Holiday rentals with a pool in Paddington

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Top-rated rentals with a pool in Paddington

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A spacious rooftop area features a wooden deck with a large, inviting infinity pool overlooking the cityscape. A picnic-style table is positioned near the pool, providing a relaxing space to enjoy the views of Darlinghurst and beyond.
Apartment in Darlinghurst
4.83 out of 5 average rating, 127 reviews

Darlinghurst Sky Pool Apartment - Views & Comfort

>> LONG-TERM bookings available << This vibrant apartment with a rooftop pool is an idyllic retreat in Darlinghurst. Both stylish and considered, this humble and light-filled unit has practical and luxurious fittings to ensure your stay is nothing less than comfortable. Moments from the city and surrounded by trendy bars and cafes the location is perfect! There’s no better way to unwind than with a relaxing afternoon in the rooftop pool, with views of Sydney CBD, Harbour Bridge and Opera House.

Top Guest favourite
A rooftop spa invites relaxation with bubbling water, framed by sleek railings and wooden decking. The horizon reveals a scenic view under a partly cloudy sky, enhancing the serene atmosphere of this elevated retreat.
Apartment in Darlinghurst
4.99 out of 5 average rating, 121 reviews

Sensational Hyde Park Oasis w/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!

Top Guest favourite
A private balcony offers outdoor dining with a table set for two, accompanied by vibrant views of the water and distant city skyline. Lush greenery frames the scene, while tranquil blue waters reflect the clear sky.
Condo in Mosman
4.98 out of 5 average rating, 188 reviews

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!

Guest favourite
A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.
Apartment in Vaucluse
4.96 out of 5 average rating, 102 reviews

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

Top Guest favourite
An indoor pool area is framed by large glass panels, offering a view of the iconic Sydney Harbour Bridge. Comfortable seating is positioned nearby, allowing for relaxation while enjoying the scenery. The space features elegant columns and subtle greenery, creating a soothing atmosphere.
Apartment in The Rocks
5 out of 5 average rating, 154 reviews

Supreme Sydney Rocks Suite + Spectacular Pool

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, Watsons Bay or Taronga Zoo. Indulge in sophistication and immerse yourself in the vibrant cityscape encircled by world-class amenities and iconic landmarks.

Top Guest favourite
A panoramic view of the Sydney skyline is showcased, with tall modern buildings and the iconic Sydney Tower visible. Lush green trees in Hyde Park provide a vibrant contrast to the urban landscape, creating a harmonious connection between nature and city life.
Apartment in Sydney
4.79 out of 5 average rating, 435 reviews

Stunning View, Modern, Heart of City

Short and long term bookings allowed, so your booking is safe! Large 1 bed apartment with stunning views over Hyde Park. Heart of Sydney. Modern kitchen inc dishwasher. Modern bathroom inc bath. Rooftop pool, hot tub and gym, new July 2022. In one of Sydney's best locations, it’s an easy walk to all city attractions and shopping: - Direct trains to airport - Rich mixture of cafes, bars and restaurants on vibrant Oxford Street - Frequent buses to Eastern suburbs, inc Bondi Beach

Top Guest favourite
A modern living space showcases a well-furnished area with a comfortable lounge chair, small side table, and a textured rug beneath. A stylish kitchen is visible in the background, illuminated by soft lighting. Green plants add a fresh touch near the window, enhancing the vibrant atmosphere.
Apartment in King's Cross
4.99 out of 5 average rating, 133 reviews

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.

Guest favourite
The bedroom features a spacious bed with decorative pillows and a black throw blanket. A dark wood dresser adds character, complemented by an array of books and essentials. A geometric rug lies beneath, and mirrored accents enhance the sense of space. Soft lighting from bedside lamps creates a cozy ambiance.
Apartment in Sydney
4.85 out of 5 average rating, 938 reviews

Central l Pool l Rooftop Harbour Views

My “small” one bedroom apartment is centrally located to every area of the inner city, sprinkled with cafes, parks, bars and restaurants. This 1930's art deco building has a lift and an amazing rooftop terrace with pool and fantastic views of Sydney harbour. If you have an early flight you’re welcome to drop off your luggage earlier and make use of the shower and bathroom in my massage studio next door in 502. This service is also available for luggage storage after check out.

Top Guest favourite
A modern kitchen area features a wooden countertop and sleek appliances. Bar stools line a tall dining table, which is set for a meal. Large windows provide views of the Sydney skyline and greenery, creating a bright and airy atmosphere.
Apartment in Darlinghurst
4.97 out of 5 average rating, 111 reviews

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.

Top Guest favourite
A waterfront view captures the tranquil waters and lush greenery of the area. The image features a blend of historic and modern buildings along the shoreline, with boats gently navigating the river. Clear skies and distant city skyline elements complete the serene landscape.
Apartment in The Rocks
4.97 out of 5 average rating, 101 reviews

Spectacular Suite, Bridge & Water views, The Rocks

Welcome to The Rocks. Explore this Premium Resort-Style-Living one-bedroom apartment featuring Iconic Harbour Bridge & Water views. Our building is one of the most iconic and premium buildings in the Rocks area. Bridge, Harbour, Barangaro & NYE- Fireworks can be viewed from your living room. Full Harbour & Opera House views from Observation Deck, where the swimming pool is. Fully updated (April 2024) with fresh paint, new carpet, artwork & furniture.

Top Guest favourite
The image features a well-lit corner of the studio with large windows showcasing views of the harbour and boats. A decorative plant branch adds a touch of nature, while a stylish lamp rests on a bedside table, enhancing the serene atmosphere.
Apartment in Elizabeth Bay
4.93 out of 5 average rating, 230 reviews

Self Contained Chic & Cozy Hotel Studio Apartment

Ivy and Marty invite you to stay in the heart of Potts Point village, one of Sydney's trendiest and most coveted locations. This newly renovated self-contained studio apartment offers stunning harbour views, equipped with an ensuite bathroom and kitchenette fitted out with two burner hotplate and all that you need to make your stay independent (if that is what you wish).

Top Guest favourite
A spacious lounge area features a comfortable grey sofa positioned on a light-colored rug. Nearby, a dining table with black chairs and a kitchen area equipped with modern appliances are visible. Natural light floods the room through two skylights, enhancing the open layout.
Guesthouse in Mascot
4.95 out of 5 average rating, 241 reviews

Spacious 1 bedroom guesthouse

Light-filled, spacious, private, beautifully appointed guesthouse with everything you need for your stay. Huge open plan lounge, kitchen, dining. Queen bed. Cot for infants. Beautiful bathroom. Air-conditioning. Private sunny outdoor space with Weber BBQ. Access to pool. 5 mins to Airport. 10 mins to the beach. Free street parking. Suitable for 2 adults and one infant

Popular amenities for Paddington rentals with a pool

When is the best time to visit Paddington?

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Avg. price$288 NZD$246 NZD$250 NZD$262 NZD$262 NZD$276 NZD$238 NZD$260 NZD$281 NZD$244 NZD$227 NZD$279 NZD
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Quick stats about holiday rentals with a pool in Paddington

  • Total holiday rentals

    Explore 130 holiday rentals in Paddington

  • Nightly prices starting at

    Paddington holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Paddington holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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