to Wembley stadium

2 Bedroom apartment. (Pics to be updated)
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Other vacation rentals with a pool

Two Bed Large Countryside Barn with Indoor Pool
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Romantic Vineyard Hut on Organic Farm
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Tranquil Pool Studio in the Heart of Chiswick
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Country cabin with beautiful views
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One bedroom apartment Mickleham, near Dorking
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Sleeps 6 | Next to Wembley Stadium | Long Term
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Stunning 2 bedroom - gym, swimming pool, rooftop

Cosy Coach House near Henley & Marlow
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