
Vacation rentals with a pool in Windsor
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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

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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

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.

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.

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

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.

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.

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).

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.

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.

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.

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.

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
House rentals with a pool

5-Bedroom Family Home with Garden, nr Notting Hill

Spacious Home Heated Pool(April-Sep) in Tilehurst

Barn conversion, Henley-on-Thames

Forest Getaway - Country Retreat near Windsor

Cozy Cottage-House

Crazies

The Pool House

Riverside House with a Pool and Private Garden
Condo rentals with a pool

Prem 3Bed,2bedroom, 2Bath+Balcony+Gym&Sauna access

Henley apartment with heated pool

2 bedroom flat, 3 mins walk to Wembley stadium

2 Bedroom apartment. (Pics to be updated)

Sleeps 8 | 2 Bathrooms | FREE Secure Parking!

1 Br Apartment Near Middlesex University London
Other vacation rentals with a pool

Sleeps 6 | Next to Wembley Stadium | Long Term

Westfield Stylish Living with Pool & Gym

Stunning Luxury 2-Bedroom Apartment in White City

Cosy Coach House near Henley & Marlow

Tranquil Pool Studio in the Heart of Chiswick

One bedroom loft apartment

Stunning 6 Bed Cottage & Annexe in Oxfordshire

Stunning 2 bedroom - gym, swimming pool, rooftop
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- Rentals with pools United Kingdom
- Wembley Stadium
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- South Downs National Park
- Thorpe Park Resort
- Chessington World of Adventures Resort
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- Entertainment United Kingdom
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- Sports activities United Kingdom
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- Tastings United Kingdom
- Museums United Kingdom
- Wellness United Kingdom
- Nature and outdoors United Kingdom
- Tours United Kingdom
- Food tours United Kingdom
- Cooking United Kingdom
- Wildlife United Kingdom
- Galleries United Kingdom
- Performances United Kingdom
- Outdoors United Kingdom
- Architecture United Kingdom
- Cultural tours United Kingdom
- Sightseeing United Kingdom
- Workouts United Kingdom
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