
Holiday 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.

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

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

Chic Family Home near Notting Hill
Our fabulous, artistic family home near Notting Hill is spacious, cool and comfortable for a family or couples. The house has five double bedrooms, two rooms have their own bathroom. Walking distance 10 mins from Portobello Road and the funky shops. There are two cats who live at the property, I’m happy to provide a feeder or for you to feed them, we can discuss. The property could host ten people but I feel that may be too many to manage in terms of dining etc but happy to discuss.

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

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.

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.

Little Stables
Little Stables is a unique, luxurious stable conversion, in the heart of the Surrey Hills, an area of outstanding natural beauty. Nestled in nature, Little Stables is the perfect countryside retreat, yet close to great road links to both London and the South coast. We have ample parking, electric car charger, hot tub, push bikes, electric bicycles and a selection of garden games, which are available to our guests on request - please advise us at time of booking.

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.

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.

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. Plenty of 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 - 8.30p.m.
Popular amenities for Windsor rentals with a pool
House rentals with a pool

The Mill House

Spacious & stylish family home

Spacious Home Heated Pool(May-Sep) in Tilehurst

Stunning period house sleek contemporary design

Wellness Escape by River: Sauna, Pool, Hot Tub

Barn conversion, Henley-on-Thames

Forest Getaway - Country Retreat near Windsor

Family Friendly Country House - Pool & tennis
Apartment rentals with a pool

Soho House Luxury large 1 bd Gym/Pool/Cinema/

2 Bedroom apartment. (Pics to be updated)

Contractor Friendly | Secure Parking | 50" TV!

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

Westfied Living

Large period 5 bedroom home with pool SW London

Stylish London Apt | 10 mins to Wembley stadium

Pool & Piano | Hidden Oasis in Kensington Olympia

Large Country House in stunning Hampshire Village

Modern 1-bed home with free parking

Major part of idyllic home

*Beautiful Modern Studio Flat; Professional Market
Quick stats about holiday rentals with a pool in Windsor

Nightly prices starting at
Windsor holiday rentals start at $627 SGD per night before taxes and fees

Verified guest reviews
Over 30 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!
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- Rentals with pools Berkshire
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- Tower Bridge
- British Museum
- Westminster Abbey
- Covent Garden
- Big Ben
- Buckingham Palace
- London Bridge
- Trafalgar Square
- The O2
- Hampstead Heath
- Wembley Stadium
- St. Paul's Cathedral
- St Pancras International
- Emirates Stadium
- ExCeL London
- Camden Market
- London Stadium
- Alexandra Palace
- Clapham Common
- Goodwood Motor Circuit
- Oxford University
- Blenheim Palace
- Primrose Hill
- Queen Elizabeth Olympic Park, London




