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Holiday rentals with a pool in Southern Sydney

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Southern Sydney

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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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.
Apartment in Mosman

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!

4.98 out of 5 average rating, 195 reviews
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.
Flat in Vaucluse

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

4.96 out of 5 average rating, 130 reviews
Guest favourite
Guest house in Leichhardt

Boutique Cottage | Pool | 15 mins to Sydney CBD

Your Private Boutique Cottage Tucked away in a peaceful leafy garden just 15 minutes from Sydney CBD, Mr Muddy Lion is a private cottage designed for travellers seeking comfort, privacy and thoughtful luxury. Enjoy free onsite parking, Sheridan linen and towels, Thankyou amenities and full use of the swimming pool. Optional paid extras include heated spa experiences from $45 per couple, continental breakfast from $25 per person and airport transfers from $75 one way. Full details below.

4.86 out of 5 average rating, 108 reviews
Guest favourite
The open-plan studio features a comfortable seating area with a soft blue sofa adorned with decorative pillows. A round coffee table sits in front, surrounded by a light area rug, while large windows allow natural light to fill the space, drawing attention to the outdoor views.
Guest house in Bundeena

That Beach Shack - Tranquil Pool & Beach Getaway

Kick back and relax in this calm, stylish space. Capturing the spirit of that classic beach shack, this bright & breezy open plan studio is set at the back of a lush and tranquil block. The studio opens up to a small courtyard with views directly over the in-ground salt water pool and the hundred year old fig tree. There is an outdoor covered dining area which connects to the outdoor shower room and outdoor private toilet. That Beach Shack suits singles or couples for the perfect getaway.

4.9 out of 5 average rating, 220 reviews
Superhost
A modern lounge area features a grey sofa with orange accent pillows, paired with a light wooden coffee table. A flat-screen TV is set on a light wooden side unit. Large windows allow natural light and views of the surroundings.
Flat in Hurstville

2BR Apt: View, 2 Free Parking, Pool, Gym, Netflix

It's great for a staycation, as a work-from-home alternative, or for families. High-end apartment with city view & 2 car parking. High level with expansive city view. Woolworths is downstairs.Only 5 mins walk from the train station.2 bedrooms both with 2 Queen size bed n pull out sofa bed. Windows overlooking the beautiful city day and night. Swimming pool and Gym in the building. Walk distance to Westfield Shopping Centre, Supermarkets n 100+Restaurants.20mins to Sydney CBD by train.

4.83 out of 5 average rating, 416 reviews
Top guest favourite
Flat in Surry Hills

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.

4.98 out of 5 average rating, 133 reviews
Top guest favourite
Guest house in St Ives

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.

4.99 out of 5 average rating, 154 reviews
Top guest favourite
Guest house in Engadine

Engadine Guesthouse Retreat / Pool & Outback Bar

Comfortable, self-contained guest house behind and separate to our family home, with access to the pool, pergola with egg chairs and bar/entertainment area. In the leafy suburb of Engadine, in Sydney's south, our property is located on the doorstep of the Royal National Park and Heathcote National Park. Either relax by the pool and bar or spend the day walking in the National Parks (or both), or simply stay with us if you're looking for a comfortable bed in the area.

4.95 out of 5 average rating, 225 reviews
Guest favourite
A serene outdoor space showcases a mix of tiled and grassy areas surrounded by lush greenery. Large glass doors lead into the guest house, while potted plants and flowering shrubs add a touch of nature to the inviting environment.
Guest house in Caringbah South

Free Standing Guest House, Private Outdoor Area

This guest house is very private. It is free standing and has its own ‘no stair’ side access. Walk straight on in. Best suited to singles, couple’s or young families. The lounge and dining area are spacious & the kitchenette comes with all the basic appliances to prepare meals. Out side is your own laundry, and share fireplace & swimming pool. Cronulla beach is 10 minutes' drive away and Caringbah Shopping Centre and Train Station are just a 10 to 15 minute walk.

4.81 out of 5 average rating, 164 reviews
Guest favourite
A tranquil view is presented from the outdoor pool area, showcasing a curvy pool reflecting the twilight sky. Lush greenery surrounds the space, and adjacent to the pool, a stylish house offers expansive glass doors leading into the interior, creating a seamless indoor-outdoor connection.
Home in Seaforth

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!

