
Holiday rentals with a pool in Paddington
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Paddington
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Fairlight House
Beautifully decorated and is equipped with everything you'd need for a home away from home stay. There are two bedrooms with queen size beds. Separate living room with a cosy fireplace and dinning room for 6 people. A charming study with a small daybed, a desk and printer. Well equipped kitchen good enough for any chefs. Sunny balcony off the master bedroom to sit and enjoy a cup of coffee. A plunge pool with sunbed in the rear courtyard garden for soaking up the sun or alfresco entertaining & relaxation. We provide luxurious bedding linen, Egyptian Cotton bath towels, high end bathroom amenities including a hairdryer. Unfortunately we do not provide beach towels and we don't have a BBQ. There is a Nespresso Coffee machine in the kitchen and we provide a few coffee pods to get you started but you will have to purchase the additional pods at our local supermarket, Coles. Instant coffee and a small selection of tea are there for you to use of course. Guests will have access to the entire house by themselves. Guests will have full privacy. The house is conveniently located within a 10-20 minute walk of the famous Manly Beach precinct, home to a multitude of trendy cafes, restaurants, and boutiques. In addition, there's easy access to outdoor activities, such as bushwalking and surfing. If you don't want to do the 10-20mins walk to Manly, there is a local free bus shuttle (Hop Skip & Jump Bus) that takes you to directly to Manly Beach and Manly ferry. The bus stops right across the street in front of the house and comes around every 30mins. To go into the city there is also a public bus stop just around the corner but we suggest you take the scenic ferry ride across the Harbour into Sydney and you'll be in the heart of Sydney's tourist attractions. If you have a car you can park on the street in front of the house. There is always plenty of parking available. Fairlight La Maison is a terrace house on 3 levels so there are steep narrow stairs which might not be suitable for young children not used to stairs and elderly people. We have a gas fireplace. There is a Nespresso machine but only a sample of pods will be provided to get you started. If you would like use the Nespresso Coffee machine then you will need to buy extra coffee pods at the local supermarket. We don't have a BBQ. You will also need to bring your own beach towels as we do not provide beach towels at the house. We don't own a cat but our neighbours do. Nero is the black cat and Oscar is the grey marble cat. They are super friendly cats and often wander into the house if the doors and windows are left open. If you are allergic to cats we suggest you don't allow them in the house.

Luxury Apartment Overlooking City and Darling Harbour
Feel the excitement of being only an elevator ride away from harbour-side activities. Admire walls filled with edgy and captivating art, and unwind on a comfy leather couch. Have nightcaps on the balcony and sleep in bedrooms with city skyline and Harbour views. We know you will feel at home with super comfortable modern light and cozy bedrooms, with built-in wardrobes and TVs. Google Chrome is also available on the Main TV in the lounge room. I'm sure you'll love coming back and unwinding after a day or night of enjoying everything Sydney offers. You'll not want to leave!

Sensational Hyde Park Oasis • Balcony • Pool & Gym
Unwind in our stylish CBD oasis - a newly renovated modern studio apartment in the heart of Sydney. This sunny inner-city sanctuary features luxury amenities including a queen bed with quality linens, chic bathroom with complimentary toiletries, washing machine, full kitchen, Nespresso machine, tea, free Wi-Fi, and Netflix. Enjoy amazing Oxford Street views while being in walking distance to the Opera House, Art Gallery, Sydney Tower, and Royal Botanic Gardens. Perfect for your Sydney stay!
Absolute Harbourfront Apartment with Fabulous Panoramic Views
Magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny, idyllic waterfront sanctuary Separate home office All linens and unit professionally cleaned Alfresco balcony perfect for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking: max. car height 1.7 metres Bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Come and chill out – you won't want to leave!

Supreme Sydney Rocks Suite + Spectacular Pool View
Wake up to Sydney’s harbourside magic. Step into the heart of The Rocks - moments to our panoramic Circular Quay and the breathtaking Opera House. Walk to George Street or Barangaroo where Sydney's best bars & restaurants are all waiting to be experienced. Find in house dining or stroll to public transport for ferries to visit Manly or Taronga Zoo. Indulge in sophistication and immerse yourself in the vibrant cityscape. Note: the balcony and view are located upstairs with the shared pool.

