
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

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.

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.

Spacious Home Heated Pool(April-Sep) in Tilehurst
Welcome to our spacious and comfortable home, perfect for families, groups, or business stays. Cook in the fully equipped kitchen, relax in the cosy living areas with TVs, and enjoy five bedrooms, four of which have their own TVs for private entertainment. Take a dip in the heated swimming pool (usually open from May to September), measuring 7.5m x 3.8m, with a shallow end of 3ft 8in sloping to a deeper end of 5ft 5in, maintained at a comfortable 27°C for year-round enjoyment.

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.

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.

One bedroom apartment Mickleham, near Dorking
Separate entrance (via shared garden) separately lockable apartment (kitchen/living room, double bedroom + private bathroom) in Victorian farmhouse in a rural village between Leatherhead and Dorking, less than an hour from Wimbledon, central London & airports, 5 minutes from Denbies vineyard, 10 minutes from the M25, 15 minutes from Epsom races for the Derby. Hiking and mountain biking on Box Hill and in the Surrey Hills.

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.

The Luxury Cottage – Surrey Countryside Retreat
The Luxury Cottage at Whitmoor Farm offers two bedrooms, each with a king bed and bunk beds, plus a lounge with Sky TV and Wi-Fi and a fully equipped kitchen. Guests can enjoy the estate’s tennis court, trampoline, and shared swimming pool (heated May–Sept; open until 15 Oct). Set on 38 acres of woodlands, the property is between Guildford and Woking, with fast train access to London—perfect for family getaways.

Stunning two double bed cottage
Forget your worries in this spacious and serene space. This cottage is special . Set in the grounds of a 13 th century Manor House with hard tennis court . Opposite a lovely church in Hurley and only a short walk to The Olde Bell at Hurley ,one of the oldest inns in the World. Henley is only 15 minutes by car and the M4 is only 10 minutes
Popular amenities for Windsor rentals with a pool
House rentals with a pool

Riverview Cottage

The Chiltern way - Annex w/ Kingsize Bed

Country House, 5bed, large garden, heated pool

Spacious 6 bedroom home.

4 Bedroom Family Home with pool

Forest Getaway - Country Retreat near Windsor

Family Friendly Country House - Pool & tennis

Surrey Cottage with indoor heated swimming pool
Other holiday rentals with a pool

Luxury retreat with extensive leisure facilities

Spacious Sunny Apartment

Tulana Taggs - floating home on idyllic island

Wellness Escape by River: Sauna, Pool, Hot Tub

The Coach House

The Coach House

The Cottage

Eagles Nest is a charming one-bedroom retreat.
Quick stats about holiday rentals with a pool in Windsor

Nightly prices starting at
Windsor holiday rentals start at $835 NZD per night before taxes and fees

Verified guest reviews
Over 30 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Windsor rentals

4.8 Average rating
Windsor stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with breakfast Windsor
- Rentals with a fireplace Windsor
- Rentals with a washing machine and dryer Windsor
- House rentals Windsor
- Family-friendly rentals Windsor
- Apartment rentals Windsor
- Townhouse rentals Windsor
- Fitness-friendly rentals Windsor
- Condo rentals Windsor
- Rentals with outdoor seating Windsor
- Villa rentals Windsor
- Pet-friendly rentals Windsor
- Rentals with a patio Windsor
- Mansion rentals Windsor
- Hotel rooms Windsor
- Cabin rentals Windsor
- Smoking-friendly rentals Windsor
- Cottage rentals Windsor
- Serviced apartment rentals Windsor
- Rentals with pools Berkshire
- Rentals with pools England
- Rentals with pools United Kingdom
- Tower Bridge
- Big Ben
- London Bridge
- Westminster Abbey
- British Museum
- Covent Garden
- Buckingham Palace
- Hampstead Heath
- The O2
- Trafalgar Square
- St Pancras International
- Emirates Stadium
- Wembley Stadium
- St Paul's Cathedral
- ExCeL London
- Camden Market
- London Stadium
- Clapham Common
- Alexandra Palace
- University of Oxford
- Blenheim Palace
- Goodwood Motor Circuit
- Primrose Hill
- Queen Elizabeth Olympic Park, London