4.83 out of 5 average rating, 158 reviews
Guest favourite
A clear view of the Granny Flat is presented, featuring a neatly landscaped yard and a welcoming swimming pool. The pool area includes a tiled surround, while palm trees frame the background, contributing to an outdoor space suitable for relaxation.
Guest house in Gymea

The Granny Flat

The Granny Flat has all the comforts of home including separate bathroom and toilet, kitchen with plates, cups, cutlery etc, a fridge, electric frypan, toaster, coffee machine and kettle. Sit back on the comfy leather lounge and enjoy watching Foxtel on the large screen television. We have a lovely swimming pool which you are welcome to use. It is always pleasant sitting outside the Granny Flat enjoying your early morning cuppa listening to the birds.

4.94 out of 5 average rating, 339 reviews
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.
Guest house in Mascot

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

4.96 out of 5 average rating, 324 reviews

Popular amenities for Southern Sydney rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
A modern container house is nestled among lush greenery, featuring wide balconies and large windows that invite natural light. The surrounding landscape includes tropical plants and trees, enhancing the sense of seclusion. A swimming pool is visible at the lower level, surrounded by outdoor seating.
Home in Church Point

Palm Pavilion: architectural rainforest retreat

4.96 out of 5 average rating, 179 reviews
Superhost
The living area features large glass windows that offer views of the water and surrounding greenery. A modern black sectional sofa and sleek chairs are arranged around a circular glass coffee table, which is adorned with a floral centerpiece and magazines.
Home in Gladesville

Gladesville By The Water

4.8 out of 5 average rating, 406 reviews
Guest favourite
A comfortable sofa adorned with decorative cushions sits against a stone wall. A large framed black-and-white photograph hangs above. A neutral-color vase with dried flowers is positioned on a nearby table, complemented by a stack of magazines.
Home in Fairlight

Fairlight House

4.92 out of 5 average rating, 333 reviews
Superhost
A light-filled living area features modern furnishings with a spacious sectional sofa adorned with various cushions. A plush throw drapes over a lounge chair, while a low coffee table sits in front, surrounded by decorative plants and a woven basket.
Home in Austinmer

Austi coastal home views and pool

4.88 out of 5 average rating, 139 reviews
Guest favourite
Home in Sylvania Waters

Stylish Modern Escape with Private Pool

5.0 out of 5 average rating, 7 reviews
Guest favourite
A well-maintained outdoor area features a sparkling pool surrounded by tiled deck and landscaping. The modern house is visible in the background, showcasing large windows that provide natural light. A spacious patio area is accessible from the house, ideal for relaxation.
Home in Sylvania

Beautiful house in Sylvania Waters

4.93 out of 5 average rating, 41 reviews
Top guest favourite
A well-maintained garden pathway winds alongside the brick home, bordered by lush greenery and tropical plants. The vibrant green lawn contrasts with the warm brick tones, leading to a welcoming entryway that features large windows and flower beds.
Home in Caringbah South

Homely, peaceful & a Hot spa! 3 bedroom HOUSE

4.96 out of 5 average rating, 56 reviews
Top guest favourite
An aerial view captures the modern, minimalistic design of the free-standing home. The outdoor area features a pool surrounded by sun loungers and seating, with glass panels enhancing natural light. Lush greenery frames the property, contributing to a serene atmosphere.
Home in Bronte

Salty Views on Cross St Bronte

4.96 out of 5 average rating, 83 reviews

Apartment rentals with a pool

Guest favourite
Apartment in Wynyard

urban serenity: quiet stay in central Sydney

4.95 out of 5 average rating, 123 reviews
Guest favourite
A modern living space is featured, highlighted by a glass vase filled with red roses positioned on a table. A large flat-screen TV and a full-length mirror are visible, while soft furnishings promote a relaxing atmosphere, enhanced by the natural light streaming through sheer curtains.
Apartment in Wolli Creek