Stunning 1bdr w/ Amazing View
Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

Spa Serenity Cottage with Private Pool & Spa
This is a Granny Flat located at the back of our property, with its own private entrance and complete privacy. The pool, spa, and backyard are exclusively yours, no one else shares these spaces. Just so you’re aware, we live in the main house at the front. While you may occasionally hear us, we’re very quiet and respectful of your space. Please respect the neighbourhood while you are listening to your music and keep the noise down. Your retreat is fully private, we absolutely respect that.

Stunning One Bedroom Art Deco Apartment
A gorgeous apartment on the border of Elizabeth Bay and Potts Point, one of the most vibrant and sought after areas to live in Sydney. The apartment is completely renovated and stylishly furnished with timber floors ,new kitchen and bathroom. Located on the 4th floor of an iconic Art deco building overlooking the stunning pool and manicured gardens which are the perfect space for entertaining and relaxing after a day exploring Sydney. The building has security access and 2 lifts.

Hyde Park Tree-Top Views
A home away from home Located in Sydney CBD in Hyde Park Plaza - on the corner of Oxford st. and College st. Next to museum train station. You could not get a better location in the city. 333 bus to bondi , bottle shop, cafes just downstairs. This one bedroom unit is offering a really comfortable stay with excellent views. Perfect for business or a few nights' stay away to recharge but be aware of city noise ! If you have any requests please don’t hesitate to let me know.

Luxury Garden Cottage Retreat - Romantic & Restful
Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.

World Class Villa HarbourView Private Beach Manly
Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!

Opera House Views | Harbourfront Cremorne Point
Wake up to stunning Opera House and filtered Harbour Bridge views from this private harbourfront apartment. Perfect for guests who value calm, premium comfort and front-row Sydney Harbour views, it offers an iconic waterfront lifestyle. Positioned directly on the Cremorne Point Foreshore Walk. Steps from the water, a 1-minute stroll to historic MacCallum Pool and just 5 minutes from the ferry—connecting you to Circular Quay and the CBD in 9 minutes.
Popular amenities for Paddington rentals with a pool
House rentals with a pool

Coastal Zen Oasis with Saltwater Pool & Hot Tub

Cozy 2 bedrooms Grannyflat with air-con & pool

Gladesville By The Water

Victoria - Luxury Family Home With Pool Near Beach

3 Bedroom home with pool oasis in heart of Bondi

4 BR, Peaceful, Centrally located family retreat

Luxury Waterfront Property with Private Pool

Wylie's House Coogee I90
Apartment rentals with a pool

Darling Harbour Breeze with car park

Quiet Living•Family Friendly•Netflix•Free Parking

Beautiful One Darling Harbour Apt

Stylish 1BR suite with City-view & Balcony

Rosebery 2BR| Free Parking | 8 min to Woolworths

Lovely One Bedroom + Study with Infinity Pool

Waterfront Apartment on a quiet cul-de-sac

Darling Harbour Apart Waterview near ICC and Star
Other holiday rentals with a pool

Skyline Retreat

Luxury Oceanfront getaway

City Newly Renovated Designer Apartment

One Darling Waterfront City View

Sydney Harbour View Penthouse

Central and Spacious Loft - AirCon, Parking, Pool

Darling Point Rd | Elegant Apartment

Lux stunning apt w unbeatable Syd harbour views
When is the best time to visit Paddington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $246 SGD | $239 SGD | $238 SGD | $193 SGD | $193 SGD | $203 SGD | $175 SGD | $192 SGD | $207 SGD | $239 SGD | $218 SGD | $308 SGD |
| Avg. temp | 24°C | 24°C | 22°C | 20°C | 17°C | 14°C | 14°C | 15°C | 17°C | 19°C | 21°C | 23°C |
Quick stats about holiday rentals with a pool in Paddington

Total holiday rentals
Explore 140 holiday rentals in Paddington

Nightly prices starting at
Paddington holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 4,730 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
130 of Paddington holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Paddington rentals

4.7 Average rating
Paddington stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Paddington’s top spots include Cinema Paris, Verona Cinema and Edgecliff Station
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