1BR + Parking | Close to Airport | Train & CBD

4.9 out of 5 average rating, 103 reviews
Top guest favourite
A bright living area is presented with large glass windows revealing views of the harbour filled with boats. Comfortable seating arrangements feature neutral tones, complemented by potted plants and a coffee table. Soft natural light illuminates the space, enhancing the serene waterfront atmosphere.
Apartment in Potts Point

Waterfront Apartment on a quiet cul-de-sac

4.96 out of 5 average rating, 103 reviews
Guest favourite
A modern living area features large floor-to-ceiling windows providing expansive views of Darling Harbour and the city skyline. A comfortable white leather sofa is positioned around a glass coffee table on a stylish rug, while a television is mounted on the wall.
Apartment in Pyrmont

Darling Harbour Apart Waterview near ICC and Star

4.92 out of 5 average rating, 215 reviews
Guest favourite
A bright and airy living space is featured, with sunlight streaming in through large glass doors that open to a balcony. A round dining table with colorful chairs is positioned in the center, surrounded by light wooden flooring and minimalistic decor.
Apartment in Haymarket

Darling Harbour Breeze with car park

4.93 out of 5 average rating, 117 reviews
Guest favourite
A modern kitchen area features sleek cabinetry and a gas stove. A circular dining table with white chairs is positioned beside a comfortable seating area that contains a light grey sofa. Large windows allow natural light to fill the space.
Apartment in Wynyard

Lovely One Bedroom + Study with Infinity Pool

4.92 out of 5 average rating, 224 reviews
Guest favourite
A cozy living space features a light-colored sectional sofa paired with a decorative pillow. A small side table is positioned nearby, while two modern bar stools complement the kitchen area in the background. Natural light brightens the room through a window, enhancing its open layout.
Apartment in Surry Hills

Spacious apartment with huge undercover balcony

4.92 out of 5 average rating, 192 reviews
Superhost
An open-plan living space features a comfortable gray sofa and a glass dining table surrounded by four chairs. The kitchen is equipped with light-colored cabinets and stainless steel appliances. Large sliding glass doors provide access to a balcony, allowing natural light to fill the room.
Apartment in Rosebery

Rosebery 2BR| Free Parking | 8 min to Woolworths

4.87 out of 5 average rating, 113 reviews

Other holiday rentals with a pool

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.
Flat in The Rocks

Supreme Sydney Rocks Suite + Spectacular Pool View

5.0 out of 5 average rating, 187 reviews
Guest favourite
The exterior of a modern guest house is displayed, featuring a spacious lawn with neatly trimmed grass. A covered seating area with outdoor cushions is visible, along with tropical plants placed around. Large glass doors lead into the interior, blending nature with design.
Tiny home in Malabar

Beach side private house with pool access

4.89 out of 5 average rating, 286 reviews
Guest favourite
A spacious outdoor area presents a shimmering pool surrounded by tiled decking. The pristine white exterior of the villa contrasts with the blue water. Large windows and decorative arches are visible, contributing to the elegant architectural style. Lush palm trees provide a tropical feel.
Villa in East Killara

Killara Luxurious 8BR House 360 degree view

4.92 out of 5 average rating, 100 reviews
Guest favourite
A spacious living area features a comfortable leather couch and a geometric coffee table. Bright wall art adds a modern touch, while large glass doors provide access to a balcony overlooking the city skyline. A television is mounted on a sleek entertainment unit.
Flat in Pyrmont

Luxury Apartment Overlooking City and Darling Harbour

4.98 out of 5 average rating, 270 reviews
Top guest favourite
Guest suite in Cremorne Point

Opera House Views | Harbourfront Cremorne Point

4.96 out of 5 average rating, 126 reviews
Top guest favourite
Guest house in Grays Point

Luxury heated Pool Retreat

4.93 out of 5 average rating, 61 reviews
Guest favourite
Flat in Pyrmont

Skyline Vista | Harbour Luxury, Views, Parking

4.96 out of 5 average rating, 27 reviews
Guest favourite
A serene outdoor space features a neatly maintained lawn, surrounded by lush greenery and tropical plants. The private flat is visible, along with a clear blue swimming pool, reflecting sunlight under a bright sky.
Guest house in Caringbah South

Home away from Home Guest House Caringbah South

4.9 out of 5 average rating, 70 reviews

Destinations to explore